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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:45:44 UTC

Update Date

2022-03-07 02:53:08 UTC

HMDB ID

HMDB0031829

Secondary Accession Numbers

HMDB31829

Metabolite Identification

Common Name

Bisosthenon B

Description

Bisosthenon B belongs to the class of organic compounds known as cyclobutane lignans. These are lignans with a structure characterized by to phenylpropanoid units coupled together through the C7-C7' and C8-C8' bonds, forming a cyclobutane ring with the C7, C7', C8', and C8 atoms. Based on a literature review very few articles have been published on Bisosthenon B.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 05061306092D          

 36 40  0  0  0  0            999 V2000
   -0.4198    6.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8209    3.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4227    2.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9372    4.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4957    6.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7657    3.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8826    6.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084    3.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3241    5.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9811    3.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0979    6.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5834    3.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3680    4.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5834    3.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395    4.9453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.7042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8209    4.5978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849    6.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8096    2.7793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9264    5.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  5  2  0  0  0  0
 10  6  2  0  0  0  0
 11  7  2  0  0  0  0
 12  8  2  0  0  0  0
 13  1  1  0  0  0  0
 14  2  1  0  0  0  0
 15  5  1  0  0  0  0
 15  7  1  0  0  0  0
 16  6  1  0  0  0  0
 16  8  1  0  0  0  0
 17  9  1  0  0  0  0
 18 10  1  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 22 14  1  0  0  0  0
 22 21  1  0  0  0  0
 23 17  2  0  0  0  0
 24 18  2  0  0  0  0
 25 21  1  0  0  0  0
 25 23  1  0  0  0  0
 26 22  1  0  0  0  0
 26 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 15  2  0  0  0  0
 27 23  1  0  0  0  0
 28 16  2  0  0  0  0
 28 24  1  0  0  0  0
 29 13  2  0  0  0  0
 30 14  2  0  0  0  0
 31 19  2  0  0  0  0
 32 20  2  0  0  0  0
 33  3  1  0  0  0  0
 33 17  1  0  0  0  0
 34  4  1  0  0  0  0
 34 18  1  0  0  0  0
 35 19  1  0  0  0  0
 35 27  1  0  0  0  0
 36 20  1  0  0  0  0
 36 28  1  0  0  0  0
M  END

HMDB0031829
     RDKit          3D
Bisosthenon B
 60 64  0  0  0  0  0  0  0  0999 V2000
    2.0655   -1.5877    3.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5855   -1.0353    2.6661 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2615   -1.1022    1.4746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4689   -1.7752    1.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1853   -1.8574    0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6971   -1.2691   -0.8343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4442   -1.3740   -2.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9254   -0.7861   -3.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7074   -0.1312   -3.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2607    0.3974   -4.0880 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0745   -0.0816   -1.8838 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4917   -0.6078   -0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7209   -0.4826    0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4082    0.1169    0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6417    1.6596    0.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5254    2.3486    1.5668 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8699    3.7225    1.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0559    1.6223    2.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5712    1.6303   -0.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3259    2.3279   -1.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1657    3.8070   -1.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2387    1.7882   -2.9872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5660    0.1216   -0.6947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9183   -0.4413   -0.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9674   -0.0933   -1.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7570    0.8550   -2.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926    1.2411   -3.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2186   -0.6587   -1.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4122   -1.5917   -0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3942   -1.9512    0.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6196   -2.9195    1.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6287   -3.3052    2.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044   -2.6728    2.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5334   -3.1009    3.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762   -1.7696    1.4576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1109   -1.3917    0.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2293   -1.7509    4.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5642   -2.5629    3.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7140   -0.8341    4.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8910   -2.2507    2.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1403   -2.3889    0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3804   -1.9003   -1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4357   -0.8228   -4.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0697    0.0129    1.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925    1.8824   -0.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8376    3.7685    2.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1240    4.1135    2.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8870    4.4701    1.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4231    2.0939   -0.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1788    4.2154   -2.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2171    4.1153   -0.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347    4.1191   -2.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2867   -0.1923   -1.6751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4852    1.9742   -3.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3033    0.4190   -3.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6321    1.7293   -2.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9808   -0.3632   -1.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3718   -2.0912    0.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6016   -3.3560    1.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8036   -4.0526    3.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 19 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  1  0
 13  3  1  0
 23 14  1  0
 36 24  1  0
 12  6  1  0
 36 30  2  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  5 41  1  0
  7 42  1  0
  8 43  1  0
 14 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 19 49  1  0
 21 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 27 54  1  0
 27 55  1  0
 27 56  1  0
 28 57  1  0
 29 58  1  0
 31 59  1  0
 32 60  1  0
M  END


  Mrv0541 05061306092D          

 36 40  0  0  0  0            999 V2000
   -0.4198    6.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8209    3.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4227    2.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9372    4.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4957    6.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7657    3.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8826    6.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084    3.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3241    5.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9811    3.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0979    6.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5834    3.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3680    4.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5834    3.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395    4.9453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.7042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8209    4.5978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849    6.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8096    2.7793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9264    5.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  5  2  0  0  0  0
 10  6  2  0  0  0  0
 11  7  2  0  0  0  0
 12  8  2  0  0  0  0
 13  1  1  0  0  0  0
 14  2  1  0  0  0  0
 15  5  1  0  0  0  0
 15  7  1  0  0  0  0
 16  6  1  0  0  0  0
 16  8  1  0  0  0  0
 17  9  1  0  0  0  0
 18 10  1  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 22 14  1  0  0  0  0
 22 21  1  0  0  0  0
 23 17  2  0  0  0  0
 24 18  2  0  0  0  0
 25 21  1  0  0  0  0
 25 23  1  0  0  0  0
 26 22  1  0  0  0  0
 26 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 15  2  0  0  0  0
 27 23  1  0  0  0  0
 28 16  2  0  0  0  0
 28 24  1  0  0  0  0
 29 13  2  0  0  0  0
 30 14  2  0  0  0  0
 31 19  2  0  0  0  0
 32 20  2  0  0  0  0
 33  3  1  0  0  0  0
 33 17  1  0  0  0  0
 34  4  1  0  0  0  0
 34 18  1  0  0  0  0
 35 19  1  0  0  0  0
 35 27  1  0  0  0  0
 36 20  1  0  0  0  0
 36 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031829

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(C2C(C(C2C2=C(OC)C=CC3=C2OC(=O)C=C3)C(C)=O)C(C)=O)C2=C(C=CC(=O)O2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H24O8/c1-13(29)21-22(14(2)30)26(24-18(34-4)10-6-16-8-12-20(32)36-28(16)24)25(21)23-17(33-3)9-5-15-7-11-19(31)35-27(15)23/h5-12,21-22,25-26H,1-4H3

> <INCHI_KEY>
WZTQDHIHDRTWFQ-UHFFFAOYSA-N

> <FORMULA>
C28H24O8

> <MOLECULAR_WEIGHT>
488.4854

> <EXACT_MASS>
488.147117744

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
49.140056275323744

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-[2,3-diacetyl-4-(7-methoxy-2-oxo-2H-chromen-8-yl)cyclobutyl]-7-methoxy-2H-chromen-2-one

> <ALOGPS_LOGP>
3.47

> <JCHEM_LOGP>
3.0295459373333324

> <ALOGPS_LOGS>
-5.42

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.318849171621007

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.81656404859665

> <JCHEM_PKA_STRONGEST_BASIC>
-4.5401348304377676

> <JCHEM_POLAR_SURFACE_AREA>
105.20000000000002

> <JCHEM_REFRACTIVITY>
131.1807999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.85e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-[2,3-diacetyl-4-(7-methoxy-2-oxochromen-8-yl)cyclobutyl]-7-methoxychromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031829
     RDKit          3D
Bisosthenon B
 60 64  0  0  0  0  0  0  0  0999 V2000
    2.0655   -1.5877    3.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5855   -1.0353    2.6661 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2615   -1.1022    1.4746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4689   -1.7752    1.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1853   -1.8574    0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6971   -1.2691   -0.8343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4442   -1.3740   -2.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9254   -0.7861   -3.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7074   -0.1312   -3.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2607    0.3974   -4.0880 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0745   -0.0816   -1.8838 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4917   -0.6078   -0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7209   -0.4826    0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4082    0.1169    0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6417    1.6596    0.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5254    2.3486    1.5668 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8699    3.7225    1.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0559    1.6223    2.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5712    1.6303   -0.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3259    2.3279   -1.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1657    3.8070   -1.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2387    1.7882   -2.9872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5660    0.1216   -0.6947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9183   -0.4413   -0.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9674   -0.0933   -1.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7570    0.8550   -2.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926    1.2411   -3.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2186   -0.6587   -1.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4122   -1.5917   -0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3942   -1.9512    0.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6196   -2.9195    1.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6287   -3.3052    2.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044   -2.6728    2.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5334   -3.1009    3.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762   -1.7696    1.4576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1109   -1.3917    0.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2293   -1.7509    4.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5642   -2.5629    3.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7140   -0.8341    4.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8910   -2.2507    2.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1403   -2.3889    0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3804   -1.9003   -1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4357   -0.8228   -4.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0697    0.0129    1.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925    1.8824   -0.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8376    3.7685    2.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1240    4.1135    2.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8870    4.4701    1.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4231    2.0939   -0.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1788    4.2154   -2.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2171    4.1153   -0.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347    4.1191   -2.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2867   -0.1923   -1.6751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4852    1.9742   -3.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3033    0.4190   -3.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6321    1.7293   -2.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9808   -0.3632   -1.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3718   -2.0912    0.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6016   -3.3560    1.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8036   -4.0526    3.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 19 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  1  0
 13  3  1  0
 23 14  1  0
 36 24  1  0
 12  6  1  0
 36 30  2  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  5 41  1  0
  7 42  1  0
  8 43  1  0
 14 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 19 49  1  0
 21 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 27 54  1  0
 27 55  1  0
 27 56  1  0
 28 57  1  0
 29 58  1  0
 31 59  1  0
 32 60  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -0.784  11.253   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.399   5.915   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.522   4.158   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.483   8.677   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.659  11.213   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.163   7.170   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.514  12.244   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   9.878   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.629   7.249   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.338   9.707   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.698   6.694   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.049  11.768   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   8.338   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.089   7.249   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.554   7.725   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.089   7.249   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.874   9.231   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.334  10.648   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       3.399   8.583   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -0.905  12.798   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -3.378   5.188   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -1.729  10.262   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   14                                                            
CONECT    3   33                                                            
CONECT    4   34                                                            
CONECT    5    9   15                                                       
CONECT    6   10   16                                                       
CONECT    7   11   15                                                       
CONECT    8   12   16                                                       
CONECT    9    5   17                                                       
CONECT   10    6   18                                                       
CONECT   11    7   19                                                       
CONECT   12    8   20                                                       
CONECT   13    1   21   29                                                  
CONECT   14    2   22   30                                                  
CONECT   15    5    7   27                                                  
CONECT   16    6    8   28                                                  
CONECT   17    9   23   33                                                  
CONECT   18   10   24   34                                                  
CONECT   19   11   31   35                                                  
CONECT   20   12   32   36                                                  
CONECT   21   13   22   25                                                  
CONECT   22   14   21   26                                                  
CONECT   23   17   25   27                                                  
CONECT   24   18   26   28                                                  
CONECT   25   21   23   26                                                  
CONECT   26   22   24   25                                                  
CONECT   27   15   23   35                                                  
CONECT   28   16   24   36                                                  
CONECT   29   13                                                            
CONECT   30   14                                                            
CONECT   31   19                                                            
CONECT   32   20                                                            
CONECT   33    3   17                                                       
CONECT   34    4   18                                                       
CONECT   35   19   27                                                       
CONECT   36   20   28                                                       
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

COMPND    HMDB0031829
HETATM    1  C1  UNL     1       2.066  -1.588   3.890  1.00  0.00           C  
HETATM    2  O1  UNL     1       1.585  -1.035   2.666  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.262  -1.102   1.475  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.469  -1.775   1.454  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.185  -1.857   0.300  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.697  -1.269  -0.834  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.444  -1.374  -2.022  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.925  -0.786  -3.148  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.707  -0.131  -3.036  1.00  0.00           C  
HETATM   10  O2  UNL     1       2.261   0.397  -4.088  1.00  0.00           O  
HETATM   11  O3  UNL     1       2.074  -0.082  -1.884  1.00  0.00           O  
HETATM   12  C9  UNL     1       2.492  -0.608  -0.782  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.721  -0.483   0.333  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.408   0.117   0.449  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.642   1.660   0.251  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.525   2.349   1.567  1.00  0.00           C  
HETATM   17  C14 UNL     1       0.870   3.722   1.931  1.00  0.00           C  
HETATM   18  O4  UNL     1       0.056   1.622   2.494  1.00  0.00           O  
HETATM   19  C15 UNL     1      -0.571   1.630  -0.590  1.00  0.00           C  
HETATM   20  C16 UNL     1      -0.326   2.328  -1.917  1.00  0.00           C  
HETATM   21  C17 UNL     1      -0.166   3.807  -1.933  1.00  0.00           C  
HETATM   22  O5  UNL     1      -0.239   1.788  -2.987  1.00  0.00           O  
HETATM   23  C18 UNL     1      -0.566   0.122  -0.695  1.00  0.00           C  
HETATM   24  C19 UNL     1      -1.918  -0.441  -0.356  1.00  0.00           C  
HETATM   25  C20 UNL     1      -2.967  -0.093  -1.208  1.00  0.00           C  
HETATM   26  O6  UNL     1      -2.757   0.855  -2.178  1.00  0.00           O  
HETATM   27  C21 UNL     1      -3.793   1.241  -3.042  1.00  0.00           C  
HETATM   28  C22 UNL     1      -4.219  -0.659  -1.123  1.00  0.00           C  
HETATM   29  C23 UNL     1      -4.412  -1.592  -0.152  1.00  0.00           C  
HETATM   30  C24 UNL     1      -3.394  -1.951   0.702  1.00  0.00           C  
HETATM   31  C25 UNL     1      -3.620  -2.920   1.682  1.00  0.00           C  
HETATM   32  C26 UNL     1      -2.629  -3.305   2.538  1.00  0.00           C  
HETATM   33  C27 UNL     1      -1.404  -2.673   2.362  1.00  0.00           C  
HETATM   34  O7  UNL     1      -0.533  -3.101   3.196  1.00  0.00           O  
HETATM   35  O8  UNL     1      -1.176  -1.770   1.458  1.00  0.00           O  
HETATM   36  C28 UNL     1      -2.111  -1.392   0.632  1.00  0.00           C  
HETATM   37  H1  UNL     1       1.229  -1.751   4.631  1.00  0.00           H  
HETATM   38  H2  UNL     1       2.564  -2.563   3.763  1.00  0.00           H  
HETATM   39  H3  UNL     1       2.714  -0.834   4.422  1.00  0.00           H  
HETATM   40  H4  UNL     1       3.891  -2.251   2.323  1.00  0.00           H  
HETATM   41  H5  UNL     1       5.140  -2.389   0.277  1.00  0.00           H  
HETATM   42  H6  UNL     1       5.380  -1.900  -1.996  1.00  0.00           H  
HETATM   43  H7  UNL     1       4.436  -0.823  -4.088  1.00  0.00           H  
HETATM   44  H8  UNL     1      -0.070   0.013   1.401  1.00  0.00           H  
HETATM   45  H9  UNL     1       1.593   1.882  -0.227  1.00  0.00           H  
HETATM   46  H10 UNL     1       1.838   3.768   2.528  1.00  0.00           H  
HETATM   47  H11 UNL     1       0.124   4.114   2.679  1.00  0.00           H  
HETATM   48  H12 UNL     1       0.887   4.470   1.134  1.00  0.00           H  
HETATM   49  H13 UNL     1      -1.423   2.094  -0.058  1.00  0.00           H  
HETATM   50  H14 UNL     1      -1.179   4.215  -2.166  1.00  0.00           H  
HETATM   51  H15 UNL     1       0.217   4.115  -0.969  1.00  0.00           H  
HETATM   52  H16 UNL     1       0.535   4.119  -2.773  1.00  0.00           H  
HETATM   53  H17 UNL     1      -0.287  -0.192  -1.675  1.00  0.00           H  
HETATM   54  H18 UNL     1      -3.485   1.974  -3.816  1.00  0.00           H  
HETATM   55  H19 UNL     1      -4.303   0.419  -3.574  1.00  0.00           H  
HETATM   56  H20 UNL     1      -4.632   1.729  -2.446  1.00  0.00           H  
HETATM   57  H21 UNL     1      -4.981  -0.363  -1.794  1.00  0.00           H  
HETATM   58  H22 UNL     1      -5.372  -2.091   0.009  1.00  0.00           H  
HETATM   59  H23 UNL     1      -4.602  -3.356   1.725  1.00  0.00           H  
HETATM   60  H24 UNL     1      -2.804  -4.053   3.288  1.00  0.00           H  
CONECT    1    2   37   38   39
CONECT    2    3
CONECT    3    4    4   13
CONECT    4    5   40
CONECT    5    6    6   41
CONECT    6    7   12
CONECT    7    8    8   42
CONECT    8    9   43
CONECT    9   10   10   11
CONECT   11   12
CONECT   12   13   13
CONECT   13   14
CONECT   14   15   23   44
CONECT   15   16   19   45
CONECT   16   17   18   18
CONECT   17   46   47   48
CONECT   19   20   23   49
CONECT   20   21   22   22
CONECT   21   50   51   52
CONECT   23   24   53
CONECT   24   25   25   36
CONECT   25   26   28
CONECT   26   27
CONECT   27   54   55   56
CONECT   28   29   29   57
CONECT   29   30   58
CONECT   30   31   36   36
CONECT   31   32   32   59
CONECT   32   33   60
CONECT   33   34   34   35
CONECT   35   36
END

HMDB0031829
     RDKit          3D
Bisosthenon B
 60 64  0  0  0  0  0  0  0  0999 V2000
    2.0655   -1.5877    3.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5855   -1.0353    2.6661 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2615   -1.1022    1.4746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4689   -1.7752    1.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1853   -1.8574    0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6971   -1.2691   -0.8343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4442   -1.3740   -2.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9254   -0.7861   -3.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7074   -0.1312   -3.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2607    0.3974   -4.0880 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0745   -0.0816   -1.8838 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4917   -0.6078   -0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7209   -0.4826    0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4082    0.1169    0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6417    1.6596    0.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5254    2.3486    1.5668 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8699    3.7225    1.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0559    1.6223    2.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5712    1.6303   -0.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3259    2.3279   -1.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1657    3.8070   -1.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2387    1.7882   -2.9872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5660    0.1216   -0.6947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9183   -0.4413   -0.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9674   -0.0933   -1.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7570    0.8550   -2.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926    1.2411   -3.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2186   -0.6587   -1.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4122   -1.5917   -0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3942   -1.9512    0.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6196   -2.9195    1.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6287   -3.3052    2.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044   -2.6728    2.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5334   -3.1009    3.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762   -1.7696    1.4576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1109   -1.3917    0.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2293   -1.7509    4.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5642   -2.5629    3.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7140   -0.8341    4.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8910   -2.2507    2.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1403   -2.3889    0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3804   -1.9003   -1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4357   -0.8228   -4.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0697    0.0129    1.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925    1.8824   -0.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8376    3.7685    2.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1240    4.1135    2.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8870    4.4701    1.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4231    2.0939   -0.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1788    4.2154   -2.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2171    4.1153   -0.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347    4.1191   -2.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2867   -0.1923   -1.6751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4852    1.9742   -3.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3033    0.4190   -3.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6321    1.7293   -2.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9808   -0.3632   -1.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3718   -2.0912    0.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6016   -3.3560    1.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8036   -4.0526    3.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 19 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  1  0
 13  3  1  0
 23 14  1  0
 36 24  1  0
 12  6  1  0
 36 30  2  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  5 41  1  0
  7 42  1  0
  8 43  1  0
 14 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 19 49  1  0
 21 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 27 54  1  0
 27 55  1  0
 27 56  1  0
 28 57  1  0
 29 58  1  0
 31 59  1  0
 32 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₈H₂₄O₈

Average Molecular Weight

488.4854

Monoisotopic Molecular Weight

488.147117744

IUPAC Name

8-[2,3-diacetyl-4-(7-methoxy-2-oxo-2H-chromen-8-yl)cyclobutyl]-7-methoxy-2H-chromen-2-one

Traditional Name

8-[2,3-diacetyl-4-(7-methoxy-2-oxochromen-8-yl)cyclobutyl]-7-methoxychromen-2-one

CAS Registry Number

Not Available

SMILES

COC1=C(C2C(C(C2C2=C(OC)C=CC3=C2OC(=O)C=C3)C(C)=O)C(C)=O)C2=C(C=CC(=O)O2)C=C1

InChI Identifier

InChI=1S/C28H24O8/c1-13(29)21-22(14(2)30)26(24-18(34-4)10-6-16-8-12-20(32)36-28(16)24)25(21)23-17(33-3)9-5-15-7-11-19(31)35-27(15)23/h5-12,21-22,25-26H,1-4H3

InChI Key

WZTQDHIHDRTWFQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclobutane lignans. These are lignans with a structure characterized by to phenylpropanoid units coupled together through the C7-C7' and C8-C8' bonds, forming a cyclobutane ring with the C7, C7', C8', and C8 atoms.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Cyclobutane lignans

Sub Class

Not Available

Direct Parent

Cyclobutane lignans

Alternative Parents

Substituents

Cyclobutane lignan skeleton
Lignan lactone
Dibenzylbutane lignan skeleton
Stilbene
Coumarin
Benzopyran
1-benzopyran
Anisole
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Lactone
Ketone
Oxacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0031829)

Cellular substructure

Membrane (HMDB: HMDB0031829)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031829)

Source

Endogenous

Endogenous (HMDB: HMDB0031829)

Plant

Plant (HMDB: HMDB0031829)

Exogenous

Food

Food (HMDB: HMDB0031829)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0018 g/L	ALOGPS
logP	3.47	ALOGPS
logP	3.03	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	16.82	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	105.2 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	131.18 m³·mol⁻¹	ChemAxon
Polarizability	49.14 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	212.159	31661259
DarkChem	[M-H]-	206.938	31661259
DeepCCS	[M+H]+	208.227	30932474
DeepCCS	[M-H]-	205.831	30932474
DeepCCS	[M-2H]-	238.716	30932474
DeepCCS	[M+Na]+	214.14	30932474
AllCCS	[M+H]+	214.0	32859911
AllCCS	[M+H-H2O]+	211.7	32859911
AllCCS	[M+NH4]+	216.2	32859911
AllCCS	[M+Na]+	216.8	32859911
AllCCS	[M-H]-	221.3	32859911
AllCCS	[M+Na-2H]-	222.1	32859911
AllCCS	[M+HCOO]-	223.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bisosthenon B	COC1=C(C2C(C(C2C2=C(OC)C=CC3=C2OC(=O)C=C3)C(C)=O)C(C)=O)C2=C(C=CC(=O)O2)C=C1	5304.2	Standard polar	33892256
Bisosthenon B	COC1=C(C2C(C(C2C2=C(OC)C=CC3=C2OC(=O)C=C3)C(C)=O)C(C)=O)C2=C(C=CC(=O)O2)C=C1	3954.2	Standard non polar	33892256
Bisosthenon B	COC1=C(C2C(C(C2C2=C(OC)C=CC3=C2OC(=O)C=C3)C(C)=O)C(C)=O)C2=C(C=CC(=O)O2)C=C1	4082.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bisosthenon B,1TMS,isomer #1	COC1=CC=C2C=CC(=O)OC2=C1C1C(=C(C)O[Si](C)(C)C)C(C(C)=O)C1C1=C(OC)C=CC2=C1OC(=O)C=C2	4164.7	Semi standard non polar	33892256
Bisosthenon B,1TMS,isomer #1	COC1=CC=C2C=CC(=O)OC2=C1C1C(=C(C)O[Si](C)(C)C)C(C(C)=O)C1C1=C(OC)C=CC2=C1OC(=O)C=C2	4033.6	Standard non polar	33892256
Bisosthenon B,1TMS,isomer #2	C=C(O[Si](C)(C)C)C1C(C(C)=O)C(C2=C(OC)C=CC3=C2OC(=O)C=C3)C1C1=C(OC)C=CC2=C1OC(=O)C=C2	4172.2	Semi standard non polar	33892256
Bisosthenon B,1TMS,isomer #2	C=C(O[Si](C)(C)C)C1C(C(C)=O)C(C2=C(OC)C=CC3=C2OC(=O)C=C3)C1C1=C(OC)C=CC2=C1OC(=O)C=C2	3899.5	Standard non polar	33892256
Bisosthenon B,2TMS,isomer #1	COC1=CC=C2C=CC(=O)OC2=C1C1C(=C(C)O[Si](C)(C)C)C(=C(C)O[Si](C)(C)C)C1C1=C(OC)C=CC2=C1OC(=O)C=C2	4111.4	Semi standard non polar	33892256
Bisosthenon B,2TMS,isomer #1	COC1=CC=C2C=CC(=O)OC2=C1C1C(=C(C)O[Si](C)(C)C)C(=C(C)O[Si](C)(C)C)C1C1=C(OC)C=CC2=C1OC(=O)C=C2	4131.6	Standard non polar	33892256
Bisosthenon B,2TMS,isomer #2	C=C(O[Si](C)(C)C)C1C(=C(C)O[Si](C)(C)C)C(C2=C(OC)C=CC3=C2OC(=O)C=C3)C1C1=C(OC)C=CC2=C1OC(=O)C=C2	4105.8	Semi standard non polar	33892256
Bisosthenon B,2TMS,isomer #2	C=C(O[Si](C)(C)C)C1C(=C(C)O[Si](C)(C)C)C(C2=C(OC)C=CC3=C2OC(=O)C=C3)C1C1=C(OC)C=CC2=C1OC(=O)C=C2	4034.2	Standard non polar	33892256
Bisosthenon B,2TMS,isomer #3	C=C(O[Si](C)(C)C)C1C(C(=C)O[Si](C)(C)C)C(C2=C(OC)C=CC3=C2OC(=O)C=C3)C1C1=C(OC)C=CC2=C1OC(=O)C=C2	4091.2	Semi standard non polar	33892256
Bisosthenon B,2TMS,isomer #3	C=C(O[Si](C)(C)C)C1C(C(=C)O[Si](C)(C)C)C(C2=C(OC)C=CC3=C2OC(=O)C=C3)C1C1=C(OC)C=CC2=C1OC(=O)C=C2	3940.8	Standard non polar	33892256
Bisosthenon B,1TBDMS,isomer #1	COC1=CC=C2C=CC(=O)OC2=C1C1C(=C(C)O[Si](C)(C)C(C)(C)C)C(C(C)=O)C1C1=C(OC)C=CC2=C1OC(=O)C=C2	4375.1	Semi standard non polar	33892256
Bisosthenon B,1TBDMS,isomer #1	COC1=CC=C2C=CC(=O)OC2=C1C1C(=C(C)O[Si](C)(C)C(C)(C)C)C(C(C)=O)C1C1=C(OC)C=CC2=C1OC(=O)C=C2	4219.6	Standard non polar	33892256
Bisosthenon B,1TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C1C(C(C)=O)C(C2=C(OC)C=CC3=C2OC(=O)C=C3)C1C1=C(OC)C=CC2=C1OC(=O)C=C2	4396.4	Semi standard non polar	33892256
Bisosthenon B,1TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C1C(C(C)=O)C(C2=C(OC)C=CC3=C2OC(=O)C=C3)C1C1=C(OC)C=CC2=C1OC(=O)C=C2	4068.9	Standard non polar	33892256
Bisosthenon B,2TBDMS,isomer #1	COC1=CC=C2C=CC(=O)OC2=C1C1C(=C(C)O[Si](C)(C)C(C)(C)C)C(=C(C)O[Si](C)(C)C(C)(C)C)C1C1=C(OC)C=CC2=C1OC(=O)C=C2	4537.4	Semi standard non polar	33892256
Bisosthenon B,2TBDMS,isomer #1	COC1=CC=C2C=CC(=O)OC2=C1C1C(=C(C)O[Si](C)(C)C(C)(C)C)C(=C(C)O[Si](C)(C)C(C)(C)C)C1C1=C(OC)C=CC2=C1OC(=O)C=C2	4446.0	Standard non polar	33892256
Bisosthenon B,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C1C(=C(C)O[Si](C)(C)C(C)(C)C)C(C2=C(OC)C=CC3=C2OC(=O)C=C3)C1C1=C(OC)C=CC2=C1OC(=O)C=C2	4519.1	Semi standard non polar	33892256
Bisosthenon B,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C1C(=C(C)O[Si](C)(C)C(C)(C)C)C(C2=C(OC)C=CC3=C2OC(=O)C=C3)C1C1=C(OC)C=CC2=C1OC(=O)C=C2	4358.1	Standard non polar	33892256
Bisosthenon B,2TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)C1C(C(=C)O[Si](C)(C)C(C)(C)C)C(C2=C(OC)C=CC3=C2OC(=O)C=C3)C1C1=C(OC)C=CC2=C1OC(=O)C=C2	4547.2	Semi standard non polar	33892256
Bisosthenon B,2TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)C1C(C(=C)O[Si](C)(C)C(C)(C)C)C(C2=C(OC)C=CC3=C2OC(=O)C=C3)C1C1=C(OC)C=CC2=C1OC(=O)C=C2	4254.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Bisosthenon B GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-3113900000-57e6e4029c4d84a1137f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bisosthenon B GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisosthenon B 10V, Positive-QTOF	splash10-000i-0001900000-3acaf12a644f7cbda4a2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisosthenon B 20V, Positive-QTOF	splash10-0079-0002900000-9e1008201e743d537f02	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisosthenon B 40V, Positive-QTOF	splash10-0zi1-1032900000-9f2cae56d7d1109b7625	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisosthenon B 10V, Negative-QTOF	splash10-000i-0000900000-a8df861bc01f0977eb0a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisosthenon B 20V, Negative-QTOF	splash10-002r-0400900000-c123871a9b0b4976cd60	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisosthenon B 40V, Negative-QTOF	splash10-004i-1311900000-c14ec1cc811ba16e57cb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisosthenon B 10V, Negative-QTOF	splash10-000i-0300900000-04f0e7999b2f07444eb1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisosthenon B 20V, Negative-QTOF	splash10-01rj-0010900000-300463d70c143eb5b88a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisosthenon B 40V, Negative-QTOF	splash10-000i-0240900000-e28de786e677d1a5a342	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisosthenon B 10V, Positive-QTOF	splash10-000b-0000900000-d8399c08b386df7e971c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisosthenon B 20V, Positive-QTOF	splash10-006t-0150900000-4e54010d9356f00f5433	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisosthenon B 40V, Positive-QTOF	splash10-004m-2920400000-0701f5b8ccfd23744f92	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008507

KNApSAcK ID

Not Available

Chemspider ID

35013386

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14409176

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Bisosthenon B (HMDB0031829)

MOL for HMDB0031829 (Bisosthenon B)

3D MOL for HMDB0031829 (Bisosthenon B)

3D SDF for HMDB0031829 (Bisosthenon B)

3D-SDF for HMDB0031829 (Bisosthenon B)

PDB for HMDB0031829 (Bisosthenon B)

3D PDB for HMDB0031829 (Bisosthenon B)

SMILES for HMDB0031829 (Bisosthenon B)

INCHI for HMDB0031829 (Bisosthenon B)

Structure for HMDB0031829 (Bisosthenon B)

3D Structure for HMDB0031829 (Bisosthenon B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra