NP-MRD: Showing NP-Card for Javanicoside A (NP0026671)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 18:30:07 UTC

Updated at

2021-06-29 23:52:21 UTC

NP-MRD ID

NP0026671

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Javanicoside A

Provided By

JEOL Database JEOL Logo

Description

Javanicoside A is found in Brucea amarissima (Lour.) Desv.ex B.A.Gomes, Brucea japonica and Brucea javanica. Javanicoside A was first documented in 2003 (Kim, I. H., et al.). Based on a literature review very few articles have been published on methyl (1R,2S,3R,6R,8S,13S,14R,15R,16S,17S)-15,16-dihydroxy-9,13-dimethyl-3-[(3-methylbut-2-enoyl)oxy]-4,11-dioxo-10-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,18-dioxapentacyclo[12.5.0.0¹,⁶.0²,¹⁷.0⁸,¹³]Nonadec-9-ene-17-carboxylate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192120303D          

 90 95  0  0  0  0            999 V2000
   -2.2468    0.2928    5.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5936    1.0954    4.3869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5660    0.4696    3.7468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2173   -0.6894    3.9517 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0815    1.3838    2.6991 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2700    2.7276    3.2224 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0322    3.6677    2.1428 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1187    2.8208    0.8708 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8375    1.6332    1.5149 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1885    0.5250    0.5437 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9698   -0.4455    1.2555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9814   -1.6891    0.7044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3536   -2.0496   -0.2752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895   -2.5272    1.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9706   -3.8721    1.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9907   -4.5848    2.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1080   -4.7889    0.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9826    1.1314   -0.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9324    0.5715   -1.1592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5360    2.3335   -1.0819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0608    3.3725   -0.1875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4147    4.4690   -1.0295 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8727    4.0269   -1.7671 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6365    3.1315   -2.9910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4579    3.5899   -3.9342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3742    2.0417   -3.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0735    1.3064   -4.4247 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2019   -0.1218   -4.4194 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8686   -0.5593   -5.7507 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0031   -1.9727   -5.9202 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7829   -2.3247   -7.3980 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0818   -3.6901   -7.6717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0102   -2.6920   -5.0246 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0827   -4.1158   -5.1631 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2348   -2.3080   -3.5662 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7922   -2.9330   -2.7817 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2508   -0.7861   -3.3849 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6274   -0.5093   -2.0258 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5581    1.7194   -2.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0942    0.6117   -2.4367 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0742    2.8249   -1.5415 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9263    3.4785   -0.7367 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5590    4.7069   -0.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2684    2.4025    0.2511 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2185    1.7758    1.3224 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8866    2.7962    2.0546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4747    0.8316    2.3054 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3901   -0.4609    1.7018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0384    0.8933    5.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7033   -0.5860    4.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5420   -0.0045    6.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8910    4.2058    2.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8403    4.3955    2.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8019    1.9882    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3015    0.0520    0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5507   -1.9602    2.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4935   -5.2462    3.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6521   -5.1882    1.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6179   -3.8901    2.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6677   -5.1540   -0.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8006   -5.6548    1.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1856   -4.3226    0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581    3.7973    0.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1833    5.3222   -0.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1487    4.8474   -1.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2879    4.9470   -2.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3710    4.6668   -4.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4470    3.3831   -3.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4121    3.1080   -4.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2475   -0.3950   -4.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0223   -2.2844   -5.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4235   -1.7039   -8.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2507   -2.1225   -7.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6797   -4.2169   -6.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0333   -2.4100   -5.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4401   -4.4657   -4.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1781   -2.7420   -3.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8226   -2.4729   -1.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7646   -0.3902   -3.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5941   -0.6549   -1.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5781    3.5547   -2.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8432    2.4163   -0.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9231    5.4297   -0.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4365    4.4454    0.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8548    5.2498    0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0300    1.5600   -0.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9943    1.2006    0.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391    2.3684    2.6381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0885    0.7262    3.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0732   -1.0836    2.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 32  1  0  0  0  0
 39 26  1  0  0  0  0
 37 28  1  0  0  0  0
 37 35  1  0  0  0  0
 33 35  1  0  0  0  0
 44 45  1  0  0  0  0
  8  9  1  0  0  0  0
  9  5  1  0  0  0  0
  5 47  1  0  0  0  0
 47 45  1  0  0  0  0
 33 30  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 18 19  2  0  0  0  0
 26 24  2  0  0  0  0
 42 43  1  1  0  0  0
 24 23  1  0  0  0  0
 23 66  1  6  0  0  0
 42 41  1  0  0  0  0
 21 63  1  1  0  0  0
 42 23  1  0  0  0  0
  8  7  1  1  0  0  0
 30 29  1  0  0  0  0
  5  6  1  0  0  0  0
 29 28  1  0  0  0  0
  9 54  1  1  0  0  0
 10 11  1  0  0  0  0
 42 44  1  0  0  0  0
 45 46  1  0  0  0  0
 23 22  1  0  0  0  0
 47 48  1  0  0  0  0
 22 21  1  0  0  0  0
 44 86  1  6  0  0  0
  8 21  1  0  0  0  0
  5  3  1  1  0  0  0
 33 34  1  0  0  0  0
 24 25  1  0  0  0  0
  6  7  1  0  0  0  0
 35 36  1  0  0  0  0
 11 12  1  0  0  0  0
 37 38  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  3  0  0  0
 21 20  1  0  0  0  0
 15 16  1  0  0  0  0
 20 18  1  0  0  0  0
 15 17  1  0  0  0  0
 18 10  1  0  0  0  0
 12 13  2  0  0  0  0
 26 27  1  0  0  0  0
 10  9  1  0  0  0  0
  3  2  1  0  0  0  0
 44  8  1  0  0  0  0
  3  4  2  0  0  0  0
  2  1  1  0  0  0  0
 30 31  1  0  0  0  0
 28 27  1  0  0  0  0
 28 70  1  1  0  0  0
 33 75  1  6  0  0  0
 34 76  1  0  0  0  0
 35 77  1  1  0  0  0
 36 78  1  0  0  0  0
 37 79  1  6  0  0  0
 38 80  1  0  0  0  0
 31 72  1  0  0  0  0
 31 73  1  0  0  0  0
 30 71  1  1  0  0  0
 32 74  1  0  0  0  0
 41 81  1  0  0  0  0
 41 82  1  0  0  0  0
 22 64  1  0  0  0  0
 22 65  1  0  0  0  0
 10 55  1  6  0  0  0
 47 89  1  1  0  0  0
 45 87  1  6  0  0  0
 43 83  1  0  0  0  0
 43 84  1  0  0  0  0
 43 85  1  0  0  0  0
  7 52  1  0  0  0  0
  7 53  1  0  0  0  0
 46 88  1  0  0  0  0
 48 90  1  0  0  0  0
 25 67  1  0  0  0  0
 25 68  1  0  0  0  0
 25 69  1  0  0  0  0
 14 56  1  0  0  0  0
 16 57  1  0  0  0  0
 16 58  1  0  0  0  0
 16 59  1  0  0  0  0
 17 60  1  0  0  0  0
 17 61  1  0  0  0  0
 17 62  1  0  0  0  0
  1 49  1  0  0  0  0
  1 50  1  0  0  0  0
  1 51  1  0  0  0  0
M  END

     RDKit          3D

 90 95  0  0  0  0  0  0  0  0999 V2000
   -2.2468    0.2928    5.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5936    1.0954    4.3869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5660    0.4696    3.7468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2173   -0.6894    3.9517 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0815    1.3838    2.6991 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2700    2.7276    3.2224 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0322    3.6677    2.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1187    2.8208    0.8708 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8375    1.6332    1.5149 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1885    0.5250    0.5437 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9698   -0.4455    1.2555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9814   -1.6891    0.7044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3536   -2.0496   -0.2752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895   -2.5272    1.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9706   -3.8721    1.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9907   -4.5848    2.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1080   -4.7889    0.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9826    1.1314   -0.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9324    0.5715   -1.1592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5360    2.3335   -1.0819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0608    3.3725   -0.1875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4147    4.4690   -1.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8727    4.0269   -1.7671 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6365    3.1315   -2.9910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4579    3.5899   -3.9342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3742    2.0417   -3.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0735    1.3064   -4.4247 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2019   -0.1218   -4.4194 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8686   -0.5593   -5.7507 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0031   -1.9727   -5.9202 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7829   -2.3247   -7.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0818   -3.6901   -7.6717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0102   -2.6920   -5.0246 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0827   -4.1158   -5.1631 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2348   -2.3080   -3.5662 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7922   -2.9330   -2.7817 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2508   -0.7861   -3.3849 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6274   -0.5093   -2.0258 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5581    1.7194   -2.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0942    0.6117   -2.4367 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0742    2.8249   -1.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9263    3.4785   -0.7367 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5590    4.7069   -0.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2684    2.4025    0.2511 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2185    1.7758    1.3224 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8866    2.7962    2.0546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4747    0.8316    2.3054 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3901   -0.4609    1.7018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0384    0.8933    5.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7033   -0.5860    4.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5420   -0.0045    6.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8910    4.2058    2.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8403    4.3955    2.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8019    1.9882    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3015    0.0520    0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5507   -1.9602    2.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4935   -5.2462    3.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6521   -5.1882    1.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6179   -3.8901    2.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6677   -5.1540   -0.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8006   -5.6548    1.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1856   -4.3226    0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581    3.7973    0.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1833    5.3222   -0.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1487    4.8474   -1.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2879    4.9470   -2.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3710    4.6668   -4.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4470    3.3831   -3.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4121    3.1080   -4.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2475   -0.3950   -4.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0223   -2.2844   -5.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4235   -1.7039   -8.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2507   -2.1225   -7.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6797   -4.2169   -6.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0333   -2.4100   -5.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4401   -4.4657   -4.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1781   -2.7420   -3.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8226   -2.4729   -1.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7646   -0.3902   -3.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5941   -0.6549   -1.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5781    3.5547   -2.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8432    2.4163   -0.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9231    5.4297   -0.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4365    4.4454    0.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8548    5.2498    0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0300    1.5600   -0.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9943    1.2006    0.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391    2.3684    2.6381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0885    0.7262    3.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0732   -1.0836    2.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 32  1  0
 39 26  1  0
 37 28  1  0
 37 35  1  0
 33 35  1  0
 44 45  1  0
  8  9  1  0
  9  5  1  0
  5 47  1  0
 47 45  1  0
 33 30  1  0
 39 40  2  0
 39 41  1  0
 18 19  2  0
 26 24  2  0
 42 43  1  1
 24 23  1  0
 23 66  1  6
 42 41  1  0
 21 63  1  1
 42 23  1  0
  8  7  1  1
 30 29  1  0
  5  6  1  0
 29 28  1  0
  9 54  1  1
 10 11  1  0
 42 44  1  0
 45 46  1  0
 23 22  1  0
 47 48  1  0
 22 21  1  0
 44 86  1  6
  8 21  1  0
  5  3  1  1
 33 34  1  0
 24 25  1  0
  6  7  1  0
 35 36  1  0
 11 12  1  0
 37 38  1  0
 12 14  1  0
 14 15  2  3
 21 20  1  0
 15 16  1  0
 20 18  1  0
 15 17  1  0
 18 10  1  0
 12 13  2  0
 26 27  1  0
 10  9  1  0
  3  2  1  0
 44  8  1  0
  3  4  2  0
  2  1  1  0
 30 31  1  0
 28 27  1  0
 28 70  1  1
 33 75  1  6
 34 76  1  0
 35 77  1  1
 36 78  1  0
 37 79  1  6
 38 80  1  0
 31 72  1  0
 31 73  1  0
 30 71  1  1
 32 74  1  0
 41 81  1  0
 41 82  1  0
 22 64  1  0
 22 65  1  0
 10 55  1  6
 47 89  1  1
 45 87  1  6
 43 83  1  0
 43 84  1  0
 43 85  1  0
  7 52  1  0
  7 53  1  0
 46 88  1  0
 48 90  1  0
 25 67  1  0
 25 68  1  0
 25 69  1  0
 14 56  1  0
 16 57  1  0
 16 58  1  0
 16 59  1  0
 17 60  1  0
 17 61  1  0
 17 62  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
M  END


  Mrv1652306192120303D          

 90 95  0  0  0  0            999 V2000
   -2.2468    0.2928    5.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5936    1.0954    4.3869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5660    0.4696    3.7468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2173   -0.6894    3.9517 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0815    1.3838    2.6991 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2700    2.7276    3.2224 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0322    3.6677    2.1428 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1187    2.8208    0.8708 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8375    1.6332    1.5149 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1885    0.5250    0.5437 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9698   -0.4455    1.2555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9814   -1.6891    0.7044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3536   -2.0496   -0.2752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895   -2.5272    1.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9706   -3.8721    1.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9907   -4.5848    2.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1080   -4.7889    0.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9826    1.1314   -0.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9324    0.5715   -1.1592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5360    2.3335   -1.0819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0608    3.3725   -0.1875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4147    4.4690   -1.0295 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8727    4.0269   -1.7671 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6365    3.1315   -2.9910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4579    3.5899   -3.9342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3742    2.0417   -3.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0735    1.3064   -4.4247 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2019   -0.1218   -4.4194 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8686   -0.5593   -5.7507 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0031   -1.9727   -5.9202 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7829   -2.3247   -7.3980 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0818   -3.6901   -7.6717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0102   -2.6920   -5.0246 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0827   -4.1158   -5.1631 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2348   -2.3080   -3.5662 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7922   -2.9330   -2.7817 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2508   -0.7861   -3.3849 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6274   -0.5093   -2.0258 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5581    1.7194   -2.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0942    0.6117   -2.4367 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0742    2.8249   -1.5415 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9263    3.4785   -0.7367 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5590    4.7069   -0.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2684    2.4025    0.2511 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2185    1.7758    1.3224 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8866    2.7962    2.0546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4747    0.8316    2.3054 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3901   -0.4609    1.7018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0384    0.8933    5.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7033   -0.5860    4.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5420   -0.0045    6.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8910    4.2058    2.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8403    4.3955    2.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8019    1.9882    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3015    0.0520    0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5507   -1.9602    2.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4935   -5.2462    3.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6521   -5.1882    1.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6179   -3.8901    2.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6677   -5.1540   -0.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8006   -5.6548    1.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1856   -4.3226    0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581    3.7973    0.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1833    5.3222   -0.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1487    4.8474   -1.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2879    4.9470   -2.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3710    4.6668   -4.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4470    3.3831   -3.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4121    3.1080   -4.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2475   -0.3950   -4.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0223   -2.2844   -5.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4235   -1.7039   -8.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2507   -2.1225   -7.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6797   -4.2169   -6.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0333   -2.4100   -5.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4401   -4.4657   -4.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1781   -2.7420   -3.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8226   -2.4729   -1.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7646   -0.3902   -3.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5941   -0.6549   -1.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5781    3.5547   -2.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8432    2.4163   -0.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9231    5.4297   -0.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4365    4.4454    0.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8548    5.2498    0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0300    1.5600   -0.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9943    1.2006    0.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391    2.3684    2.6381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0885    0.7262    3.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0732   -1.0836    2.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 32  1  0  0  0  0
 39 26  1  0  0  0  0
 37 28  1  0  0  0  0
 37 35  1  0  0  0  0
 33 35  1  0  0  0  0
 44 45  1  0  0  0  0
  8  9  1  0  0  0  0
  9  5  1  0  0  0  0
  5 47  1  0  0  0  0
 47 45  1  0  0  0  0
 33 30  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 18 19  2  0  0  0  0
 26 24  2  0  0  0  0
 42 43  1  1  0  0  0
 24 23  1  0  0  0  0
 23 66  1  6  0  0  0
 42 41  1  0  0  0  0
 21 63  1  1  0  0  0
 42 23  1  0  0  0  0
  8  7  1  1  0  0  0
 30 29  1  0  0  0  0
  5  6  1  0  0  0  0
 29 28  1  0  0  0  0
  9 54  1  1  0  0  0
 10 11  1  0  0  0  0
 42 44  1  0  0  0  0
 45 46  1  0  0  0  0
 23 22  1  0  0  0  0
 47 48  1  0  0  0  0
 22 21  1  0  0  0  0
 44 86  1  6  0  0  0
  8 21  1  0  0  0  0
  5  3  1  1  0  0  0
 33 34  1  0  0  0  0
 24 25  1  0  0  0  0
  6  7  1  0  0  0  0
 35 36  1  0  0  0  0
 11 12  1  0  0  0  0
 37 38  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  3  0  0  0
 21 20  1  0  0  0  0
 15 16  1  0  0  0  0
 20 18  1  0  0  0  0
 15 17  1  0  0  0  0
 18 10  1  0  0  0  0
 12 13  2  0  0  0  0
 26 27  1  0  0  0  0
 10  9  1  0  0  0  0
  3  2  1  0  0  0  0
 44  8  1  0  0  0  0
  3  4  2  0  0  0  0
  2  1  1  0  0  0  0
 30 31  1  0  0  0  0
 28 27  1  0  0  0  0
 28 70  1  1  0  0  0
 33 75  1  6  0  0  0
 34 76  1  0  0  0  0
 35 77  1  1  0  0  0
 36 78  1  0  0  0  0
 37 79  1  6  0  0  0
 38 80  1  0  0  0  0
 31 72  1  0  0  0  0
 31 73  1  0  0  0  0
 30 71  1  1  0  0  0
 32 74  1  0  0  0  0
 41 81  1  0  0  0  0
 41 82  1  0  0  0  0
 22 64  1  0  0  0  0
 22 65  1  0  0  0  0
 10 55  1  6  0  0  0
 47 89  1  1  0  0  0
 45 87  1  6  0  0  0
 43 83  1  0  0  0  0
 43 84  1  0  0  0  0
 43 85  1  0  0  0  0
  7 52  1  0  0  0  0
  7 53  1  0  0  0  0
 46 88  1  0  0  0  0
 48 90  1  0  0  0  0
 25 67  1  0  0  0  0
 25 68  1  0  0  0  0
 25 69  1  0  0  0  0
 14 56  1  0  0  0  0
 16 57  1  0  0  0  0
 16 58  1  0  0  0  0
 16 59  1  0  0  0  0
 17 60  1  0  0  0  0
 17 61  1  0  0  0  0
 17 62  1  0  0  0  0
  1 49  1  0  0  0  0
  1 50  1  0  0  0  0
  1 51  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0026671

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(OC2=C(C([H])([H])[H])[C@@]3([H])C([H])([H])[C@@]4([H])OC(=O)[C@]([H])(OC(=O)C([H])=C(C([H])([H])[H])C([H])([H])[H])[C@@]5([H])[C@@]6(OC([H])([H])[C@]45[C@]([H])([C@@]([H])(O[H])[C@]6([H])O[H])[C@@]3(C([H])([H])[H])C([H])([H])C2=O)C(=O)OC([H])([H])[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C32H42O16/c1-11(2)6-17(35)47-23-25-31-10-44-32(25,29(42)43-5)26(40)21(39)24(31)30(4)8-14(34)22(12(3)13(30)7-16(31)46-27(23)41)48-28-20(38)19(37)18(36)15(9-33)45-28/h6,13,15-16,18-21,23-26,28,33,36-40H,7-10H2,1-5H3/t13-,15-,16-,18-,19+,20-,21-,23-,24-,25-,26+,28+,30+,31-,32+/m1/s1

> <INCHI_KEY>
JMEAKUYWADWLJX-BBWHPYNFSA-N

> <FORMULA>
C32H42O16

> <MOLECULAR_WEIGHT>
682.672

> <EXACT_MASS>
682.247285272

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
66.63506497511423

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1R,2S,3R,6R,8S,13S,14R,15R,16S,17S)-15,16-dihydroxy-9,13-dimethyl-3-[(3-methylbut-2-enoyl)oxy]-4,11-dioxo-10-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,18-dioxapentacyclo[12.5.0.0^{1,6}.0^{2,17}.0^{8,13}]nonadec-9-ene-17-carboxylate

> <ALOGPS_LOGP>
-0.07

> <JCHEM_LOGP>
-2.0628364100000014

> <ALOGPS_LOGS>
-2.21

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.721428029983496

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.091129725256343

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923582644806

> <JCHEM_POLAR_SURFACE_AREA>
245.03999999999996

> <JCHEM_REFRACTIVITY>
157.33060000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.18e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,2S,3R,6R,8S,13S,14R,15R,16S,17S)-15,16-dihydroxy-9,13-dimethyl-3-[(3-methylbut-2-enoyl)oxy]-4,11-dioxo-10-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,18-dioxapentacyclo[12.5.0.0^{1,6}.0^{2,17}.0^{8,13}]nonadec-9-ene-17-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 90 95  0  0  0  0  0  0  0  0999 V2000
   -2.2468    0.2928    5.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5936    1.0954    4.3869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5660    0.4696    3.7468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2173   -0.6894    3.9517 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0815    1.3838    2.6991 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2700    2.7276    3.2224 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0322    3.6677    2.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1187    2.8208    0.8708 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8375    1.6332    1.5149 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1885    0.5250    0.5437 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9698   -0.4455    1.2555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9814   -1.6891    0.7044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3536   -2.0496   -0.2752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895   -2.5272    1.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9706   -3.8721    1.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9907   -4.5848    2.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1080   -4.7889    0.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9826    1.1314   -0.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9324    0.5715   -1.1592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5360    2.3335   -1.0819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0608    3.3725   -0.1875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4147    4.4690   -1.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8727    4.0269   -1.7671 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6365    3.1315   -2.9910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4579    3.5899   -3.9342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3742    2.0417   -3.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0735    1.3064   -4.4247 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2019   -0.1218   -4.4194 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8686   -0.5593   -5.7507 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0031   -1.9727   -5.9202 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7829   -2.3247   -7.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0818   -3.6901   -7.6717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0102   -2.6920   -5.0246 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0827   -4.1158   -5.1631 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2348   -2.3080   -3.5662 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7922   -2.9330   -2.7817 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2508   -0.7861   -3.3849 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6274   -0.5093   -2.0258 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5581    1.7194   -2.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0942    0.6117   -2.4367 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0742    2.8249   -1.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9263    3.4785   -0.7367 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5590    4.7069   -0.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2684    2.4025    0.2511 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2185    1.7758    1.3224 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8866    2.7962    2.0546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4747    0.8316    2.3054 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3901   -0.4609    1.7018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0384    0.8933    5.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7033   -0.5860    4.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5420   -0.0045    6.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8910    4.2058    2.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8403    4.3955    2.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8019    1.9882    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3015    0.0520    0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5507   -1.9602    2.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4935   -5.2462    3.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6521   -5.1882    1.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6179   -3.8901    2.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6677   -5.1540   -0.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8006   -5.6548    1.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1856   -4.3226    0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581    3.7973    0.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1833    5.3222   -0.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1487    4.8474   -1.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2879    4.9470   -2.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3710    4.6668   -4.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4470    3.3831   -3.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4121    3.1080   -4.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2475   -0.3950   -4.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0223   -2.2844   -5.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4235   -1.7039   -8.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2507   -2.1225   -7.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6797   -4.2169   -6.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0333   -2.4100   -5.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4401   -4.4657   -4.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1781   -2.7420   -3.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8226   -2.4729   -1.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7646   -0.3902   -3.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5941   -0.6549   -1.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5781    3.5547   -2.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8432    2.4163   -0.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9231    5.4297   -0.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4365    4.4454    0.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8548    5.2498    0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0300    1.5600   -0.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9943    1.2006    0.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391    2.3684    2.6381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0885    0.7262    3.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0732   -1.0836    2.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 32  1  0
 39 26  1  0
 37 28  1  0
 37 35  1  0
 33 35  1  0
 44 45  1  0
  8  9  1  0
  9  5  1  0
  5 47  1  0
 47 45  1  0
 33 30  1  0
 39 40  2  0
 39 41  1  0
 18 19  2  0
 26 24  2  0
 42 43  1  1
 24 23  1  0
 23 66  1  6
 42 41  1  0
 21 63  1  1
 42 23  1  0
  8  7  1  1
 30 29  1  0
  5  6  1  0
 29 28  1  0
  9 54  1  1
 10 11  1  0
 42 44  1  0
 45 46  1  0
 23 22  1  0
 47 48  1  0
 22 21  1  0
 44 86  1  6
  8 21  1  0
  5  3  1  1
 33 34  1  0
 24 25  1  0
  6  7  1  0
 35 36  1  0
 11 12  1  0
 37 38  1  0
 12 14  1  0
 14 15  2  3
 21 20  1  0
 15 16  1  0
 20 18  1  0
 15 17  1  0
 18 10  1  0
 12 13  2  0
 26 27  1  0
 10  9  1  0
  3  2  1  0
 44  8  1  0
  3  4  2  0
  2  1  1  0
 30 31  1  0
 28 27  1  0
 28 70  1  1
 33 75  1  6
 34 76  1  0
 35 77  1  1
 36 78  1  0
 37 79  1  6
 38 80  1  0
 31 72  1  0
 31 73  1  0
 30 71  1  1
 32 74  1  0
 41 81  1  0
 41 82  1  0
 22 64  1  0
 22 65  1  0
 10 55  1  6
 47 89  1  1
 45 87  1  6
 43 83  1  0
 43 84  1  0
 43 85  1  0
  7 52  1  0
  7 53  1  0
 46 88  1  0
 48 90  1  0
 25 67  1  0
 25 68  1  0
 25 69  1  0
 14 56  1  0
 16 57  1  0
 16 58  1  0
 16 59  1  0
 17 60  1  0
 17 61  1  0
 17 62  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.247   0.293   5.370  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.594   1.095   4.387  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.566   0.470   3.747  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.217  -0.689   3.952  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.082   1.384   2.699  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.270   2.728   3.222  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.032   3.668   2.143  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.119   2.821   0.871  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.838   1.633   1.515  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.188   0.525   0.544  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.970  -0.446   1.256  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.981  -1.689   0.704  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.354  -2.050  -0.275  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.890  -2.527   1.523  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.971  -3.872   1.497  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.991  -4.585   2.346  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.108  -4.789   0.672  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.983   1.131  -0.621  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.932   0.572  -1.159  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.536   2.333  -1.082  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.061   3.373  -0.188  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.415   4.469  -1.030  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.873   4.027  -1.767  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.637   3.131  -2.991  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.458   3.590  -3.934  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.374   2.042  -3.294  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.073   1.306  -4.425  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.202  -0.122  -4.419  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.869  -0.559  -5.751  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.003  -1.973  -5.920  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.783  -2.325  -7.398  0.00  0.00           C+0
HETATM   32  O   UNK     0       1.082  -3.690  -7.672  0.00  0.00           O+0
HETATM   33  C   UNK     0      -0.010  -2.692  -5.025  0.00  0.00           C+0
HETATM   34  O   UNK     0       0.083  -4.116  -5.163  0.00  0.00           O+0
HETATM   35  C   UNK     0       0.235  -2.308  -3.566  0.00  0.00           C+0
HETATM   36  O   UNK     0      -0.792  -2.933  -2.782  0.00  0.00           O+0
HETATM   37  C   UNK     0       0.251  -0.786  -3.385  0.00  0.00           C+0
HETATM   38  O   UNK     0       0.627  -0.509  -2.026  0.00  0.00           O+0
HETATM   39  C   UNK     0       2.558   1.719  -2.429  0.00  0.00           C+0
HETATM   40  O   UNK     0       3.094   0.612  -2.437  0.00  0.00           O+0
HETATM   41  C   UNK     0       3.074   2.825  -1.542  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.926   3.478  -0.737  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.559   4.707  -0.035  0.00  0.00           C+0
HETATM   44  C   UNK     0       1.268   2.402   0.251  0.00  0.00           C+0
HETATM   45  C   UNK     0       2.219   1.776   1.322  0.00  0.00           C+0
HETATM   46  O   UNK     0       2.887   2.796   2.055  0.00  0.00           O+0
HETATM   47  C   UNK     0       1.475   0.832   2.305  0.00  0.00           C+0
HETATM   48  O   UNK     0       1.390  -0.461   1.702  0.00  0.00           O+0
HETATM   49  H   UNK     0      -3.038   0.893   5.827  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.703  -0.586   4.904  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.542  -0.005   6.153  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.891   4.206   2.388  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.840   4.396   2.134  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.802   1.988   1.921  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.302   0.052   0.130  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.551  -1.960   2.171  0.00  0.00           H+0
HETATM   57  H   UNK     0      -3.494  -5.246   3.063  0.00  0.00           H+0
HETATM   58  H   UNK     0      -4.652  -5.188   1.715  0.00  0.00           H+0
HETATM   59  H   UNK     0      -4.618  -3.890   2.915  0.00  0.00           H+0
HETATM   60  H   UNK     0      -2.668  -5.154  -0.195  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.801  -5.655   1.269  0.00  0.00           H+0
HETATM   62  H   UNK     0      -1.186  -4.323   0.322  0.00  0.00           H+0
HETATM   63  H   UNK     0      -1.958   3.797   0.281  0.00  0.00           H+0
HETATM   64  H   UNK     0      -0.183   5.322  -0.380  0.00  0.00           H+0
HETATM   65  H   UNK     0      -1.149   4.847  -1.750  0.00  0.00           H+0
HETATM   66  H   UNK     0       1.288   4.947  -2.208  0.00  0.00           H+0
HETATM   67  H   UNK     0      -0.371   4.667  -4.115  0.00  0.00           H+0
HETATM   68  H   UNK     0      -1.447   3.383  -3.516  0.00  0.00           H+0
HETATM   69  H   UNK     0      -0.412   3.108  -4.916  0.00  0.00           H+0
HETATM   70  H   UNK     0       2.248  -0.395  -4.255  0.00  0.00           H+0
HETATM   71  H   UNK     0       2.022  -2.284  -5.654  0.00  0.00           H+0
HETATM   72  H   UNK     0       1.424  -1.704  -8.033  0.00  0.00           H+0
HETATM   73  H   UNK     0      -0.251  -2.123  -7.700  0.00  0.00           H+0
HETATM   74  H   UNK     0       0.680  -4.217  -6.947  0.00  0.00           H+0
HETATM   75  H   UNK     0      -1.033  -2.410  -5.305  0.00  0.00           H+0
HETATM   76  H   UNK     0      -0.440  -4.466  -4.409  0.00  0.00           H+0
HETATM   77  H   UNK     0       1.178  -2.742  -3.212  0.00  0.00           H+0
HETATM   78  H   UNK     0      -0.823  -2.473  -1.908  0.00  0.00           H+0
HETATM   79  H   UNK     0      -0.765  -0.390  -3.506  0.00  0.00           H+0
HETATM   80  H   UNK     0       1.594  -0.655  -1.949  0.00  0.00           H+0
HETATM   81  H   UNK     0       3.578   3.555  -2.189  0.00  0.00           H+0
HETATM   82  H   UNK     0       3.843   2.416  -0.877  0.00  0.00           H+0
HETATM   83  H   UNK     0       2.923   5.430  -0.777  0.00  0.00           H+0
HETATM   84  H   UNK     0       3.437   4.445   0.561  0.00  0.00           H+0
HETATM   85  H   UNK     0       1.855   5.250   0.595  0.00  0.00           H+0
HETATM   86  H   UNK     0       1.030   1.560  -0.405  0.00  0.00           H+0
HETATM   87  H   UNK     0       2.994   1.201   0.804  0.00  0.00           H+0
HETATM   88  H   UNK     0       3.539   2.368   2.638  0.00  0.00           H+0
HETATM   89  H   UNK     0       2.088   0.726   3.209  0.00  0.00           H+0
HETATM   90  H   UNK     0       1.073  -1.084   2.391  0.00  0.00           H+0
CONECT    1    2   49   50   51                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    9   47    6    3                                             
CONECT    6    5    7                                                       
CONECT    7    8    6   52   53                                             
CONECT    8    9    7   21   44                                             
CONECT    9    8    5   54   10                                             
CONECT   10   11   18    9   55                                             
CONECT   11   10   12                                                       
CONECT   12   11   14   13                                                  
CONECT   13   12                                                            
CONECT   14   12   15   56                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   57   58   59                                             
CONECT   17   15   60   61   62                                             
CONECT   18   19   20   10                                                  
CONECT   19   18                                                            
CONECT   20   21   18                                                       
CONECT   21   63   22    8   20                                             
CONECT   22   23   21   64   65                                             
CONECT   23   24   66   42   22                                             
CONECT   24   26   23   25                                                  
CONECT   25   24   67   68   69                                             
CONECT   26   39   24   27                                                  
CONECT   27   26   28                                                       
CONECT   28   37   29   27   70                                             
CONECT   29   30   28                                                       
CONECT   30   33   29   31   71                                             
CONECT   31   32   30   72   73                                             
CONECT   32   31   74                                                       
CONECT   33   35   30   34   75                                             
CONECT   34   33   76                                                       
CONECT   35   37   33   36   77                                             
CONECT   36   35   78                                                       
CONECT   37   28   35   38   79                                             
CONECT   38   37   80                                                       
CONECT   39   26   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   81   82                                             
CONECT   42   43   41   23   44                                             
CONECT   43   42   83   84   85                                             
CONECT   44   45   42   86    8                                             
CONECT   45   44   47   46   87                                             
CONECT   46   45   88                                                       
CONECT   47    5   45   48   89                                             
CONECT   48   47   90                                                       
CONECT   49    1                                                            
CONECT   50    1                                                            
CONECT   51    1                                                            
CONECT   52    7                                                            
CONECT   53    7                                                            
CONECT   54    9                                                            
CONECT   55   10                                                            
CONECT   56   14                                                            
CONECT   57   16                                                            
CONECT   58   16                                                            
CONECT   59   16                                                            
CONECT   60   17                                                            
CONECT   61   17                                                            
CONECT   62   17                                                            
CONECT   63   21                                                            
CONECT   64   22                                                            
CONECT   65   22                                                            
CONECT   66   23                                                            
CONECT   67   25                                                            
CONECT   68   25                                                            
CONECT   69   25                                                            
CONECT   70   28                                                            
CONECT   71   30                                                            
CONECT   72   31                                                            
CONECT   73   31                                                            
CONECT   74   32                                                            
CONECT   75   33                                                            
CONECT   76   34                                                            
CONECT   77   35                                                            
CONECT   78   36                                                            
CONECT   79   37                                                            
CONECT   80   38                                                            
CONECT   81   41                                                            
CONECT   82   41                                                            
CONECT   83   43                                                            
CONECT   84   43                                                            
CONECT   85   43                                                            
CONECT   86   44                                                            
CONECT   87   45                                                            
CONECT   88   46                                                            
CONECT   89   47                                                            
CONECT   90   48                                                            
MASTER        0    0    0    0    0    0    0    0   90    0  190    0
END

RDKit          3D

90 95  0  0  0  0  0  0  0  0999 V2000
   -2.2468    0.2928    5.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5936    1.0954    4.3869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5660    0.4696    3.7468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2173   -0.6894    3.9517 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0815    1.3838    2.6991 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2700    2.7276    3.2224 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0322    3.6677    2.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1187    2.8208    0.8708 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8375    1.6332    1.5149 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1885    0.5250    0.5437 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9698   -0.4455    1.2555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9814   -1.6891    0.7044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3536   -2.0496   -0.2752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895   -2.5272    1.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9706   -3.8721    1.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9907   -4.5848    2.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1080   -4.7889    0.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9826    1.1314   -0.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9324    0.5715   -1.1592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5360    2.3335   -1.0819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0608    3.3725   -0.1875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4147    4.4690   -1.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8727    4.0269   -1.7671 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6365    3.1315   -2.9910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4579    3.5899   -3.9342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3742    2.0417   -3.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0735    1.3064   -4.4247 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2019   -0.1218   -4.4194 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8686   -0.5593   -5.7507 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0031   -1.9727   -5.9202 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7829   -2.3247   -7.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0818   -3.6901   -7.6717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0102   -2.6920   -5.0246 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0827   -4.1158   -5.1631 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2348   -2.3080   -3.5662 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7922   -2.9330   -2.7817 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2508   -0.7861   -3.3849 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6274   -0.5093   -2.0258 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5581    1.7194   -2.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0942    0.6117   -2.4367 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0742    2.8249   -1.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9263    3.4785   -0.7367 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5590    4.7069   -0.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2684    2.4025    0.2511 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2185    1.7758    1.3224 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8866    2.7962    2.0546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4747    0.8316    2.3054 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3901   -0.4609    1.7018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0384    0.8933    5.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7033   -0.5860    4.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5420   -0.0045    6.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8910    4.2058    2.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8403    4.3955    2.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8019    1.9882    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3015    0.0520    0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5507   -1.9602    2.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4935   -5.2462    3.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6521   -5.1882    1.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6179   -3.8901    2.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6677   -5.1540   -0.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8006   -5.6548    1.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1856   -4.3226    0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581    3.7973    0.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1833    5.3222   -0.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1487    4.8474   -1.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2879    4.9470   -2.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3710    4.6668   -4.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4470    3.3831   -3.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4121    3.1080   -4.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2475   -0.3950   -4.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0223   -2.2844   -5.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4235   -1.7039   -8.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2507   -2.1225   -7.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6797   -4.2169   -6.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0333   -2.4100   -5.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4401   -4.4657   -4.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1781   -2.7420   -3.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8226   -2.4729   -1.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7646   -0.3902   -3.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5941   -0.6549   -1.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5781    3.5547   -2.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8432    2.4163   -0.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9231    5.4297   -0.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4365    4.4454    0.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8548    5.2498    0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0300    1.5600   -0.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9943    1.2006    0.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391    2.3684    2.6381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0885    0.7262    3.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0732   -1.0836    2.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 32  1  0
 39 26  1  0
 37 28  1  0
 37 35  1  0
 33 35  1  0
 44 45  1  0
  8  9  1  0
  9  5  1  0
  5 47  1  0
 47 45  1  0
 33 30  1  0
 39 40  2  0
 39 41  1  0
 18 19  2  0
 26 24  2  0
 42 43  1  1
 24 23  1  0
 23 66  1  6
 42 41  1  0
 21 63  1  1
 42 23  1  0
  8  7  1  1
 30 29  1  0
  5  6  1  0
 29 28  1  0
  9 54  1  1
 10 11  1  0
 42 44  1  0
 45 46  1  0
 23 22  1  0
 47 48  1  0
 22 21  1  0
 44 86  1  6
  8 21  1  0
  5  3  1  1
 33 34  1  0
 24 25  1  0
  6  7  1  0
 35 36  1  0
 11 12  1  0
 37 38  1  0
 12 14  1  0
 14 15  2  3
 21 20  1  0
 15 16  1  0
 20 18  1  0
 15 17  1  0
 18 10  1  0
 12 13  2  0
 26 27  1  0
 10  9  1  0
  3  2  1  0
 44  8  1  0
  3  4  2  0
  2  1  1  0
 30 31  1  0
 28 27  1  0
 28 70  1  1
 33 75  1  6
 34 76  1  0
 35 77  1  1
 36 78  1  0
 37 79  1  6
 38 80  1  0
 31 72  1  0
 31 73  1  0
 30 71  1  1
 32 74  1  0
 41 81  1  0
 41 82  1  0
 22 64  1  0
 22 65  1  0
 10 55  1  6
 47 89  1  1
 45 87  1  6
 43 83  1  0
 43 84  1  0
 43 85  1  0
  7 52  1  0
  7 53  1  0
 46 88  1  0
 48 90  1  0
 25 67  1  0
 25 68  1  0
 25 69  1  0
 14 56  1  0
 16 57  1  0
 16 58  1  0
 16 59  1  0
 17 60  1  0
 17 61  1  0
 17 62  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
M  END

View in JSmol

Synonyms

Value	Source
Methyl (1R,2S,3R,6R,8S,13S,14R,15R,16S,17S)-15,16-dihydroxy-9,13-dimethyl-3-[(3-methylbut-2-enoyl)oxy]-4,11-dioxo-10-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,18-dioxapentacyclo[12.5.0.0,.0,.0,]nonadec-9-ene-17-carboxylic acid	Generator

Chemical Formula

C₃₂H₄₂O₁₆

Average Mass

682.6720 Da

Monoisotopic Mass

682.24729 Da

IUPAC Name

methyl (1R,2S,3R,6R,8S,13S,14R,15R,16S,17S)-15,16-dihydroxy-9,13-dimethyl-3-[(3-methylbut-2-enoyl)oxy]-4,11-dioxo-10-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,18-dioxapentacyclo[12.5.0.0^{1,6}.0^{2,17}.0^{8,13}]nonadec-9-ene-17-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(OC2=C(C([H])([H])[H])[C@@]3([H])C([H])([H])[C@@]4([H])OC(=O)[C@]([H])(OC(=O)C([H])=C(C([H])([H])[H])C([H])([H])[H])[C@@]5([H])[C@@]6(OC([H])([H])[C@]45[C@]([H])([C@@]([H])(O[H])[C@]6([H])O[H])[C@@]3(C([H])([H])[H])C([H])([H])C2=O)C(=O)OC([H])([H])[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

InChI Identifier

InChI=1S/C32H42O16/c1-11(2)6-17(35)47-23-25-31-10-44-32(25,29(42)43-5)26(40)21(39)24(31)30(4)8-14(34)22(12(3)13(30)7-16(31)46-27(23)41)48-28-20(38)19(37)18(36)15(9-33)45-28/h6,13,15-16,18-21,23-26,28,33,36-40H,7-10H2,1-5H3/t13-,15-,16-,18-,19+,20-,21-,23-,24-,25-,26+,28+,30+,31-,32+/m1/s1

InChI Key

JMEAKUYWADWLJX-BBWHPYNFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Brucea amarissima (Lour.) Desv.ex B.A.Gomes	Plant	KNApSAcK
Brucea japonica	Plant	KNApSAcK
Brucea javanica	JEOL database	Kim, I. H., et al, Tetrahedron 59, 9985 (2003)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quassinoids. These are a group of compounds chemically degraded from triterpenes. According to their basic skeleton, quassinoids are categorized into five distinct groups, C-18, C-19, C-20, C-22 and C-25 types. The C-20 quassinoids can be further classified into two types, tetracyclic and the pentacyclic. The tetracyclic variety does not have oxygenation at C-20, while the pentacyclic quassinoids possess additional oxygenation at C-20 that allows for the formation of an additional ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Quassinoids

Alternative Parents

Substituents

Triterpenoid
C-20 quassinoid skeleton
Quassinoid
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Naphthopyran
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Naphthalene
Furopyran
Tricarboxylic acid or derivatives
Beta-hydroxy acid
Oxepane
Delta_valerolactone
Cyclohexenone
Fatty acid ester
Delta valerolactone
Monosaccharide
Oxane
Pyran
Fatty acyl
Hydroxy acid
Furan
Cyclic alcohol
Methyl ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Cyclic ketone
Carboxylic acid ester
Secondary alcohol
Lactone
Ketone
Ether
Dialkyl ether
Oxacycle
Carboxylic acid derivative
Polyol
Acetal
Organoheterocyclic compound
Primary alcohol
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.07	ALOGPS
logP	-2.1	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	12.09	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	245.04 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	157.33 m³·mol⁻¹	ChemAxon
Polarizability	66.64 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9665698

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11490891

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kim, I. H., et al. (2003). Kim, I. H., et al, Tetrahedron 59, 9985 (2003). Tetrahedron.

Showing NP-Card for Javanicoside A (NP0026671)

MOL for NP0026671 (Javanicoside A)

3D MOL for NP0026671 (Javanicoside A)

3D SDF for NP0026671 (Javanicoside A)

3D-SDF for NP0026671 (Javanicoside A)

PDB for NP0026671 (Javanicoside A)

3D PDB for NP0026671 (Javanicoside A)

SMILES for NP0026671 (Javanicoside A)

INCHI for NP0026671 (Javanicoside A)

Structure for NP0026671 (Javanicoside A)

3D Structure for NP0026671 (Javanicoside A)