NP-MRD: Showing NP-Card for 11beta-hydroxy-7alpha-obacunyl acetate (NP0027763)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 19:50:06 UTC

Updated at

2021-06-29 23:54:04 UTC

NP-MRD ID

NP0027763

Secondary Accession Numbers

None

Natural Product Identification

Common Name

11beta-hydroxy-7alpha-obacunyl acetate

Provided By

JEOL Database JEOL Logo

Description

11Beta-Hydroxy-7alpha-obacunyl acetate is also known as 11β-hydroxy-7α-obacunyl acetic acid or 11beta-hoa. 11beta-hydroxy-7alpha-obacunyl acetate is found in Cedrela sinensis. 11beta-hydroxy-7alpha-obacunyl acetate was first documented in 2004 (PMID: 15541734). Based on a literature review very few articles have been published on 11beta-Hydroxy-7alpha-obacunyl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192121503D          

 71 76  0  0  0  0            999 V2000
   -3.2441    2.4463    0.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8445    2.6052    0.9420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4330    3.5741    1.5612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1050    1.5074    0.6179 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2872    1.5150    1.0309 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0900    2.3110   -0.0014 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0239    1.6958   -1.4196 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5397    2.7148   -2.5076 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8870    3.3818   -2.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5204    3.8617   -2.7124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7442    2.0617   -3.7747 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6966    1.3554   -4.2473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1990    1.7858   -4.9519 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8870   -0.0649   -3.9424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3147   -0.5310   -2.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5948    0.2077   -1.4342 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1316    0.2138   -1.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8038   -0.6067   -0.2786 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9943   -2.1547   -0.2250 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3585   -2.5299   -0.3368 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4263   -2.8591    1.0147 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7542   -2.1378    1.6815 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9795   -2.0344    0.7377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2018   -2.8927    2.9965 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6404   -4.3185    2.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9499   -4.8000    2.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8556   -6.1678    2.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5813   -6.5695    2.6189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556   -5.4526    2.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2701   -2.1678    3.6636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2088   -0.8155    3.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915   -0.1900    4.4013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0534   -0.0997    3.2331 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2088   -0.7058    3.4783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2526   -0.7462    2.0994 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7619    0.0365    1.1617 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1646    0.0023    1.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2334    2.3407   -0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7098    1.5748    0.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8266    3.3351    0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764    2.0101    2.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6833    3.3268   -0.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1255    2.4135    0.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0469    1.5747   -1.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7071    2.6637   -2.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1678    4.0800   -2.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8591    3.9494   -1.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7764    4.4530   -3.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4805    4.5394   -1.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4912    3.4760   -2.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6826   -0.7336   -4.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5163   -1.6020   -2.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6047    0.4428   -2.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5511   -0.7432   -1.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5010    0.9651   -0.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2273   -0.5037   -0.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4797   -2.5822   -1.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4057   -3.5014   -0.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2288   -2.9984    1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437   -3.8752    0.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2241   -3.0098    0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8704   -1.6738    1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8483   -1.3482   -0.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3700   -2.9455    3.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8522   -4.2160    2.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5661   -6.9568    2.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1886   -5.6224    3.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1033    0.9756    3.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1543    0.5047    2.8006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9326    0.5128    1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5072   -1.0228    1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 35  1  0  0  0  0
 16 17  1  1  0  0  0
 18 19  1  0  0  0  0
 35 34  1  1  0  0  0
 36 35  1  0  0  0  0
 36 37  1  1  0  0  0
 22 21  1  0  0  0  0
 22 24  1  0  0  0  0
 35 33  1  0  0  0  0
 33 31  1  0  0  0  0
 31 30  1  0  0  0  0
 30 24  1  0  0  0  0
 33 34  1  0  0  0  0
 18 56  1  6  0  0  0
 24 64  1  1  0  0  0
 21 19  1  0  0  0  0
  8  9  1  1  0  0  0
 16 18  1  0  0  0  0
 19 20  1  0  0  0  0
 16  7  1  0  0  0  0
  7  6  1  0  0  0  0
  7  8  1  0  0  0  0
 24 25  1  0  0  0  0
 25 29  2  0  0  0  0
  6  5  1  0  0  0  0
 16 15  1  0  0  0  0
  5 36  1  0  0  0  0
  8 11  1  0  0  0  0
 29 28  1  0  0  0  0
 28 27  1  0  0  0  0
 27 26  2  0  0  0  0
 26 25  1  0  0  0  0
 18 36  1  0  0  0  0
 31 32  2  0  0  0  0
 15 14  2  0  0  0  0
  5  4  1  0  0  0  0
 22 23  1  6  0  0  0
  8 10  1  0  0  0  0
 11 12  1  0  0  0  0
  7 44  1  6  0  0  0
 14 12  1  0  0  0  0
  4  2  1  0  0  0  0
  2  1  1  0  0  0  0
 12 13  2  0  0  0  0
  2  3  2  0  0  0  0
  6 42  1  0  0  0  0
  6 43  1  0  0  0  0
  5 41  1  1  0  0  0
 19 57  1  6  0  0  0
 17 53  1  0  0  0  0
 17 54  1  0  0  0  0
 17 55  1  0  0  0  0
 37 69  1  0  0  0  0
 37 70  1  0  0  0  0
 37 71  1  0  0  0  0
 15 52  1  0  0  0  0
 14 51  1  0  0  0  0
 33 68  1  6  0  0  0
  9 45  1  0  0  0  0
  9 46  1  0  0  0  0
  9 47  1  0  0  0  0
 20 58  1  0  0  0  0
 23 61  1  0  0  0  0
 23 62  1  0  0  0  0
 23 63  1  0  0  0  0
 21 59  1  0  0  0  0
 21 60  1  0  0  0  0
 29 67  1  0  0  0  0
 27 66  1  0  0  0  0
 26 65  1  0  0  0  0
 10 48  1  0  0  0  0
 10 49  1  0  0  0  0
 10 50  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
M  END

     RDKit          3D

 71 76  0  0  0  0  0  0  0  0999 V2000
   -3.2441    2.4463    0.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8445    2.6052    0.9420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4330    3.5741    1.5612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1050    1.5074    0.6179 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2872    1.5150    1.0309 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0900    2.3110   -0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0239    1.6958   -1.4196 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5397    2.7148   -2.5076 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8870    3.3818   -2.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5204    3.8617   -2.7124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7442    2.0617   -3.7747 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6966    1.3554   -4.2473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1990    1.7858   -4.9519 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8870   -0.0649   -3.9424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3147   -0.5310   -2.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5948    0.2077   -1.4342 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1316    0.2138   -1.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8038   -0.6067   -0.2786 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9943   -2.1547   -0.2250 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3585   -2.5299   -0.3368 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4263   -2.8591    1.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7542   -2.1378    1.6815 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9795   -2.0344    0.7377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2018   -2.8927    2.9965 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6404   -4.3185    2.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9499   -4.8000    2.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8556   -6.1678    2.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5813   -6.5695    2.6189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556   -5.4526    2.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2701   -2.1678    3.6636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2088   -0.8155    3.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915   -0.1900    4.4013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0534   -0.0997    3.2331 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2088   -0.7058    3.4783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2526   -0.7462    2.0994 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7619    0.0365    1.1617 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1646    0.0023    1.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2334    2.3407   -0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7098    1.5748    0.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8266    3.3351    0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764    2.0101    2.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6833    3.3268   -0.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1255    2.4135    0.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0469    1.5747   -1.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7071    2.6637   -2.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1678    4.0800   -2.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8591    3.9494   -1.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7764    4.4530   -3.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4805    4.5394   -1.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4912    3.4760   -2.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6826   -0.7336   -4.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5163   -1.6020   -2.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6047    0.4428   -2.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5511   -0.7432   -1.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5010    0.9651   -0.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2273   -0.5037   -0.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4797   -2.5822   -1.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4057   -3.5014   -0.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2288   -2.9984    1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437   -3.8752    0.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2241   -3.0098    0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8704   -1.6738    1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8483   -1.3482   -0.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3700   -2.9455    3.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8522   -4.2160    2.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5661   -6.9568    2.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1886   -5.6224    3.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1033    0.9756    3.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1543    0.5047    2.8006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9326    0.5128    1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5072   -1.0228    1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 35  1  0
 16 17  1  1
 18 19  1  0
 35 34  1  1
 36 35  1  0
 36 37  1  1
 22 21  1  0
 22 24  1  0
 35 33  1  0
 33 31  1  0
 31 30  1  0
 30 24  1  0
 33 34  1  0
 18 56  1  6
 24 64  1  1
 21 19  1  0
  8  9  1  1
 16 18  1  0
 19 20  1  0
 16  7  1  0
  7  6  1  0
  7  8  1  0
 24 25  1  0
 25 29  2  0
  6  5  1  0
 16 15  1  0
  5 36  1  0
  8 11  1  0
 29 28  1  0
 28 27  1  0
 27 26  2  0
 26 25  1  0
 18 36  1  0
 31 32  2  0
 15 14  2  0
  5  4  1  0
 22 23  1  6
  8 10  1  0
 11 12  1  0
  7 44  1  6
 14 12  1  0
  4  2  1  0
  2  1  1  0
 12 13  2  0
  2  3  2  0
  6 42  1  0
  6 43  1  0
  5 41  1  1
 19 57  1  6
 17 53  1  0
 17 54  1  0
 17 55  1  0
 37 69  1  0
 37 70  1  0
 37 71  1  0
 15 52  1  0
 14 51  1  0
 33 68  1  6
  9 45  1  0
  9 46  1  0
  9 47  1  0
 20 58  1  0
 23 61  1  0
 23 62  1  0
 23 63  1  0
 21 59  1  0
 21 60  1  0
 29 67  1  0
 27 66  1  0
 26 65  1  0
 10 48  1  0
 10 49  1  0
 10 50  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
M  END


  Mrv1652306192121503D          

 71 76  0  0  0  0            999 V2000
   -3.2441    2.4463    0.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8445    2.6052    0.9420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4330    3.5741    1.5612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1050    1.5074    0.6179 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2872    1.5150    1.0309 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0900    2.3110   -0.0014 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0239    1.6958   -1.4196 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5397    2.7148   -2.5076 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8870    3.3818   -2.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5204    3.8617   -2.7124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7442    2.0617   -3.7747 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6966    1.3554   -4.2473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1990    1.7858   -4.9519 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8870   -0.0649   -3.9424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3147   -0.5310   -2.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5948    0.2077   -1.4342 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1316    0.2138   -1.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8038   -0.6067   -0.2786 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9943   -2.1547   -0.2250 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3585   -2.5299   -0.3368 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4263   -2.8591    1.0147 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7542   -2.1378    1.6815 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9795   -2.0344    0.7377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2018   -2.8927    2.9965 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6404   -4.3185    2.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9499   -4.8000    2.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8556   -6.1678    2.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5813   -6.5695    2.6189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556   -5.4526    2.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2701   -2.1678    3.6636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2088   -0.8155    3.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915   -0.1900    4.4013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0534   -0.0997    3.2331 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2088   -0.7058    3.4783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2526   -0.7462    2.0994 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7619    0.0365    1.1617 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1646    0.0023    1.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2334    2.3407   -0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7098    1.5748    0.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8266    3.3351    0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764    2.0101    2.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6833    3.3268   -0.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1255    2.4135    0.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0469    1.5747   -1.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7071    2.6637   -2.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1678    4.0800   -2.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8591    3.9494   -1.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7764    4.4530   -3.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4805    4.5394   -1.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4912    3.4760   -2.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6826   -0.7336   -4.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5163   -1.6020   -2.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6047    0.4428   -2.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5511   -0.7432   -1.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5010    0.9651   -0.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2273   -0.5037   -0.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4797   -2.5822   -1.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4057   -3.5014   -0.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2288   -2.9984    1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437   -3.8752    0.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2241   -3.0098    0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8704   -1.6738    1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8483   -1.3482   -0.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3700   -2.9455    3.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8522   -4.2160    2.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5661   -6.9568    2.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1886   -5.6224    3.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1033    0.9756    3.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1543    0.5047    2.8006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9326    0.5128    1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5072   -1.0228    1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 35  1  0  0  0  0
 16 17  1  1  0  0  0
 18 19  1  0  0  0  0
 35 34  1  1  0  0  0
 36 35  1  0  0  0  0
 36 37  1  1  0  0  0
 22 21  1  0  0  0  0
 22 24  1  0  0  0  0
 35 33  1  0  0  0  0
 33 31  1  0  0  0  0
 31 30  1  0  0  0  0
 30 24  1  0  0  0  0
 33 34  1  0  0  0  0
 18 56  1  6  0  0  0
 24 64  1  1  0  0  0
 21 19  1  0  0  0  0
  8  9  1  1  0  0  0
 16 18  1  0  0  0  0
 19 20  1  0  0  0  0
 16  7  1  0  0  0  0
  7  6  1  0  0  0  0
  7  8  1  0  0  0  0
 24 25  1  0  0  0  0
 25 29  2  0  0  0  0
  6  5  1  0  0  0  0
 16 15  1  0  0  0  0
  5 36  1  0  0  0  0
  8 11  1  0  0  0  0
 29 28  1  0  0  0  0
 28 27  1  0  0  0  0
 27 26  2  0  0  0  0
 26 25  1  0  0  0  0
 18 36  1  0  0  0  0
 31 32  2  0  0  0  0
 15 14  2  0  0  0  0
  5  4  1  0  0  0  0
 22 23  1  6  0  0  0
  8 10  1  0  0  0  0
 11 12  1  0  0  0  0
  7 44  1  6  0  0  0
 14 12  1  0  0  0  0
  4  2  1  0  0  0  0
  2  1  1  0  0  0  0
 12 13  2  0  0  0  0
  2  3  2  0  0  0  0
  6 42  1  0  0  0  0
  6 43  1  0  0  0  0
  5 41  1  1  0  0  0
 19 57  1  6  0  0  0
 17 53  1  0  0  0  0
 17 54  1  0  0  0  0
 17 55  1  0  0  0  0
 37 69  1  0  0  0  0
 37 70  1  0  0  0  0
 37 71  1  0  0  0  0
 15 52  1  0  0  0  0
 14 51  1  0  0  0  0
 33 68  1  6  0  0  0
  9 45  1  0  0  0  0
  9 46  1  0  0  0  0
  9 47  1  0  0  0  0
 20 58  1  0  0  0  0
 23 61  1  0  0  0  0
 23 62  1  0  0  0  0
 23 63  1  0  0  0  0
 21 59  1  0  0  0  0
 21 60  1  0  0  0  0
 29 67  1  0  0  0  0
 27 66  1  0  0  0  0
 26 65  1  0  0  0  0
 10 48  1  0  0  0  0
 10 49  1  0  0  0  0
 10 50  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0027763

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C([H])([H])[C@@]2(C([H])([H])[H])[C@@]([H])(OC(=O)[C@@]3([H])O[C@@]23[C@]2(C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])C([H])([H])[C@]3([H])[C@@](C([H])=C([H])C(=O)OC3(C([H])([H])[H])C([H])([H])[H])(C([H])([H])[H])[C@@]12[H])C1=C([H])OC([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C28H34O9/c1-14(29)34-18-11-17-24(2,3)36-19(31)7-9-25(17,4)20-16(30)12-26(5)21(15-8-10-33-13-15)35-23(32)22-28(26,37-22)27(18,20)6/h7-10,13,16-18,20-22,30H,11-12H2,1-6H3/t16-,17-,18+,20+,21-,22+,25-,26-,27+,28+/m0/s1

> <INCHI_KEY>
LQJDEKSQQRKNEE-SFVCMNKQSA-N

> <FORMULA>
C28H34O9

> <MOLECULAR_WEIGHT>
514.571

> <EXACT_MASS>
514.220282675

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
52.17050738268762

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,4S,7R,8S,10S,11R,12R,18R,20R)-7-(furan-3-yl)-10-hydroxy-1,8,12,17,17-pentamethyl-5,15-dioxo-3,6,16-trioxapentacyclo[9.9.0.0^{2,4}.0^{2,8}.0^{12,18}]icos-13-en-20-yl acetate

> <ALOGPS_LOGP>
3.30

> <JCHEM_LOGP>
2.451152063000001

> <ALOGPS_LOGS>
-4.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.867941351681207

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8565624527746403

> <JCHEM_POLAR_SURFACE_AREA>
124.80000000000001

> <JCHEM_REFRACTIVITY>
127.75269999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.01e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,4S,7R,8S,10S,11R,12R,18R,20R)-7-(furan-3-yl)-10-hydroxy-1,8,12,17,17-pentamethyl-5,15-dioxo-3,6,16-trioxapentacyclo[9.9.0.0^{2,4}.0^{2,8}.0^{12,18}]icos-13-en-20-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 71 76  0  0  0  0  0  0  0  0999 V2000
   -3.2441    2.4463    0.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8445    2.6052    0.9420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4330    3.5741    1.5612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1050    1.5074    0.6179 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2872    1.5150    1.0309 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0900    2.3110   -0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0239    1.6958   -1.4196 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5397    2.7148   -2.5076 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8870    3.3818   -2.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5204    3.8617   -2.7124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7442    2.0617   -3.7747 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6966    1.3554   -4.2473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1990    1.7858   -4.9519 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8870   -0.0649   -3.9424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3147   -0.5310   -2.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5948    0.2077   -1.4342 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1316    0.2138   -1.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8038   -0.6067   -0.2786 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9943   -2.1547   -0.2250 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3585   -2.5299   -0.3368 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4263   -2.8591    1.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7542   -2.1378    1.6815 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9795   -2.0344    0.7377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2018   -2.8927    2.9965 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6404   -4.3185    2.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9499   -4.8000    2.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8556   -6.1678    2.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5813   -6.5695    2.6189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556   -5.4526    2.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2701   -2.1678    3.6636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2088   -0.8155    3.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915   -0.1900    4.4013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0534   -0.0997    3.2331 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2088   -0.7058    3.4783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2526   -0.7462    2.0994 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7619    0.0365    1.1617 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1646    0.0023    1.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2334    2.3407   -0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7098    1.5748    0.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8266    3.3351    0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764    2.0101    2.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6833    3.3268   -0.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1255    2.4135    0.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0469    1.5747   -1.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7071    2.6637   -2.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1678    4.0800   -2.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8591    3.9494   -1.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7764    4.4530   -3.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4805    4.5394   -1.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4912    3.4760   -2.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6826   -0.7336   -4.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5163   -1.6020   -2.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6047    0.4428   -2.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5511   -0.7432   -1.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5010    0.9651   -0.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2273   -0.5037   -0.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4797   -2.5822   -1.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4057   -3.5014   -0.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2288   -2.9984    1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437   -3.8752    0.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2241   -3.0098    0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8704   -1.6738    1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8483   -1.3482   -0.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3700   -2.9455    3.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8522   -4.2160    2.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5661   -6.9568    2.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1886   -5.6224    3.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1033    0.9756    3.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1543    0.5047    2.8006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9326    0.5128    1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5072   -1.0228    1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 35  1  0
 16 17  1  1
 18 19  1  0
 35 34  1  1
 36 35  1  0
 36 37  1  1
 22 21  1  0
 22 24  1  0
 35 33  1  0
 33 31  1  0
 31 30  1  0
 30 24  1  0
 33 34  1  0
 18 56  1  6
 24 64  1  1
 21 19  1  0
  8  9  1  1
 16 18  1  0
 19 20  1  0
 16  7  1  0
  7  6  1  0
  7  8  1  0
 24 25  1  0
 25 29  2  0
  6  5  1  0
 16 15  1  0
  5 36  1  0
  8 11  1  0
 29 28  1  0
 28 27  1  0
 27 26  2  0
 26 25  1  0
 18 36  1  0
 31 32  2  0
 15 14  2  0
  5  4  1  0
 22 23  1  6
  8 10  1  0
 11 12  1  0
  7 44  1  6
 14 12  1  0
  4  2  1  0
  2  1  1  0
 12 13  2  0
  2  3  2  0
  6 42  1  0
  6 43  1  0
  5 41  1  1
 19 57  1  6
 17 53  1  0
 17 54  1  0
 17 55  1  0
 37 69  1  0
 37 70  1  0
 37 71  1  0
 15 52  1  0
 14 51  1  0
 33 68  1  6
  9 45  1  0
  9 46  1  0
  9 47  1  0
 20 58  1  0
 23 61  1  0
 23 62  1  0
 23 63  1  0
 21 59  1  0
 21 60  1  0
 29 67  1  0
 27 66  1  0
 26 65  1  0
 10 48  1  0
 10 49  1  0
 10 50  1  0
  1 38  1  0
  1 39  1  0
  1 40  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      -3.244   2.446   0.435  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.845   2.605   0.942  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.433   3.574   1.561  0.00  0.00           O+0
HETATM    4  O   UNK     0      -1.105   1.507   0.618  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.287   1.515   1.031  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.090   2.311  -0.001  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.024   1.696  -1.420  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.540   2.715  -2.508  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.887   3.382  -2.180  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.520   3.862  -2.712  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.744   2.062  -3.775  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.697   1.355  -4.247  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.199   1.786  -4.952  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.887  -0.065  -3.942  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.315  -0.531  -2.760  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.595   0.208  -1.434  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.132   0.214  -1.310  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.804  -0.607  -0.279  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.994  -2.155  -0.225  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.358  -2.530  -0.337  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.426  -2.859   1.015  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.754  -2.138   1.682  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.980  -2.034   0.738  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.202  -2.893   2.997  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.640  -4.319   2.780  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.950  -4.800   2.481  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.856  -6.168   2.387  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.581  -6.569   2.619  0.00  0.00           O+0
HETATM   29  C   UNK     0      -0.856  -5.453   2.874  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.270  -2.168   3.664  0.00  0.00           O+0
HETATM   31  C   UNK     0      -2.209  -0.816   3.831  0.00  0.00           C+0
HETATM   32  O   UNK     0      -3.091  -0.190   4.401  0.00  0.00           O+0
HETATM   33  C   UNK     0      -1.053  -0.100   3.233  0.00  0.00           C+0
HETATM   34  O   UNK     0       0.209  -0.706   3.478  0.00  0.00           O+0
HETATM   35  C   UNK     0      -0.253  -0.746   2.099  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.762   0.037   1.162  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.165   0.002   1.826  0.00  0.00           C+0
HETATM   38  H   UNK     0      -3.233   2.341  -0.653  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.710   1.575   0.902  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.827   3.335   0.693  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.376   2.010   2.006  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.683   3.327  -0.032  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.126   2.414   0.336  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.047   1.575  -1.647  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.707   2.664  -2.131  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.168   4.080  -2.979  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.859   3.949  -1.245  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.776   4.453  -3.600  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.481   4.539  -1.854  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.491   3.476  -2.879  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.683  -0.734  -4.771  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.516  -1.602  -2.744  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.605   0.443  -2.273  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.551  -0.743  -1.001  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.501   0.965  -0.611  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.227  -0.504  -0.633  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.480  -2.582  -1.095  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.406  -3.501  -0.386  0.00  0.00           H+0
HETATM   59  H   UNK     0       1.229  -2.998   1.753  0.00  0.00           H+0
HETATM   60  H   UNK     0       0.144  -3.875   0.712  0.00  0.00           H+0
HETATM   61  H   UNK     0      -2.224  -3.010   0.304  0.00  0.00           H+0
HETATM   62  H   UNK     0      -2.870  -1.674   1.263  0.00  0.00           H+0
HETATM   63  H   UNK     0      -1.848  -1.348  -0.096  0.00  0.00           H+0
HETATM   64  H   UNK     0      -0.370  -2.946   3.713  0.00  0.00           H+0
HETATM   65  H   UNK     0      -3.852  -4.216   2.357  0.00  0.00           H+0
HETATM   66  H   UNK     0      -3.566  -6.957   2.183  0.00  0.00           H+0
HETATM   67  H   UNK     0       0.189  -5.622   3.099  0.00  0.00           H+0
HETATM   68  H   UNK     0      -1.103   0.976   3.329  0.00  0.00           H+0
HETATM   69  H   UNK     0       2.154   0.505   2.801  0.00  0.00           H+0
HETATM   70  H   UNK     0       2.933   0.513   1.253  0.00  0.00           H+0
HETATM   71  H   UNK     0       2.507  -1.023   1.996  0.00  0.00           H+0
CONECT    1    2   38   39   40                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5    6   36    4   41                                             
CONECT    6    7    5   42   43                                             
CONECT    7   16    6    8   44                                             
CONECT    8    9    7   11   10                                             
CONECT    9    8   45   46   47                                             
CONECT   10    8   48   49   50                                             
CONECT   11    8   12                                                       
CONECT   12   11   14   13                                                  
CONECT   13   12                                                            
CONECT   14   15   12   51                                                  
CONECT   15   16   14   52                                                  
CONECT   16   17   18    7   15                                             
CONECT   17   16   53   54   55                                             
CONECT   18   19   56   16   36                                             
CONECT   19   18   21   20   57                                             
CONECT   20   19   58                                                       
CONECT   21   22   19   59   60                                             
CONECT   22   35   21   24   23                                             
CONECT   23   22   61   62   63                                             
CONECT   24   22   30   64   25                                             
CONECT   25   24   29   26                                                  
CONECT   26   27   25   65                                                  
CONECT   27   28   26   66                                                  
CONECT   28   29   27                                                       
CONECT   29   25   28   67                                                  
CONECT   30   31   24                                                       
CONECT   31   33   30   32                                                  
CONECT   32   31                                                            
CONECT   33   35   31   34   68                                             
CONECT   34   35   33                                                       
CONECT   35   22   34   36   33                                             
CONECT   36   35   37    5   18                                             
CONECT   37   36   69   70   71                                             
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41    5                                                            
CONECT   42    6                                                            
CONECT   43    6                                                            
CONECT   44    7                                                            
CONECT   45    9                                                            
CONECT   46    9                                                            
CONECT   47    9                                                            
CONECT   48   10                                                            
CONECT   49   10                                                            
CONECT   50   10                                                            
CONECT   51   14                                                            
CONECT   52   15                                                            
CONECT   53   17                                                            
CONECT   54   17                                                            
CONECT   55   17                                                            
CONECT   56   18                                                            
CONECT   57   19                                                            
CONECT   58   20                                                            
CONECT   59   21                                                            
CONECT   60   21                                                            
CONECT   61   23                                                            
CONECT   62   23                                                            
CONECT   63   23                                                            
CONECT   64   24                                                            
CONECT   65   26                                                            
CONECT   66   27                                                            
CONECT   67   29                                                            
CONECT   68   33                                                            
CONECT   69   37                                                            
CONECT   70   37                                                            
CONECT   71   37                                                            
MASTER        0    0    0    0    0    0    0    0   71    0  152    0
END

RDKit          3D

71 76  0  0  0  0  0  0  0  0999 V2000
   -3.2441    2.4463    0.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8445    2.6052    0.9420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4330    3.5741    1.5612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1050    1.5074    0.6179 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2872    1.5150    1.0309 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0900    2.3110   -0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0239    1.6958   -1.4196 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5397    2.7148   -2.5076 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8870    3.3818   -2.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5204    3.8617   -2.7124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7442    2.0617   -3.7747 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6966    1.3554   -4.2473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1990    1.7858   -4.9519 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8870   -0.0649   -3.9424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3147   -0.5310   -2.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5948    0.2077   -1.4342 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1316    0.2138   -1.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8038   -0.6067   -0.2786 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9943   -2.1547   -0.2250 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3585   -2.5299   -0.3368 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4263   -2.8591    1.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7542   -2.1378    1.6815 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9795   -2.0344    0.7377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2018   -2.8927    2.9965 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6404   -4.3185    2.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9499   -4.8000    2.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8556   -6.1678    2.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5813   -6.5695    2.6189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556   -5.4526    2.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2701   -2.1678    3.6636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2088   -0.8155    3.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915   -0.1900    4.4013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0534   -0.0997    3.2331 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2088   -0.7058    3.4783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2526   -0.7462    2.0994 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7619    0.0365    1.1617 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1646    0.0023    1.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2334    2.3407   -0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7098    1.5748    0.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8266    3.3351    0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764    2.0101    2.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6833    3.3268   -0.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1255    2.4135    0.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0469    1.5747   -1.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7071    2.6637   -2.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1678    4.0800   -2.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8591    3.9494   -1.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7764    4.4530   -3.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4805    4.5394   -1.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4912    3.4760   -2.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6826   -0.7336   -4.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5163   -1.6020   -2.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6047    0.4428   -2.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5511   -0.7432   -1.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5010    0.9651   -0.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2273   -0.5037   -0.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4797   -2.5822   -1.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4057   -3.5014   -0.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2288   -2.9984    1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437   -3.8752    0.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2241   -3.0098    0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8704   -1.6738    1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8483   -1.3482   -0.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3700   -2.9455    3.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8522   -4.2160    2.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5661   -6.9568    2.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1886   -5.6224    3.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1033    0.9756    3.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1543    0.5047    2.8006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9326    0.5128    1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5072   -1.0228    1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 35  1  0
 16 17  1  1
 18 19  1  0
 35 34  1  1
 36 35  1  0
 36 37  1  1
 22 21  1  0
 22 24  1  0
 35 33  1  0
 33 31  1  0
 31 30  1  0
 30 24  1  0
 33 34  1  0
 18 56  1  6
 24 64  1  1
 21 19  1  0
  8  9  1  1
 16 18  1  0
 19 20  1  0
 16  7  1  0
  7  6  1  0
  7  8  1  0
 24 25  1  0
 25 29  2  0
  6  5  1  0
 16 15  1  0
  5 36  1  0
  8 11  1  0
 29 28  1  0
 28 27  1  0
 27 26  2  0
 26 25  1  0
 18 36  1  0
 31 32  2  0
 15 14  2  0
  5  4  1  0
 22 23  1  6
  8 10  1  0
 11 12  1  0
  7 44  1  6
 14 12  1  0
  4  2  1  0
  2  1  1  0
 12 13  2  0
  2  3  2  0
  6 42  1  0
  6 43  1  0
  5 41  1  1
 19 57  1  6
 17 53  1  0
 17 54  1  0
 17 55  1  0
 37 69  1  0
 37 70  1  0
 37 71  1  0
 15 52  1  0
 14 51  1  0
 33 68  1  6
  9 45  1  0
  9 46  1  0
  9 47  1  0
 20 58  1  0
 23 61  1  0
 23 62  1  0
 23 63  1  0
 21 59  1  0
 21 60  1  0
 29 67  1  0
 27 66  1  0
 26 65  1  0
 10 48  1  0
 10 49  1  0
 10 50  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
M  END

View in JSmol

Synonyms

Value	Source
11b-Hydroxy-7a-obacunyl acetate	Generator
11b-Hydroxy-7a-obacunyl acetic acid	Generator
11beta-Hydroxy-7alpha-obacunyl acetic acid	Generator
11Β-hydroxy-7α-obacunyl acetate	Generator
11Β-hydroxy-7α-obacunyl acetic acid	Generator
11beta-HOA	MeSH

Chemical Formula

C₂₈H₃₄O₉

Average Mass

514.5710 Da

Monoisotopic Mass

514.22028 Da

IUPAC Name

(1S,2R,4S,7R,8S,10S,11R,12R,18R,20R)-7-(furan-3-yl)-10-hydroxy-1,8,12,17,17-pentamethyl-5,15-dioxo-3,6,16-trioxapentacyclo[9.9.0.0^{2,4}.0^{2,8}.0^{12,18}]icos-13-en-20-yl acetate

Traditional Name

(1S,2R,4S,7R,8S,10S,11R,12R,18R,20R)-7-(furan-3-yl)-10-hydroxy-1,8,12,17,17-pentamethyl-5,15-dioxo-3,6,16-trioxapentacyclo[9.9.0.0^{2,4}.0^{2,8}.0^{12,18}]icos-13-en-20-yl acetate

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])C([H])([H])[C@@]2(C([H])([H])[H])[C@@]([H])(OC(=O)[C@@]3([H])O[C@@]23[C@]2(C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])C([H])([H])[C@]3([H])[C@@](C([H])=C([H])C(=O)OC3(C([H])([H])[H])C([H])([H])[H])(C([H])([H])[H])[C@@]12[H])C1=C([H])OC([H])=C1[H]

InChI Identifier

InChI=1S/C28H34O9/c1-14(29)34-18-11-17-24(2,3)36-19(31)7-9-25(17,4)20-16(30)12-26(5)21(15-8-10-33-13-15)35-23(32)22-28(26,37-22)27(18,20)6/h7-10,13,16-18,20-22,30H,11-12H2,1-6H3/t16-,17-,18+,20+,21-,22+,25-,26-,27+,28+/m0/s1

InChI Key

LQJDEKSQQRKNEE-SFVCMNKQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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
Toona sinensis	JEOL database	Mitsui, K., et al, Phytochemistry 65, 3075 (2004)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Limonoids

Alternative Parents

Substituents

Limonoid skeleton
Naphthopyran
Naphthalene
Tricarboxylic acid or derivatives
Delta valerolactone
Dioxepane
Delta_valerolactone
1,4-dioxepane
Oxane
Pyran
Enoate ester
Heteroaromatic compound
Cyclic alcohol
Furan
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Dialkyl ether
Organoheterocyclic compound
Oxirane
Ether
Organic oxide
Organooxygen compound
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	3.3	ALOGPS
logP	2.45	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	14.87	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	124.8 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	127.75 m³·mol⁻¹	ChemAxon
Polarizability	52.17 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101366551

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Mitsui K, Maejima M, Fukaya H, Hitotsuyanagi Y, Takeya K: Limonoids from Cedrela sinensis. Phytochemistry. 2004 Dec;65(23):3075-81. doi: 10.1016/j.phytochem.2004.08.041. [PubMed:15541734 ]
Mitsui, K., et al. (2004). Mitsui, K., et al, Phytochemistry 65, 3075 (2004). Phytochem..

Showing NP-Card for 11beta-hydroxy-7alpha-obacunyl acetate (NP0027763)

MOL for NP0027763 (11beta-hydroxy-7alpha-obacunyl acetate)

3D MOL for NP0027763 (11beta-hydroxy-7alpha-obacunyl acetate)

3D SDF for NP0027763 (11beta-hydroxy-7alpha-obacunyl acetate)

3D-SDF for NP0027763 (11beta-hydroxy-7alpha-obacunyl acetate)

PDB for NP0027763 (11beta-hydroxy-7alpha-obacunyl acetate)

3D PDB for NP0027763 (11beta-hydroxy-7alpha-obacunyl acetate)

SMILES for NP0027763 (11beta-hydroxy-7alpha-obacunyl acetate)

INCHI for NP0027763 (11beta-hydroxy-7alpha-obacunyl acetate)

Structure for NP0027763 (11beta-hydroxy-7alpha-obacunyl acetate)

3D Structure for NP0027763 (11beta-hydroxy-7alpha-obacunyl acetate)