NP-MRD: Showing NP-Card for sarcandrolide B (NP0035018)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 18:34:56 UTC

Updated at

2021-06-30 00:05:45 UTC

NP-MRD ID

NP0035018

Secondary Accession Numbers

None

Natural Product Identification

Common Name

sarcandrolide B

Provided By

JEOL Database JEOL Logo

Description

[(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-5-(hydroxymethyl)-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0²,⁶.0²,¹⁴.0⁸,¹³.0¹⁰,¹².0¹⁷,¹⁹.0²⁰,²⁴]Tetracosa-5,16(24)-dien-9-yl]methyl (2E)-4-hydroxy-2-methylbut-2-enoate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. sarcandrolide B is found in Sarcandra glabra. sarcandrolide B was first documented in 2010 (He, X. -F., et al.). Based on a literature review very few articles have been published on [(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-5-(hydroxymethyl)-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0²,⁶.0²,¹⁴.0⁸,¹³.0¹⁰,¹².0¹⁷,¹⁹.0²⁰,²⁴]Tetracosa-5,16(24)-dien-9-yl]methyl (2E)-4-hydroxy-2-methylbut-2-enoate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120343D          

 89 96  0  0  0  0            999 V2000
   -0.8638    2.0119    4.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5657    1.3711    3.4511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1155    0.1233    3.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2567   -0.5085    3.7742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9044   -0.4372    2.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8154   -1.5369    2.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7693    0.0483    0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8453    1.2184    0.5663 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2539    1.2672    1.1209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2858    2.3716   -0.3532 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1624    3.6103    0.3410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7026    2.1711   -0.9272 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8115    2.5662    0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7702    0.7192   -1.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9130    0.6273   -2.6955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9156   -0.6858   -3.3832 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8967   -1.6558   -2.7521 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0548   -1.7512   -1.1710 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0942   -2.7342   -0.9171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6145   -3.7439   -0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2834   -4.6505    0.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1751   -3.5608    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4077   -4.5875    0.8096 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9561   -4.2248    0.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557   -2.4252   -0.5672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5185   -1.8857   -0.8245 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4691   -0.9377   -2.0144 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7996   -0.4317   -2.6343 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6809   -1.5177   -2.9045 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5322    0.6007   -1.7497 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8166    0.0010   -0.4787 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2397    0.8388    0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5593    2.0068    0.3284 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1798    0.1702    1.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2450    1.1310    2.9884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0028   -1.1643    1.9353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7843   -1.9860    3.1583 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4577   -2.5036    3.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033    0.1624   -3.9461 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1631   -0.6166   -5.2242 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0273   -0.4882   -4.3009 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3770   -1.5087   -3.2027 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0631   -2.9325   -3.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5555   -0.4221   -0.4284 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9914    1.9232   -3.3787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1322    2.8546   -3.0972 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8793    2.9448   -2.2535 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0216    1.4732    5.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2038    2.0840    4.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2629    3.0240    4.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2352   -2.4212    2.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5429   -1.8337    1.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3910   -1.2148    3.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5580    2.3929   -1.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2659    3.6129    0.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6700    2.1146    1.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7990    2.2544   -0.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8464    3.6534    0.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9235   -1.1120   -3.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7544   -0.5866   -4.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2339   -2.6285   -3.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8360   -4.7493    1.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4361   -5.5396    0.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0203   -3.6324    1.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2276   -2.6967   -1.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8446   -1.3513    0.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0410   -0.0238   -1.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4569   -1.1600   -3.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811    0.8912   -2.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9117    1.4943   -1.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0509    0.6612    3.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2371    1.5918    3.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5014    1.9263    2.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9774   -1.7669    1.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9048   -1.4476    4.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792   -2.8312    3.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8810   -1.7682    3.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3589    1.2426   -3.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356   -0.0582   -6.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6847   -1.5596   -5.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8178    0.1779   -4.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1357   -3.0334   -3.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2053   -3.7034   -2.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4306   -3.1935   -4.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5721   -0.6288   -0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3901    2.0717   -4.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3179    3.6529   -3.8082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0399    2.4487   -2.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2491    3.8164   -2.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
 18 44  1  0  0  0  0
  3  4  2  0  0  0  0
 44  7  1  0  0  0  0
  2  1  1  0  0  0  0
  7  8  1  0  0  0  0
 47 46  1  0  0  0  0
 45 46  1  0  0  0  0
 42 41  1  0  0  0  0
 42 43  1  6  0  0  0
 41 39  1  0  0  0  0
 41 40  1  0  0  0  0
 39 40  1  0  0  0  0
 39 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 27  1  0  0  0  0
 28 30  1  0  0  0  0
 18 25  1  0  0  0  0
 30 31  1  0  0  0  0
  8 10  1  0  0  0  0
 31 32  1  0  0  0  0
 10 12  1  0  0  0  0
 32 34  1  0  0  0  0
 14 12  1  0  0  0  0
 34 35  1  0  0  0  0
 18 17  1  0  0  0  0
 34 36  2  0  0  0  0
 14 44  1  0  0  0  0
 36 37  1  0  0  0  0
 27 67  1  1  0  0  0
 17 42  1  0  0  0  0
 10 11  1  0  0  0  0
 27 26  1  0  0  0  0
 12 13  1  1  0  0  0
 12 47  1  0  0  0  0
 17 61  1  6  0  0  0
 47 45  1  0  0  0  0
 25 22  2  0  0  0  0
 45 15  1  0  0  0  0
 22 23  1  0  0  0  0
 15 14  2  0  0  0  0
 18 19  1  6  0  0  0
 26 25  1  0  0  0  0
 19 20  1  0  0  0  0
 22 20  1  0  0  0  0
  8  9  2  0  0  0  0
 20 21  2  0  0  0  0
 27 42  1  0  0  0  0
  5  6  1  0  0  0  0
  7  5  2  0  0  0  0
 32 33  2  0  0  0  0
 15 16  1  0  0  0  0
 44 85  1  1  0  0  0
  5  3  1  0  0  0  0
 37 38  1  0  0  0  0
 16 17  1  0  0  0  0
 23 24  1  0  0  0  0
 16 59  1  0  0  0  0
 16 60  1  0  0  0  0
 10 54  1  6  0  0  0
 26 65  1  0  0  0  0
 26 66  1  0  0  0  0
 41 81  1  6  0  0  0
 39 78  1  6  0  0  0
 47 89  1  6  0  0  0
 45 86  1  6  0  0  0
  1 48  1  0  0  0  0
  1 49  1  0  0  0  0
  1 50  1  0  0  0  0
 46 87  1  0  0  0  0
 46 88  1  0  0  0  0
 43 82  1  0  0  0  0
 43 83  1  0  0  0  0
 43 84  1  0  0  0  0
 40 79  1  0  0  0  0
 40 80  1  0  0  0  0
 29 68  1  0  0  0  0
 30 69  1  0  0  0  0
 30 70  1  0  0  0  0
 35 71  1  0  0  0  0
 35 72  1  0  0  0  0
 35 73  1  0  0  0  0
 36 74  1  0  0  0  0
 37 75  1  0  0  0  0
 37 76  1  0  0  0  0
 11 55  1  0  0  0  0
 13 56  1  0  0  0  0
 13 57  1  0  0  0  0
 13 58  1  0  0  0  0
 23 62  1  0  0  0  0
 23 63  1  0  0  0  0
  6 51  1  0  0  0  0
  6 52  1  0  0  0  0
  6 53  1  0  0  0  0
 38 77  1  0  0  0  0
 24 64  1  0  0  0  0
M  END

     RDKit          3D

 89 96  0  0  0  0  0  0  0  0999 V2000
   -0.8638    2.0119    4.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5657    1.3711    3.4511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1155    0.1233    3.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2567   -0.5085    3.7742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9044   -0.4372    2.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8154   -1.5369    2.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7693    0.0483    0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8453    1.2184    0.5663 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2539    1.2672    1.1209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2858    2.3716   -0.3532 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1624    3.6103    0.3410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7026    2.1711   -0.9272 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8115    2.5662    0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7702    0.7192   -1.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9130    0.6273   -2.6955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9156   -0.6858   -3.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8967   -1.6558   -2.7521 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0548   -1.7512   -1.1710 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0942   -2.7342   -0.9171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6145   -3.7439   -0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2834   -4.6505    0.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1751   -3.5608    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4077   -4.5875    0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9561   -4.2248    0.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557   -2.4252   -0.5672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5185   -1.8857   -0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4691   -0.9377   -2.0144 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7996   -0.4317   -2.6343 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6809   -1.5177   -2.9045 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5322    0.6007   -1.7497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8166    0.0010   -0.4787 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2397    0.8388    0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5593    2.0068    0.3284 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1798    0.1702    1.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2450    1.1310    2.9884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0028   -1.1643    1.9353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7843   -1.9860    3.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4577   -2.5036    3.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033    0.1624   -3.9461 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1631   -0.6166   -5.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0273   -0.4882   -4.3009 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3770   -1.5087   -3.2027 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0631   -2.9325   -3.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5555   -0.4221   -0.4284 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9914    1.9232   -3.3787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1322    2.8546   -3.0972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8793    2.9448   -2.2535 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0216    1.4732    5.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2038    2.0840    4.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2629    3.0240    4.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2352   -2.4212    2.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5429   -1.8337    1.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3910   -1.2148    3.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5580    2.3929   -1.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2659    3.6129    0.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6700    2.1146    1.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7990    2.2544   -0.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8464    3.6534    0.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9235   -1.1120   -3.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7544   -0.5866   -4.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2339   -2.6285   -3.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8360   -4.7493    1.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4361   -5.5396    0.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0203   -3.6324    1.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2276   -2.6967   -1.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8446   -1.3513    0.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0410   -0.0238   -1.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4569   -1.1600   -3.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811    0.8912   -2.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9117    1.4943   -1.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0509    0.6612    3.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2371    1.5918    3.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5014    1.9263    2.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9774   -1.7669    1.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9048   -1.4476    4.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792   -2.8312    3.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8810   -1.7682    3.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3589    1.2426   -3.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356   -0.0582   -6.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6847   -1.5596   -5.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8178    0.1779   -4.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1357   -3.0334   -3.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2053   -3.7034   -2.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4306   -3.1935   -4.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5721   -0.6288   -0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3901    2.0717   -4.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3179    3.6529   -3.8082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0399    2.4487   -2.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2491    3.8164   -2.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
 18 44  1  0
  3  4  2  0
 44  7  1  0
  2  1  1  0
  7  8  1  0
 47 46  1  0
 45 46  1  0
 42 41  1  0
 42 43  1  6
 41 39  1  0
 41 40  1  0
 39 40  1  0
 39 28  1  0
 28 29  1  6
 28 27  1  0
 28 30  1  0
 18 25  1  0
 30 31  1  0
  8 10  1  0
 31 32  1  0
 10 12  1  0
 32 34  1  0
 14 12  1  0
 34 35  1  0
 18 17  1  0
 34 36  2  0
 14 44  1  0
 36 37  1  0
 27 67  1  1
 17 42  1  0
 10 11  1  0
 27 26  1  0
 12 13  1  1
 12 47  1  0
 17 61  1  6
 47 45  1  0
 25 22  2  0
 45 15  1  0
 22 23  1  0
 15 14  2  0
 18 19  1  6
 26 25  1  0
 19 20  1  0
 22 20  1  0
  8  9  2  0
 20 21  2  0
 27 42  1  0
  5  6  1  0
  7  5  2  0
 32 33  2  0
 15 16  1  0
 44 85  1  1
  5  3  1  0
 37 38  1  0
 16 17  1  0
 23 24  1  0
 16 59  1  0
 16 60  1  0
 10 54  1  6
 26 65  1  0
 26 66  1  0
 41 81  1  6
 39 78  1  6
 47 89  1  6
 45 86  1  6
  1 48  1  0
  1 49  1  0
  1 50  1  0
 46 87  1  0
 46 88  1  0
 43 82  1  0
 43 83  1  0
 43 84  1  0
 40 79  1  0
 40 80  1  0
 29 68  1  0
 30 69  1  0
 30 70  1  0
 35 71  1  0
 35 72  1  0
 35 73  1  0
 36 74  1  0
 37 75  1  0
 37 76  1  0
 11 55  1  0
 13 56  1  0
 13 57  1  0
 13 58  1  0
 23 62  1  0
 23 63  1  0
  6 51  1  0
  6 52  1  0
  6 53  1  0
 38 77  1  0
 24 64  1  0
M  END


  Mrv1652306202120343D          

 89 96  0  0  0  0            999 V2000
   -0.8638    2.0119    4.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5657    1.3711    3.4511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1155    0.1233    3.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2567   -0.5085    3.7742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9044   -0.4372    2.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8154   -1.5369    2.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7693    0.0483    0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8453    1.2184    0.5663 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2539    1.2672    1.1209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2858    2.3716   -0.3532 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1624    3.6103    0.3410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7026    2.1711   -0.9272 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8115    2.5662    0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7702    0.7192   -1.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9130    0.6273   -2.6955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9156   -0.6858   -3.3832 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8967   -1.6558   -2.7521 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0548   -1.7512   -1.1710 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0942   -2.7342   -0.9171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6145   -3.7439   -0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2834   -4.6505    0.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1751   -3.5608    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4077   -4.5875    0.8096 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9561   -4.2248    0.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557   -2.4252   -0.5672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5185   -1.8857   -0.8245 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4691   -0.9377   -2.0144 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7996   -0.4317   -2.6343 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6809   -1.5177   -2.9045 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5322    0.6007   -1.7497 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8166    0.0010   -0.4787 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2397    0.8388    0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5593    2.0068    0.3284 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1798    0.1702    1.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2450    1.1310    2.9884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0028   -1.1643    1.9353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7843   -1.9860    3.1583 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4577   -2.5036    3.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033    0.1624   -3.9461 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1631   -0.6166   -5.2242 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0273   -0.4882   -4.3009 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3770   -1.5087   -3.2027 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0631   -2.9325   -3.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5555   -0.4221   -0.4284 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9914    1.9232   -3.3787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1322    2.8546   -3.0972 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8793    2.9448   -2.2535 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0216    1.4732    5.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2038    2.0840    4.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2629    3.0240    4.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2352   -2.4212    2.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5429   -1.8337    1.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3910   -1.2148    3.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5580    2.3929   -1.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2659    3.6129    0.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6700    2.1146    1.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7990    2.2544   -0.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8464    3.6534    0.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9235   -1.1120   -3.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7544   -0.5866   -4.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2339   -2.6285   -3.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8360   -4.7493    1.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4361   -5.5396    0.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0203   -3.6324    1.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2276   -2.6967   -1.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8446   -1.3513    0.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0410   -0.0238   -1.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4569   -1.1600   -3.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811    0.8912   -2.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9117    1.4943   -1.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0509    0.6612    3.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2371    1.5918    3.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5014    1.9263    2.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9774   -1.7669    1.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9048   -1.4476    4.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792   -2.8312    3.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8810   -1.7682    3.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3589    1.2426   -3.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356   -0.0582   -6.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6847   -1.5596   -5.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8178    0.1779   -4.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1357   -3.0334   -3.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2053   -3.7034   -2.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4306   -3.1935   -4.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5721   -0.6288   -0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3901    2.0717   -4.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3179    3.6529   -3.8082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0399    2.4487   -2.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2491    3.8164   -2.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
 18 44  1  0  0  0  0
  3  4  2  0  0  0  0
 44  7  1  0  0  0  0
  2  1  1  0  0  0  0
  7  8  1  0  0  0  0
 47 46  1  0  0  0  0
 45 46  1  0  0  0  0
 42 41  1  0  0  0  0
 42 43  1  6  0  0  0
 41 39  1  0  0  0  0
 41 40  1  0  0  0  0
 39 40  1  0  0  0  0
 39 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 27  1  0  0  0  0
 28 30  1  0  0  0  0
 18 25  1  0  0  0  0
 30 31  1  0  0  0  0
  8 10  1  0  0  0  0
 31 32  1  0  0  0  0
 10 12  1  0  0  0  0
 32 34  1  0  0  0  0
 14 12  1  0  0  0  0
 34 35  1  0  0  0  0
 18 17  1  0  0  0  0
 34 36  2  0  0  0  0
 14 44  1  0  0  0  0
 36 37  1  0  0  0  0
 27 67  1  1  0  0  0
 17 42  1  0  0  0  0
 10 11  1  0  0  0  0
 27 26  1  0  0  0  0
 12 13  1  1  0  0  0
 12 47  1  0  0  0  0
 17 61  1  6  0  0  0
 47 45  1  0  0  0  0
 25 22  2  0  0  0  0
 45 15  1  0  0  0  0
 22 23  1  0  0  0  0
 15 14  2  0  0  0  0
 18 19  1  6  0  0  0
 26 25  1  0  0  0  0
 19 20  1  0  0  0  0
 22 20  1  0  0  0  0
  8  9  2  0  0  0  0
 20 21  2  0  0  0  0
 27 42  1  0  0  0  0
  5  6  1  0  0  0  0
  7  5  2  0  0  0  0
 32 33  2  0  0  0  0
 15 16  1  0  0  0  0
 44 85  1  1  0  0  0
  5  3  1  0  0  0  0
 37 38  1  0  0  0  0
 16 17  1  0  0  0  0
 23 24  1  0  0  0  0
 16 59  1  0  0  0  0
 16 60  1  0  0  0  0
 10 54  1  6  0  0  0
 26 65  1  0  0  0  0
 26 66  1  0  0  0  0
 41 81  1  6  0  0  0
 39 78  1  6  0  0  0
 47 89  1  6  0  0  0
 45 86  1  6  0  0  0
  1 48  1  0  0  0  0
  1 49  1  0  0  0  0
  1 50  1  0  0  0  0
 46 87  1  0  0  0  0
 46 88  1  0  0  0  0
 43 82  1  0  0  0  0
 43 83  1  0  0  0  0
 43 84  1  0  0  0  0
 40 79  1  0  0  0  0
 40 80  1  0  0  0  0
 29 68  1  0  0  0  0
 30 69  1  0  0  0  0
 30 70  1  0  0  0  0
 35 71  1  0  0  0  0
 35 72  1  0  0  0  0
 35 73  1  0  0  0  0
 36 74  1  0  0  0  0
 37 75  1  0  0  0  0
 37 76  1  0  0  0  0
 11 55  1  0  0  0  0
 13 56  1  0  0  0  0
 13 57  1  0  0  0  0
 13 58  1  0  0  0  0
 23 62  1  0  0  0  0
 23 63  1  0  0  0  0
  6 51  1  0  0  0  0
  6 52  1  0  0  0  0
  6 53  1  0  0  0  0
 38 77  1  0  0  0  0
 24 64  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0035018

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])C(\[H])=C(\C(=O)OC([H])([H])[C@]1(O[H])[C@@]2([H])C([H])([H])[C@@]2([H])[C@@]2(C([H])([H])[H])[C@@]1([H])C([H])([H])C1=C(C(=O)O[C@@]11[C@]3([H])C4=C(C([H])([H])[C@@]21[H])[C@@]1([H])C([H])([H])[C@@]1([H])[C@]4(C([H])([H])[H])[C@@]([H])(O[H])C(=O)\C3=C(/C(=O)OC([H])([H])[H])C([H])([H])[H])C([H])([H])O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C36H42O11/c1-14(6-7-37)30(41)46-13-35(44)22-10-21(22)33(3)23(35)11-20-18(12-38)32(43)47-36(20)24(33)9-17-16-8-19(16)34(4)26(17)27(36)25(28(39)29(34)40)15(2)31(42)45-5/h6,16,19,21-24,27,29,37-38,40,44H,7-13H2,1-5H3/b14-6+,25-15-/t16-,19-,21-,22+,23-,24+,27+,29+,33+,34+,35+,36+/m1/s1

> <INCHI_KEY>
XSXFCNQBVIDKGF-VRBARMLXSA-N

> <FORMULA>
C36H42O11

> <MOLECULAR_WEIGHT>
650.721

> <EXACT_MASS>
650.272712172

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
65.3551067655289

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-5-(hydroxymethyl)-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0^{2,6}.0^{2,14}.0^{8,13}.0^{10,12}.0^{17,19}.0^{20,24}]tetracosa-5,16(24)-dien-9-yl]methyl (2E)-4-hydroxy-2-methylbut-2-enoate

> <ALOGPS_LOGP>
1.75

> <JCHEM_LOGP>
0.8814212366666643

> <ALOGPS_LOGS>
-3.80

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.082916962115643

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9446341687335003

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5521892803216915

> <JCHEM_POLAR_SURFACE_AREA>
176.89

> <JCHEM_REFRACTIVITY>
166.46920000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.03e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-9,21-dihydroxy-5-(hydroxymethyl)-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0^{2,6}.0^{2,14}.0^{8,13}.0^{10,12}.0^{17,19}.0^{20,24}]tetracosa-5,16(24)-dien-9-yl]methyl (2E)-4-hydroxy-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 89 96  0  0  0  0  0  0  0  0999 V2000
   -0.8638    2.0119    4.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5657    1.3711    3.4511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1155    0.1233    3.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2567   -0.5085    3.7742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9044   -0.4372    2.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8154   -1.5369    2.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7693    0.0483    0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8453    1.2184    0.5663 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2539    1.2672    1.1209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2858    2.3716   -0.3532 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1624    3.6103    0.3410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7026    2.1711   -0.9272 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8115    2.5662    0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7702    0.7192   -1.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9130    0.6273   -2.6955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9156   -0.6858   -3.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8967   -1.6558   -2.7521 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0548   -1.7512   -1.1710 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0942   -2.7342   -0.9171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6145   -3.7439   -0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2834   -4.6505    0.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1751   -3.5608    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4077   -4.5875    0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9561   -4.2248    0.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557   -2.4252   -0.5672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5185   -1.8857   -0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4691   -0.9377   -2.0144 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7996   -0.4317   -2.6343 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6809   -1.5177   -2.9045 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5322    0.6007   -1.7497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8166    0.0010   -0.4787 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2397    0.8388    0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5593    2.0068    0.3284 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1798    0.1702    1.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2450    1.1310    2.9884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0028   -1.1643    1.9353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7843   -1.9860    3.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4577   -2.5036    3.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033    0.1624   -3.9461 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1631   -0.6166   -5.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0273   -0.4882   -4.3009 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3770   -1.5087   -3.2027 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0631   -2.9325   -3.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5555   -0.4221   -0.4284 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9914    1.9232   -3.3787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1322    2.8546   -3.0972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8793    2.9448   -2.2535 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0216    1.4732    5.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2038    2.0840    4.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2629    3.0240    4.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2352   -2.4212    2.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5429   -1.8337    1.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3910   -1.2148    3.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5580    2.3929   -1.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2659    3.6129    0.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6700    2.1146    1.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7990    2.2544   -0.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8464    3.6534    0.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9235   -1.1120   -3.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7544   -0.5866   -4.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2339   -2.6285   -3.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8360   -4.7493    1.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4361   -5.5396    0.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0203   -3.6324    1.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2276   -2.6967   -1.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8446   -1.3513    0.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0410   -0.0238   -1.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4569   -1.1600   -3.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811    0.8912   -2.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9117    1.4943   -1.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0509    0.6612    3.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2371    1.5918    3.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5014    1.9263    2.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9774   -1.7669    1.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9048   -1.4476    4.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792   -2.8312    3.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8810   -1.7682    3.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3589    1.2426   -3.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356   -0.0582   -6.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6847   -1.5596   -5.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8178    0.1779   -4.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1357   -3.0334   -3.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2053   -3.7034   -2.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4306   -3.1935   -4.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5721   -0.6288   -0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3901    2.0717   -4.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3179    3.6529   -3.8082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0399    2.4487   -2.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2491    3.8164   -2.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
 18 44  1  0
  3  4  2  0
 44  7  1  0
  2  1  1  0
  7  8  1  0
 47 46  1  0
 45 46  1  0
 42 41  1  0
 42 43  1  6
 41 39  1  0
 41 40  1  0
 39 40  1  0
 39 28  1  0
 28 29  1  6
 28 27  1  0
 28 30  1  0
 18 25  1  0
 30 31  1  0
  8 10  1  0
 31 32  1  0
 10 12  1  0
 32 34  1  0
 14 12  1  0
 34 35  1  0
 18 17  1  0
 34 36  2  0
 14 44  1  0
 36 37  1  0
 27 67  1  1
 17 42  1  0
 10 11  1  0
 27 26  1  0
 12 13  1  1
 12 47  1  0
 17 61  1  6
 47 45  1  0
 25 22  2  0
 45 15  1  0
 22 23  1  0
 15 14  2  0
 18 19  1  6
 26 25  1  0
 19 20  1  0
 22 20  1  0
  8  9  2  0
 20 21  2  0
 27 42  1  0
  5  6  1  0
  7  5  2  0
 32 33  2  0
 15 16  1  0
 44 85  1  1
  5  3  1  0
 37 38  1  0
 16 17  1  0
 23 24  1  0
 16 59  1  0
 16 60  1  0
 10 54  1  6
 26 65  1  0
 26 66  1  0
 41 81  1  6
 39 78  1  6
 47 89  1  6
 45 86  1  6
  1 48  1  0
  1 49  1  0
  1 50  1  0
 46 87  1  0
 46 88  1  0
 43 82  1  0
 43 83  1  0
 43 84  1  0
 40 79  1  0
 40 80  1  0
 29 68  1  0
 30 69  1  0
 30 70  1  0
 35 71  1  0
 35 72  1  0
 35 73  1  0
 36 74  1  0
 37 75  1  0
 37 76  1  0
 11 55  1  0
 13 56  1  0
 13 57  1  0
 13 58  1  0
 23 62  1  0
 23 63  1  0
  6 51  1  0
  6 52  1  0
  6 53  1  0
 38 77  1  0
 24 64  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.864   2.012   4.515  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.566   1.371   3.451  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.115   0.123   3.177  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.257  -0.508   3.774  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.904  -0.437   2.049  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.815  -1.537   2.505  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.769   0.048   0.792  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.845   1.218   0.566  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.254   1.267   1.121  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.286   2.372  -0.353  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.162   3.610   0.341  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.703   2.171  -0.927  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.812   2.566   0.058  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.770   0.719  -1.367  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.913   0.627  -2.696  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.916  -0.686  -3.383  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.897  -1.656  -2.752  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.055  -1.751  -1.171  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.094  -2.734  -0.917  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.615  -3.744  -0.141  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.283  -4.651   0.319  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.175  -3.561   0.060  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.408  -4.588   0.810  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.956  -4.225   0.966  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.856  -2.425  -0.567  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.519  -1.886  -0.825  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.469  -0.938  -2.014  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.800  -0.432  -2.634  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.681  -1.518  -2.905  0.00  0.00           O+0
HETATM   30  C   UNK     0       2.532   0.601  -1.750  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.817   0.001  -0.479  0.00  0.00           O+0
HETATM   32  C   UNK     0       3.240   0.839   0.497  0.00  0.00           C+0
HETATM   33  O   UNK     0       3.559   2.007   0.328  0.00  0.00           O+0
HETATM   34  C   UNK     0       3.180   0.170   1.839  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.245   1.131   2.988  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.003  -1.164   1.935  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.784  -1.986   3.158  0.00  0.00           C+0
HETATM   38  O   UNK     0       1.458  -2.504   3.084  0.00  0.00           O+0
HETATM   39  C   UNK     0       1.303   0.162  -3.946  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.163  -0.617  -5.224  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.027  -0.488  -4.301  0.00  0.00           C+0
HETATM   42  C   UNK     0      -0.377  -1.509  -3.203  0.00  0.00           C+0
HETATM   43  C   UNK     0       0.063  -2.933  -3.656  0.00  0.00           C+0
HETATM   44  C   UNK     0      -2.555  -0.422  -0.428  0.00  0.00           C+0
HETATM   45  C   UNK     0      -2.991   1.923  -3.379  0.00  0.00           C+0
HETATM   46  C   UNK     0      -4.132   2.855  -3.097  0.00  0.00           C+0
HETATM   47  C   UNK     0      -2.879   2.945  -2.253  0.00  0.00           C+0
HETATM   48  H   UNK     0      -1.022   1.473   5.455  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.204   2.084   4.285  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.263   3.024   4.624  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.235  -2.421   2.787  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.543  -1.834   1.747  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.391  -1.215   3.380  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.558   2.393  -1.176  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.266   3.613   0.732  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.670   2.115   1.044  0.00  0.00           H+0
HETATM   57  H   UNK     0      -4.799   2.254  -0.301  0.00  0.00           H+0
HETATM   58  H   UNK     0      -3.846   3.653   0.192  0.00  0.00           H+0
HETATM   59  H   UNK     0      -3.924  -1.112  -3.284  0.00  0.00           H+0
HETATM   60  H   UNK     0      -2.754  -0.587  -4.461  0.00  0.00           H+0
HETATM   61  H   UNK     0      -2.234  -2.628  -3.146  0.00  0.00           H+0
HETATM   62  H   UNK     0      -0.836  -4.749   1.804  0.00  0.00           H+0
HETATM   63  H   UNK     0      -0.436  -5.540   0.270  0.00  0.00           H+0
HETATM   64  H   UNK     0       1.020  -3.632   1.748  0.00  0.00           H+0
HETATM   65  H   UNK     0       1.228  -2.697  -1.017  0.00  0.00           H+0
HETATM   66  H   UNK     0       0.845  -1.351   0.069  0.00  0.00           H+0
HETATM   67  H   UNK     0      -0.041  -0.024  -1.686  0.00  0.00           H+0
HETATM   68  H   UNK     0       3.457  -1.160  -3.368  0.00  0.00           H+0
HETATM   69  H   UNK     0       3.481   0.891  -2.216  0.00  0.00           H+0
HETATM   70  H   UNK     0       1.912   1.494  -1.611  0.00  0.00           H+0
HETATM   71  H   UNK     0       3.051   0.661   3.955  0.00  0.00           H+0
HETATM   72  H   UNK     0       4.237   1.592   3.039  0.00  0.00           H+0
HETATM   73  H   UNK     0       2.501   1.926   2.868  0.00  0.00           H+0
HETATM   74  H   UNK     0       2.977  -1.767   1.028  0.00  0.00           H+0
HETATM   75  H   UNK     0       2.905  -1.448   4.100  0.00  0.00           H+0
HETATM   76  H   UNK     0       3.479  -2.831   3.165  0.00  0.00           H+0
HETATM   77  H   UNK     0       0.881  -1.768   3.396  0.00  0.00           H+0
HETATM   78  H   UNK     0       1.359   1.243  -3.998  0.00  0.00           H+0
HETATM   79  H   UNK     0       1.136  -0.058  -6.155  0.00  0.00           H+0
HETATM   80  H   UNK     0       1.685  -1.560  -5.325  0.00  0.00           H+0
HETATM   81  H   UNK     0      -0.818   0.178  -4.606  0.00  0.00           H+0
HETATM   82  H   UNK     0       1.136  -3.033  -3.824  0.00  0.00           H+0
HETATM   83  H   UNK     0      -0.205  -3.703  -2.926  0.00  0.00           H+0
HETATM   84  H   UNK     0      -0.431  -3.193  -4.600  0.00  0.00           H+0
HETATM   85  H   UNK     0      -3.572  -0.629  -0.060  0.00  0.00           H+0
HETATM   86  H   UNK     0      -2.390   2.072  -4.267  0.00  0.00           H+0
HETATM   87  H   UNK     0      -4.318   3.653  -3.808  0.00  0.00           H+0
HETATM   88  H   UNK     0      -5.040   2.449  -2.666  0.00  0.00           H+0
HETATM   89  H   UNK     0      -2.249   3.816  -2.367  0.00  0.00           H+0
CONECT    1    2   48   49   50                                             
CONECT    2    3    1                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    6    7    3                                                  
CONECT    6    5   51   52   53                                             
CONECT    7   44    8    5                                                  
CONECT    8    7   10    9                                                  
CONECT    9    8                                                            
CONECT   10    8   12   11   54                                             
CONECT   11   10   55                                                       
CONECT   12   10   14   13   47                                             
CONECT   13   12   56   57   58                                             
CONECT   14   12   44   15                                                  
CONECT   15   45   14   16                                                  
CONECT   16   15   17   59   60                                             
CONECT   17   18   42   61   16                                             
CONECT   18   44   25   17   19                                             
CONECT   19   18   20                                                       
CONECT   20   19   22   21                                                  
CONECT   21   20                                                            
CONECT   22   25   23   20                                                  
CONECT   23   22   24   62   63                                             
CONECT   24   23   64                                                       
CONECT   25   18   22   26                                                  
CONECT   26   27   25   65   66                                             
CONECT   27   28   67   26   42                                             
CONECT   28   39   29   27   30                                             
CONECT   29   28   68                                                       
CONECT   30   28   31   69   70                                             
CONECT   31   30   32                                                       
CONECT   32   31   34   33                                                  
CONECT   33   32                                                            
CONECT   34   32   35   36                                                  
CONECT   35   34   71   72   73                                             
CONECT   36   34   37   74                                                  
CONECT   37   36   38   75   76                                             
CONECT   38   37   77                                                       
CONECT   39   41   40   28   78                                             
CONECT   40   41   39   79   80                                             
CONECT   41   42   39   40   81                                             
CONECT   42   41   43   17   27                                             
CONECT   43   42   82   83   84                                             
CONECT   44   18    7   14   85                                             
CONECT   45   46   47   15   86                                             
CONECT   46   47   45   87   88                                             
CONECT   47   46   12   45   89                                             
CONECT   48    1                                                            
CONECT   49    1                                                            
CONECT   50    1                                                            
CONECT   51    6                                                            
CONECT   52    6                                                            
CONECT   53    6                                                            
CONECT   54   10                                                            
CONECT   55   11                                                            
CONECT   56   13                                                            
CONECT   57   13                                                            
CONECT   58   13                                                            
CONECT   59   16                                                            
CONECT   60   16                                                            
CONECT   61   17                                                            
CONECT   62   23                                                            
CONECT   63   23                                                            
CONECT   64   24                                                            
CONECT   65   26                                                            
CONECT   66   26                                                            
CONECT   67   27                                                            
CONECT   68   29                                                            
CONECT   69   30                                                            
CONECT   70   30                                                            
CONECT   71   35                                                            
CONECT   72   35                                                            
CONECT   73   35                                                            
CONECT   74   36                                                            
CONECT   75   37                                                            
CONECT   76   37                                                            
CONECT   77   38                                                            
CONECT   78   39                                                            
CONECT   79   40                                                            
CONECT   80   40                                                            
CONECT   81   41                                                            
CONECT   82   43                                                            
CONECT   83   43                                                            
CONECT   84   43                                                            
CONECT   85   44                                                            
CONECT   86   45                                                            
CONECT   87   46                                                            
CONECT   88   46                                                            
CONECT   89   47                                                            
MASTER        0    0    0    0    0    0    0    0   89    0  192    0
END

RDKit          3D

89 96  0  0  0  0  0  0  0  0999 V2000
   -0.8638    2.0119    4.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5657    1.3711    3.4511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1155    0.1233    3.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2567   -0.5085    3.7742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9044   -0.4372    2.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8154   -1.5369    2.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7693    0.0483    0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8453    1.2184    0.5663 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2539    1.2672    1.1209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2858    2.3716   -0.3532 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1624    3.6103    0.3410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7026    2.1711   -0.9272 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8115    2.5662    0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7702    0.7192   -1.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9130    0.6273   -2.6955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9156   -0.6858   -3.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8967   -1.6558   -2.7521 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0548   -1.7512   -1.1710 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0942   -2.7342   -0.9171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6145   -3.7439   -0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2834   -4.6505    0.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1751   -3.5608    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4077   -4.5875    0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9561   -4.2248    0.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557   -2.4252   -0.5672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5185   -1.8857   -0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4691   -0.9377   -2.0144 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7996   -0.4317   -2.6343 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6809   -1.5177   -2.9045 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5322    0.6007   -1.7497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8166    0.0010   -0.4787 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2397    0.8388    0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5593    2.0068    0.3284 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1798    0.1702    1.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2450    1.1310    2.9884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0028   -1.1643    1.9353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7843   -1.9860    3.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4577   -2.5036    3.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033    0.1624   -3.9461 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1631   -0.6166   -5.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0273   -0.4882   -4.3009 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3770   -1.5087   -3.2027 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0631   -2.9325   -3.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5555   -0.4221   -0.4284 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9914    1.9232   -3.3787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1322    2.8546   -3.0972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8793    2.9448   -2.2535 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0216    1.4732    5.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2038    2.0840    4.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2629    3.0240    4.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2352   -2.4212    2.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5429   -1.8337    1.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3910   -1.2148    3.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5580    2.3929   -1.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2659    3.6129    0.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6700    2.1146    1.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7990    2.2544   -0.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8464    3.6534    0.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9235   -1.1120   -3.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7544   -0.5866   -4.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2339   -2.6285   -3.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8360   -4.7493    1.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4361   -5.5396    0.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0203   -3.6324    1.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2276   -2.6967   -1.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8446   -1.3513    0.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0410   -0.0238   -1.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4569   -1.1600   -3.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811    0.8912   -2.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9117    1.4943   -1.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0509    0.6612    3.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2371    1.5918    3.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5014    1.9263    2.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9774   -1.7669    1.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9048   -1.4476    4.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792   -2.8312    3.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8810   -1.7682    3.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3589    1.2426   -3.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356   -0.0582   -6.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6847   -1.5596   -5.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8178    0.1779   -4.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1357   -3.0334   -3.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2053   -3.7034   -2.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4306   -3.1935   -4.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5721   -0.6288   -0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3901    2.0717   -4.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3179    3.6529   -3.8082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0399    2.4487   -2.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2491    3.8164   -2.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
 18 44  1  0
  3  4  2  0
 44  7  1  0
  2  1  1  0
  7  8  1  0
 47 46  1  0
 45 46  1  0
 42 41  1  0
 42 43  1  6
 41 39  1  0
 41 40  1  0
 39 40  1  0
 39 28  1  0
 28 29  1  6
 28 27  1  0
 28 30  1  0
 18 25  1  0
 30 31  1  0
  8 10  1  0
 31 32  1  0
 10 12  1  0
 32 34  1  0
 14 12  1  0
 34 35  1  0
 18 17  1  0
 34 36  2  0
 14 44  1  0
 36 37  1  0
 27 67  1  1
 17 42  1  0
 10 11  1  0
 27 26  1  0
 12 13  1  1
 12 47  1  0
 17 61  1  6
 47 45  1  0
 25 22  2  0
 45 15  1  0
 22 23  1  0
 15 14  2  0
 18 19  1  6
 26 25  1  0
 19 20  1  0
 22 20  1  0
  8  9  2  0
 20 21  2  0
 27 42  1  0
  5  6  1  0
  7  5  2  0
 32 33  2  0
 15 16  1  0
 44 85  1  1
  5  3  1  0
 37 38  1  0
 16 17  1  0
 23 24  1  0
 16 59  1  0
 16 60  1  0
 10 54  1  6
 26 65  1  0
 26 66  1  0
 41 81  1  6
 39 78  1  6
 47 89  1  6
 45 86  1  6
  1 48  1  0
  1 49  1  0
  1 50  1  0
 46 87  1  0
 46 88  1  0
 43 82  1  0
 43 83  1  0
 43 84  1  0
 40 79  1  0
 40 80  1  0
 29 68  1  0
 30 69  1  0
 30 70  1  0
 35 71  1  0
 35 72  1  0
 35 73  1  0
 36 74  1  0
 37 75  1  0
 37 76  1  0
 11 55  1  0
 13 56  1  0
 13 57  1  0
 13 58  1  0
 23 62  1  0
 23 63  1  0
  6 51  1  0
  6 52  1  0
  6 53  1  0
 38 77  1  0
 24 64  1  0
M  END

View in JSmol

Synonyms

Value	Source
[(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-9,21-Dihydroxy-5-(hydroxymethyl)-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0,.0,.0,.0,.0,.0,]tetracosa-5,16(24)-dien-9-yl]methyl (2E)-4-hydroxy-2-methylbut-2-enoic acid	Generator

Chemical Formula

C₃₆H₄₂O₁₁

Average Mass

650.7210 Da

Monoisotopic Mass

650.27271 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])C(\[H])=C(\C(=O)OC([H])([H])[C@]1(O[H])[C@@]2([H])C([H])([H])[C@@]2([H])[C@@]2(C([H])([H])[H])[C@@]1([H])C([H])([H])C1=C(C(=O)O[C@@]11[C@]3([H])C4=C(C([H])([H])[C@@]21[H])[C@@]1([H])C([H])([H])[C@@]1([H])[C@]4(C([H])([H])[H])[C@@]([H])(O[H])C(=O)\C3=C(/C(=O)OC([H])([H])[H])C([H])([H])[H])C([H])([H])O[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C36H42O11/c1-14(6-7-37)30(41)46-13-35(44)22-10-21(22)33(3)23(35)11-20-18(12-38)32(43)47-36(20)24(33)9-17-16-8-19(16)34(4)26(17)27(36)25(28(39)29(34)40)15(2)31(42)45-5/h6,16,19,21-24,27,29,37-38,40,44H,7-13H2,1-5H3/b14-6+,25-15-/t16-,19-,21-,22+,23-,24+,27+,29+,33+,34+,35+,36+/m1/s1

InChI Key

XSXFCNQBVIDKGF-VRBARMLXSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Sarcandra glabra	JEOL database	He, X. -F., et al, J. Nat. Prod. 73, 45 (2010)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Steroid ester
Naphthofuran
Tricarboxylic acid or derivatives
Fatty acid ester
2-furanone
Fatty acyl
Cyclic alcohol
Dihydrofuran
Tertiary alcohol
Alpha,beta-unsaturated carboxylic ester
Methyl ester
Enoate ester
Secondary alcohol
Lactone
Ketone
Cyclic ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen 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	1.75	ALOGPS
logP	0.88	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	3.94	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	176.89 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	166.47 m³·mol⁻¹	ChemAxon
Polarizability	65.36 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	Yes	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

24665566

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44627381

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

He, X. -F., et al. (2010). He, X. -F., et al, J. Nat. Prod. 73, 45 (2010). J. Nat. Prod..

Showing NP-Card for sarcandrolide B (NP0035018)

MOL for NP0035018 (sarcandrolide B)

3D MOL for NP0035018 (sarcandrolide B)

3D SDF for NP0035018 (sarcandrolide B)

3D-SDF for NP0035018 (sarcandrolide B)

PDB for NP0035018 (sarcandrolide B)

3D PDB for NP0035018 (sarcandrolide B)

SMILES for NP0035018 (sarcandrolide B)

INCHI for NP0035018 (sarcandrolide B)

Structure for NP0035018 (sarcandrolide B)

3D Structure for NP0035018 (sarcandrolide B)