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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:56:18 UTC

Update Date

2021-09-26 22:58:51 UTC

HMDB ID

HMDB0248523

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Apogossypol

Description

Apogossypol belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position. Based on a literature review a significant number of articles have been published on Apogossypol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Apogossypol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Apogossypol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1652309112103562D          

 34 37  0  0  0  0            999 V2000
   -0.7145    1.2375    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
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    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
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    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
    0.0000   -1.6500    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
  2 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  8 15  1  0  0  0  0
  7 16  1  0  0  0  0
  4 17  1  0  0  0  0
  3 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 21 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 27 32  1  0  0  0  0
 26 33  1  0  0  0  0
 19 34  1  0  0  0  0
M  END

HMDB0248523
     RDKit          3D
Apogossypol
 64 67  0  0  0  0  0  0  0  0999 V2000
   -1.2209   -1.8817    1.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5970   -0.9863    0.7681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9720   -0.7786    0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4014    0.0654   -0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7395    0.3684   -0.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7816   -0.4227    0.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5558    0.3409    1.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6706   -1.8860    0.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0718    1.3224   -1.6410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3607    1.7068   -1.8716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1131    1.9603   -2.4321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4139    2.9015   -3.3991 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8088    1.6432   -2.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4673    0.7025   -1.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1529    0.4966   -1.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2154    1.1452   -1.8398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6931   -0.3530    0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7373   -0.3277    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5824   -1.1527   -0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0896   -2.2921   -1.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9741   -0.9503   -0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4312    0.1146    0.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8173    0.3575    0.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6941   -0.5234   -0.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8872   -1.8725    0.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7626   -0.3679   -1.8825 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2656    1.4282    1.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5977    1.7642    1.2483 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4216    2.2985    1.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8821    3.3729    2.5488 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0795    2.0534    1.7375 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6053    0.9809    0.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564    0.7234    0.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3814    1.5640    1.5872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1431   -2.4862    2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3986   -2.5569    1.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0055   -1.2769    2.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6977   -1.2372    1.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6318   -0.3705   -0.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9175    1.2654    1.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6670   -0.2563    1.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5274    0.7386    0.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8274   -2.3004   -0.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5628   -2.4207   -0.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7224   -2.3491    1.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1908    1.4320   -1.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3099    3.2007   -3.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0165    2.1005   -2.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7533    0.9495   -1.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1607   -2.0813   -2.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6752   -3.1860   -1.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0073   -2.4853   -1.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6509   -1.6041   -0.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7619   -0.0512   -0.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0834   -2.0372    0.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8241   -2.0465    0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8040   -2.7068   -0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7048    0.2402   -2.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0087   -1.3463   -2.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9717    0.2044   -2.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3577    1.3541    0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8708    3.6389    2.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3816    2.7152    2.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6128    1.4436    1.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 23 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 17  2  1  0
 33 18  1  0
 14  4  1  0
 32 22  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  8 45  1  0
 10 46  1  0
 12 47  1  0
 13 48  1  0
 16 49  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
 26 59  1  0
 26 60  1  0
 28 61  1  0
 30 62  1  0
 31 63  1  0
 34 64  1  0
M  END

  Mrv1652309112103562D          

 34 37  0  0  0  0            999 V2000
   -0.7145    1.2375    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
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    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
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    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
    0.0000   -1.6500    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
  2 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  8 15  1  0  0  0  0
  7 16  1  0  0  0  0
  4 17  1  0  0  0  0
  3 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 21 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 27 32  1  0  0  0  0
 26 33  1  0  0  0  0
 19 34  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248523

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=C(O)C(O)=CC2=C(O)C(=C(C)C=C12)C1=C(C)C=C2C(C=C(O)C(O)=C2C(C)C)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C28H30O6/c1-11(2)21-15-7-13(5)23(25(31)17(15)9-19(29)27(21)33)24-14(6)8-16-18(26(24)32)10-20(30)28(34)22(16)12(3)4/h7-12,29-34H,1-6H3

> <INCHI_KEY>
PBJKWGWHZVXBGU-UHFFFAOYSA-N

> <FORMULA>
C28H30O6

> <MOLECULAR_WEIGHT>
462.542

> <EXACT_MASS>
462.204238686

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
51.880926233106734

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,3'-dimethyl-5,5'-bis(propan-2-yl)-[2,2'-binaphthalene]-1,1',6,6',7,7'-hexol

> <ALOGPS_LOGP>
4.27

> <JCHEM_LOGP>
7.294893841333334

> <ALOGPS_LOGS>
-5.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.171763160891604

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.676564146628847

> <JCHEM_PKA_STRONGEST_BASIC>
-5.721058568778099

> <JCHEM_POLAR_SURFACE_AREA>
121.38000000000001

> <JCHEM_REFRACTIVITY>
134.444

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.83e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,5'-diisopropyl-3,3'-dimethyl-[2,2'-binaphthalene]-1,1',6,6',7,7'-hexol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248523
     RDKit          3D
Apogossypol
 64 67  0  0  0  0  0  0  0  0999 V2000
   -1.2209   -1.8817    1.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5970   -0.9863    0.7681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9720   -0.7786    0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4014    0.0654   -0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7395    0.3684   -0.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7816   -0.4227    0.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5558    0.3409    1.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6706   -1.8860    0.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0718    1.3224   -1.6410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3607    1.7068   -1.8716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1131    1.9603   -2.4321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4139    2.9015   -3.3991 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8088    1.6432   -2.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4673    0.7025   -1.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1529    0.4966   -1.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2154    1.1452   -1.8398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6931   -0.3530    0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7373   -0.3277    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5824   -1.1527   -0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0896   -2.2921   -1.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9741   -0.9503   -0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4312    0.1146    0.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8173    0.3575    0.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6941   -0.5234   -0.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8872   -1.8725    0.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7626   -0.3679   -1.8825 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2656    1.4282    1.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5977    1.7642    1.2483 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4216    2.2985    1.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8821    3.3729    2.5488 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0795    2.0534    1.7375 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6053    0.9809    0.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564    0.7234    0.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3814    1.5640    1.5872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1431   -2.4862    2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3986   -2.5569    1.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0055   -1.2769    2.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6977   -1.2372    1.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6318   -0.3705   -0.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9175    1.2654    1.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6670   -0.2563    1.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5274    0.7386    0.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8274   -2.3004   -0.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5628   -2.4207   -0.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7224   -2.3491    1.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1908    1.4320   -1.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3099    3.2007   -3.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0165    2.1005   -2.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7533    0.9495   -1.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1607   -2.0813   -2.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6752   -3.1860   -1.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0073   -2.4853   -1.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6509   -1.6041   -0.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7619   -0.0512   -0.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0834   -2.0372    0.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8241   -2.0465    0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8040   -2.7068   -0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7048    0.2402   -2.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0087   -1.3463   -2.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9717    0.2044   -2.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3577    1.3541    0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8708    3.6389    2.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3816    2.7152    2.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6128    1.4436    1.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 23 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 17  2  1  0
 33 18  1  0
 14  4  1  0
 32 22  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  8 45  1  0
 10 46  1  0
 12 47  1  0
 13 48  1  0
 16 49  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
 26 59  1  0
 26 60  1  0
 28 61  1  0
 30 62  1  0
 31 63  1  0
 34 64  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -9.336   2.310   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4   18                                                  
CONECT    4    3    5   17                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9   15                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9    5   11                                                  
CONECT   11   10    2                                                       
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    8                                                            
CONECT   16    7                                                            
CONECT   17    4                                                            
CONECT   18    3   19   23                                                  
CONECT   19   18   20   34                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   28                                                  
CONECT   22   21   23   25                                                  
CONECT   23   22   18   24                                                  
CONECT   24   23                                                            
CONECT   25   22   26                                                       
CONECT   26   25   27   33                                                  
CONECT   27   26   28   32                                                  
CONECT   28   27   21   29                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   27                                                            
CONECT   33   26                                                            
CONECT   34   19                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

COMPND    HMDB0248523
HETATM    1  C1  UNL     1      -1.221  -1.882   1.891  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.597  -0.986   0.768  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.972  -0.779   0.517  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.401   0.065  -0.505  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.740   0.368  -0.670  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.782  -0.423   0.009  1.00  0.00           C  
HETATM    7  C7  UNL     1      -6.556   0.341   1.025  1.00  0.00           C  
HETATM    8  C8  UNL     1      -5.671  -1.886   0.093  1.00  0.00           C  
HETATM    9  C9  UNL     1      -5.072   1.322  -1.641  1.00  0.00           C  
HETATM   10  O1  UNL     1      -6.361   1.707  -1.872  1.00  0.00           O  
HETATM   11  C10 UNL     1      -4.113   1.960  -2.432  1.00  0.00           C  
HETATM   12  O2  UNL     1      -4.414   2.901  -3.399  1.00  0.00           O  
HETATM   13  C11 UNL     1      -2.809   1.643  -2.245  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.467   0.702  -1.282  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.153   0.497  -1.035  1.00  0.00           C  
HETATM   16  O3  UNL     1      -0.215   1.145  -1.840  1.00  0.00           O  
HETATM   17  C14 UNL     1      -0.693  -0.353   0.001  1.00  0.00           C  
HETATM   18  C15 UNL     1       0.737  -0.328   0.164  1.00  0.00           C  
HETATM   19  C16 UNL     1       1.582  -1.153  -0.490  1.00  0.00           C  
HETATM   20  C17 UNL     1       1.090  -2.292  -1.305  1.00  0.00           C  
HETATM   21  C18 UNL     1       2.974  -0.950  -0.440  1.00  0.00           C  
HETATM   22  C19 UNL     1       3.431   0.115   0.303  1.00  0.00           C  
HETATM   23  C20 UNL     1       4.817   0.357   0.373  1.00  0.00           C  
HETATM   24  C21 UNL     1       5.694  -0.523  -0.427  1.00  0.00           C  
HETATM   25  C22 UNL     1       5.887  -1.872   0.201  1.00  0.00           C  
HETATM   26  C23 UNL     1       5.763  -0.368  -1.883  1.00  0.00           C  
HETATM   27  C24 UNL     1       5.266   1.428   1.117  1.00  0.00           C  
HETATM   28  O4  UNL     1       6.598   1.764   1.248  1.00  0.00           O  
HETATM   29  C25 UNL     1       4.422   2.298   1.815  1.00  0.00           C  
HETATM   30  O5  UNL     1       4.882   3.373   2.549  1.00  0.00           O  
HETATM   31  C26 UNL     1       3.079   2.053   1.737  1.00  0.00           C  
HETATM   32  C27 UNL     1       2.605   0.981   0.997  1.00  0.00           C  
HETATM   33  C28 UNL     1       1.256   0.723   0.903  1.00  0.00           C  
HETATM   34  O6  UNL     1       0.381   1.564   1.587  1.00  0.00           O  
HETATM   35  H1  UNL     1      -2.143  -2.486   2.144  1.00  0.00           H  
HETATM   36  H2  UNL     1      -0.399  -2.557   1.680  1.00  0.00           H  
HETATM   37  H3  UNL     1      -1.006  -1.277   2.825  1.00  0.00           H  
HETATM   38  H4  UNL     1      -3.698  -1.237   1.138  1.00  0.00           H  
HETATM   39  H5  UNL     1      -6.632  -0.371  -0.899  1.00  0.00           H  
HETATM   40  H6  UNL     1      -5.918   1.265   1.302  1.00  0.00           H  
HETATM   41  H7  UNL     1      -6.667  -0.256   1.983  1.00  0.00           H  
HETATM   42  H8  UNL     1      -7.527   0.739   0.770  1.00  0.00           H  
HETATM   43  H9  UNL     1      -4.827  -2.300  -0.539  1.00  0.00           H  
HETATM   44  H10 UNL     1      -6.563  -2.421  -0.435  1.00  0.00           H  
HETATM   45  H11 UNL     1      -5.722  -2.349   1.094  1.00  0.00           H  
HETATM   46  H12 UNL     1      -7.191   1.432  -1.435  1.00  0.00           H  
HETATM   47  H13 UNL     1      -5.310   3.201  -3.670  1.00  0.00           H  
HETATM   48  H14 UNL     1      -2.016   2.101  -2.817  1.00  0.00           H  
HETATM   49  H15 UNL     1       0.753   0.950  -1.665  1.00  0.00           H  
HETATM   50  H16 UNL     1       1.161  -2.081  -2.397  1.00  0.00           H  
HETATM   51  H17 UNL     1       1.675  -3.186  -1.068  1.00  0.00           H  
HETATM   52  H18 UNL     1      -0.007  -2.485  -1.070  1.00  0.00           H  
HETATM   53  H19 UNL     1       3.651  -1.604  -0.947  1.00  0.00           H  
HETATM   54  H20 UNL     1       6.762  -0.051  -0.112  1.00  0.00           H  
HETATM   55  H21 UNL     1       5.083  -2.037   0.992  1.00  0.00           H  
HETATM   56  H22 UNL     1       6.824  -2.047   0.729  1.00  0.00           H  
HETATM   57  H23 UNL     1       5.804  -2.707  -0.555  1.00  0.00           H  
HETATM   58  H24 UNL     1       6.705   0.240  -2.189  1.00  0.00           H  
HETATM   59  H25 UNL     1       6.009  -1.346  -2.404  1.00  0.00           H  
HETATM   60  H26 UNL     1       4.972   0.204  -2.395  1.00  0.00           H  
HETATM   61  H27 UNL     1       7.358   1.354   0.847  1.00  0.00           H  
HETATM   62  H28 UNL     1       5.871   3.639   2.620  1.00  0.00           H  
HETATM   63  H29 UNL     1       2.382   2.715   2.269  1.00  0.00           H  
HETATM   64  H30 UNL     1      -0.613   1.444   1.597  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3    3   17
CONECT    3    4   38
CONECT    4    5    5   14
CONECT    5    6    9
CONECT    6    7    8   39
CONECT    7   40   41   42
CONECT    8   43   44   45
CONECT    9   10   11   11
CONECT   10   46
CONECT   11   12   13
CONECT   12   47
CONECT   13   14   14   48
CONECT   14   15
CONECT   15   16   17   17
CONECT   16   49
CONECT   17   18
CONECT   18   19   19   33
CONECT   19   20   21
CONECT   20   50   51   52
CONECT   21   22   22   53
CONECT   22   23   32
CONECT   23   24   27   27
CONECT   24   25   26   54
CONECT   25   55   56   57
CONECT   26   58   59   60
CONECT   27   28   29
CONECT   28   61
CONECT   29   30   31   31
CONECT   30   62
CONECT   31   32   63
CONECT   32   33   33
CONECT   33   34
CONECT   34   64
END

HMDB0248523
     RDKit          3D
Apogossypol
 64 67  0  0  0  0  0  0  0  0999 V2000
   -1.2209   -1.8817    1.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5970   -0.9863    0.7681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9720   -0.7786    0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4014    0.0654   -0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7395    0.3684   -0.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7816   -0.4227    0.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5558    0.3409    1.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6706   -1.8860    0.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0718    1.3224   -1.6410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3607    1.7068   -1.8716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1131    1.9603   -2.4321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4139    2.9015   -3.3991 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8088    1.6432   -2.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4673    0.7025   -1.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1529    0.4966   -1.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2154    1.1452   -1.8398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6931   -0.3530    0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7373   -0.3277    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5824   -1.1527   -0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0896   -2.2921   -1.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9741   -0.9503   -0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4312    0.1146    0.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8173    0.3575    0.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6941   -0.5234   -0.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8872   -1.8725    0.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7626   -0.3679   -1.8825 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2656    1.4282    1.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5977    1.7642    1.2483 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4216    2.2985    1.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8821    3.3729    2.5488 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0795    2.0534    1.7375 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6053    0.9809    0.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564    0.7234    0.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3814    1.5640    1.5872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1431   -2.4862    2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3986   -2.5569    1.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0055   -1.2769    2.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6977   -1.2372    1.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6318   -0.3705   -0.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9175    1.2654    1.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6670   -0.2563    1.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5274    0.7386    0.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8274   -2.3004   -0.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5628   -2.4207   -0.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7224   -2.3491    1.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1908    1.4320   -1.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3099    3.2007   -3.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0165    2.1005   -2.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7533    0.9495   -1.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1607   -2.0813   -2.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6752   -3.1860   -1.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0073   -2.4853   -1.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6509   -1.6041   -0.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7619   -0.0512   -0.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0834   -2.0372    0.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8241   -2.0465    0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8040   -2.7068   -0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7048    0.2402   -2.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0087   -1.3463   -2.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9717    0.2044   -2.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3577    1.3541    0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8708    3.6389    2.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3816    2.7152    2.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6128    1.4436    1.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 23 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 17  2  1  0
 33 18  1  0
 14  4  1  0
 32 22  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  8 45  1  0
 10 46  1  0
 12 47  1  0
 13 48  1  0
 16 49  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
 26 59  1  0
 26 60  1  0
 28 61  1  0
 30 62  1  0
 31 63  1  0
 34 64  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₈H₃₀O₆

Average Molecular Weight

462.542

Monoisotopic Molecular Weight

462.204238686

IUPAC Name

3,3'-dimethyl-5,5'-bis(propan-2-yl)-[2,2'-binaphthalene]-1,1',6,6',7,7'-hexol

Traditional Name

5,5'-diisopropyl-3,3'-dimethyl-[2,2'-binaphthalene]-1,1',6,6',7,7'-hexol

CAS Registry Number

Not Available

SMILES

CC(C)C1=C(O)C(O)=CC2=C(O)C(=C(C)C=C12)C1=C(C)C=C2C(C=C(O)C(O)=C2C(C)C)=C1O

InChI Identifier

InChI=1S/C28H30O6/c1-11(2)21-15-7-13(5)23(25(31)17(15)9-19(29)27(21)33)24-14(6)8-16-18(26(24)32)10-20(30)28(34)22(16)12(3)4/h7-12,29-34H,1-6H3

InChI Key

PBJKWGWHZVXBGU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthols and derivatives

Direct Parent

Naphthols and derivatives

Alternative Parents

Substituents

1-naphthol
2-naphthol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Polyol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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
logP	4.27	ALOGPS
logP	7.29	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	8.68	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	121.38 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	134.44 m³·mol⁻¹	ChemAxon
Polarizability	51.88 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	246.836	30932474
DeepCCS	[M+Na]+	222.231	30932474
AllCCS	[M+H]+	213.8	32859911
AllCCS	[M+H-H2O]+	211.5	32859911
AllCCS	[M+NH4]+	215.9	32859911
AllCCS	[M+Na]+	216.5	32859911
AllCCS	[M-H]-	213.9	32859911
AllCCS	[M+Na-2H]-	214.3	32859911
AllCCS	[M+HCOO]-	214.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Apogossypol	CC(C)C1=C(O)C(O)=CC2=C(O)C(=C(C)C=C12)C1=C(C)C=C2C(C=C(O)C(O)=C2C(C)C)=C1O	5870.1	Standard polar	33892256
Apogossypol	CC(C)C1=C(O)C(O)=CC2=C(O)C(=C(C)C=C12)C1=C(C)C=C2C(C=C(O)C(O)=C2C(C)C)=C1O	3769.4	Standard non polar	33892256
Apogossypol	CC(C)C1=C(O)C(O)=CC2=C(O)C(=C(C)C=C12)C1=C(C)C=C2C(C=C(O)C(O)=C2C(C)C)=C1O	4099.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000t-0000900000-a5e515b4b94b48e35745	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_3_8) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_3_9) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_3_10) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Apogossypol GC-MS (TMS_4_1) - 70eV, Positive	Not Available	2021-11-03	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 - Apogossypol 10V, Positive-QTOF	splash10-03di-0000900000-6267b2e662aedb43849e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apogossypol 20V, Positive-QTOF	splash10-03di-0000900000-3ad479ec508dc92acd67	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apogossypol 40V, Positive-QTOF	splash10-029b-0323900000-e10a29f55934112ce371	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apogossypol 10V, Negative-QTOF	splash10-03di-0000900000-58e26f8f0b80f4864bc6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apogossypol 20V, Negative-QTOF	splash10-03di-0000900000-ed0366bb704a29709f4e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Apogossypol 40V, Negative-QTOF	splash10-014i-0035900000-f47cb92a8e0068386e69	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

400537

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

454878

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Apogossypol (HMDB0248523)

MOL for HMDB0248523 (Apogossypol)

3D MOL for HMDB0248523 (Apogossypol)

3D SDF for HMDB0248523 (Apogossypol)

3D-SDF for HMDB0248523 (Apogossypol)

PDB for HMDB0248523 (Apogossypol)

3D PDB for HMDB0248523 (Apogossypol)

SMILES for HMDB0248523 (Apogossypol)

INCHI for HMDB0248523 (Apogossypol)

Structure for HMDB0248523 (Apogossypol)

3D Structure for HMDB0248523 (Apogossypol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra