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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:06:07 UTC

Update Date

2022-03-07 02:56:16 UTC

HMDB ID

HMDB0039597

Secondary Accession Numbers

HMDB39597

Metabolite Identification

Common Name

Colupdox a

Description

Colupdox a belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Colupdox a has been detected, but not quantified in, alcoholic beverages. This could make colupdox a a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Colupdox a.

Structure

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


  Mrv0541 05061311162D          

 31 33  0  0  0  0            999 V2000
   -1.0387    4.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3824    4.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8506   -1.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1145   -1.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1988    3.0915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549    2.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2850    3.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4826   -1.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8951   -0.5396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  9  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 15 11  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 19 14  1  0  0  0  0
 19 18  1  0  0  0  0
 20 15  1  0  0  0  0
 20 18  1  0  0  0  0
 21 18  2  0  0  0  0
 22 15  2  0  0  0  0
 23  5  1  0  0  0  0
 23  6  1  0  0  0  0
 23 17  1  0  0  0  0
 24  7  1  0  0  0  0
 24  8  1  0  0  0  0
 24 16  1  0  0  0  0
 25 10  1  0  0  0  0
 25 12  1  0  0  0  0
 25 21  1  0  0  0  0
 25 22  1  0  0  0  0
 26 19  2  0  0  0  0
 27 20  2  0  0  0  0
 28 21  1  0  0  0  0
 29 23  1  0  0  0  0
 30 17  1  0  0  0  0
 30 22  1  0  0  0  0
 31 16  1  0  0  0  0
 31 24  1  0  0  0  0
M  END

HMDB0039597
     RDKit          3D
Colupdox a
 67 69  0  0  0  0  0  0  0  0999 V2000
   -2.0152   -0.5944   -3.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1045   -1.7359   -2.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9869   -3.1124   -2.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2845   -1.5456   -0.8693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3999   -0.2042   -0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2443    0.1804    0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2691   -0.7413    1.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1463   -1.6897    1.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2144   -3.0466    2.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3339   -3.9400    1.7698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1819   -2.9418    3.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0112   -3.6847    1.8248 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1057   -1.5359    0.1845 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0220   -0.1043    0.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7688    0.7927   -0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0514    0.4326   -1.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4345   -0.9919   -1.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6668   -1.6715    0.0080 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8619   -1.2680   -0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6287   -0.2059   -0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6238   -2.3957   -1.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4534    2.2472   -0.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1764    3.1013   -0.9164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7431    2.5432    0.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1398    3.9376    0.6281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1410    4.1671    1.3150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3850    5.1027    0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9752    6.3929    0.6916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6938    5.1666   -1.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5100    1.5973    0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6491    1.9607    1.6309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0230   -0.9153   -4.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8965    0.0954   -3.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1331    0.0470   -2.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7510   -3.7675   -2.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2878   -3.0957   -3.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9608   -3.4997   -2.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3556   -2.4053   -0.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3576    0.5823   -1.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3108   -0.0589    0.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2647   -1.2850    1.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2095   -0.2118    2.8109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7641   -1.1791    2.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3348   -3.5164    1.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3044   -4.8081    2.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1715   -4.4157    0.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4806   -2.0907    3.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2962   -3.8462    4.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2097   -2.7752    4.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7154   -3.3954    2.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0316    0.7808   -2.2910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8359    1.0748   -0.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0926   -1.6554   -1.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9198    0.6501   -0.6646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0775    0.2194    0.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5487   -0.6739    0.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3749   -2.4846   -2.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3565   -3.3564   -0.8379 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7077   -2.1947   -1.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6754    5.1003    0.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0712    6.2662    0.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5772    6.4418    1.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6192    7.2389    0.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2060    5.4128   -1.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4594    5.9589   -1.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1333    4.2332   -1.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0388    1.3168    2.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
  8 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 15 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 24 30  2  0
 30 31  1  0
 14  6  1  0
 19 17  1  0
 30  6  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
 10 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 20 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 21 59  1  0
 27 60  1  0
 28 61  1  0
 28 62  1  0
 28 63  1  0
 29 64  1  0
 29 65  1  0
 29 66  1  0
 31 67  1  0
M  END


  Mrv0541 05061311162D          

 31 33  0  0  0  0            999 V2000
   -1.0387    4.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3824    4.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8506   -1.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1145   -1.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1988    3.0915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549    2.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2850    3.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4826   -1.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8951   -0.5396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  9  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 15 11  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 19 14  1  0  0  0  0
 19 18  1  0  0  0  0
 20 15  1  0  0  0  0
 20 18  1  0  0  0  0
 21 18  2  0  0  0  0
 22 15  2  0  0  0  0
 23  5  1  0  0  0  0
 23  6  1  0  0  0  0
 23 17  1  0  0  0  0
 24  7  1  0  0  0  0
 24  8  1  0  0  0  0
 24 16  1  0  0  0  0
 25 10  1  0  0  0  0
 25 12  1  0  0  0  0
 25 21  1  0  0  0  0
 25 22  1  0  0  0  0
 26 19  2  0  0  0  0
 27 20  2  0  0  0  0
 28 21  1  0  0  0  0
 29 23  1  0  0  0  0
 30 17  1  0  0  0  0
 30 22  1  0  0  0  0
 31 16  1  0  0  0  0
 31 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039597

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C(=O)C1=C(O)C2(CC=C(C)C)CC(OC2=C(CC2OC2(C)C)C1=O)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C25H36O6/c1-13(2)9-10-25-12-17(23(5,6)29)30-22(25)15(11-16-24(7,8)31-16)20(27)18(21(25)28)19(26)14(3)4/h9,14,16-17,28-29H,10-12H2,1-8H3

> <INCHI_KEY>
KXYBBCKZQBTXQB-UHFFFAOYSA-N

> <FORMULA>
C25H36O6

> <MOLECULAR_WEIGHT>
432.5497

> <EXACT_MASS>
432.251188884

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
48.225575526532594

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxy-2-(2-hydroxypropan-2-yl)-3a-(3-methylbut-2-en-1-yl)-5-(2-methylpropanoyl)-2,3,3a,6-tetrahydro-1-benzofuran-6-one

> <ALOGPS_LOGP>
3.24

> <JCHEM_LOGP>
3.442822126999999

> <ALOGPS_LOGS>
-4.57

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.307347980893741

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.538563799238459

> <JCHEM_PKA_STRONGEST_BASIC>
-3.102066882232138

> <JCHEM_POLAR_SURFACE_AREA>
96.36000000000001

> <JCHEM_REFRACTIVITY>
121.70599999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxy-2-(2-hydroxypropan-2-yl)-3a-(3-methylbut-2-en-1-yl)-5-(2-methylpropanoyl)-2,3-dihydro-1-benzofuran-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039597
     RDKit          3D
Colupdox a
 67 69  0  0  0  0  0  0  0  0999 V2000
   -2.0152   -0.5944   -3.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1045   -1.7359   -2.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9869   -3.1124   -2.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2845   -1.5456   -0.8693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3999   -0.2042   -0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2443    0.1804    0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2691   -0.7413    1.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1463   -1.6897    1.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2144   -3.0466    2.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3339   -3.9400    1.7698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1819   -2.9418    3.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0112   -3.6847    1.8248 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1057   -1.5359    0.1845 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0220   -0.1043    0.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7688    0.7927   -0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0514    0.4326   -1.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4345   -0.9919   -1.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6668   -1.6715    0.0080 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8619   -1.2680   -0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6287   -0.2059   -0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6238   -2.3957   -1.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4534    2.2472   -0.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1764    3.1013   -0.9164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7431    2.5432    0.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1398    3.9376    0.6281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1410    4.1671    1.3150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3850    5.1027    0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9752    6.3929    0.6916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6938    5.1666   -1.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5100    1.5973    0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6491    1.9607    1.6309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0230   -0.9153   -4.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8965    0.0954   -3.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1331    0.0470   -2.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7510   -3.7675   -2.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2878   -3.0957   -3.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9608   -3.4997   -2.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3556   -2.4053   -0.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3576    0.5823   -1.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3108   -0.0589    0.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2647   -1.2850    1.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2095   -0.2118    2.8109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7641   -1.1791    2.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3348   -3.5164    1.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3044   -4.8081    2.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1715   -4.4157    0.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4806   -2.0907    3.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2962   -3.8462    4.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2097   -2.7752    4.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7154   -3.3954    2.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0316    0.7808   -2.2910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8359    1.0748   -0.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0926   -1.6554   -1.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9198    0.6501   -0.6646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0775    0.2194    0.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5487   -0.6739    0.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3749   -2.4846   -2.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3565   -3.3564   -0.8379 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7077   -2.1947   -1.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6754    5.1003    0.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0712    6.2662    0.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5772    6.4418    1.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6192    7.2389    0.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2060    5.4128   -1.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4594    5.9589   -1.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1333    4.2332   -1.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0388    1.3168    2.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
  8 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 15 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 24 30  2  0
 30 31  1  0
 14  6  1  0
 19 17  1  0
 30  6  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
 10 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 20 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 21 59  1  0
 27 60  1  0
 28 61  1  0
 28 62  1  0
 28 63  1  0
 29 64  1  0
 29 65  1  0
 29 66  1  0
 31 67  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      -1.939   7.929   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.714   8.208   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.531   2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.865   4.383   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.253   2.843   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.713   1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.454  -3.331   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.814  -3.331   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.371   5.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.036   5.144   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.530  -0.237   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.268   4.089   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.532   7.302   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.531   3.613   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.864  -1.007   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.198   4.383   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.713   2.843   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.634  -2.341   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.198   5.923   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.198   1.303   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.530   5.923   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -2.713   4.383   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -0.268   1.597   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       5.404  -1.007   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4   14                                                            
CONECT    5   23                                                            
CONECT    6   23                                                            
CONECT    7   24                                                            
CONECT    8   24                                                            
CONECT    9   10   13                                                       
CONECT   10    9   25                                                       
CONECT   11   15   16                                                       
CONECT   12   17   25                                                       
CONECT   13    1    2    9                                                  
CONECT   14    3    4   19                                                  
CONECT   15   11   20   22                                                  
CONECT   16   11   24   31                                                  
CONECT   17   12   23   30                                                  
CONECT   18   19   20   21                                                  
CONECT   19   14   18   26                                                  
CONECT   20   15   18   27                                                  
CONECT   21   18   25   28                                                  
CONECT   22   15   25   30                                                  
CONECT   23    5    6   17   29                                             
CONECT   24    7    8   16   31                                             
CONECT   25   10   12   21   22                                             
CONECT   26   19                                                            
CONECT   27   20                                                            
CONECT   28   21                                                            
CONECT   29   23                                                            
CONECT   30   17   22                                                       
CONECT   31   16   24                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0039597
HETATM    1  C1  UNL     1      -2.015  -0.594  -3.119  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.104  -1.736  -2.170  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.987  -3.112  -2.707  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.284  -1.546  -0.869  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.400  -0.204  -0.337  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.244   0.180   0.665  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.269  -0.741   1.828  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.146  -1.690   1.613  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.214  -3.047   2.113  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.334  -3.940   1.770  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.182  -2.942   3.665  1.00  0.00           C  
HETATM   12  O1  UNL     1       1.011  -3.685   1.825  1.00  0.00           O  
HETATM   13  O2  UNL     1       0.106  -1.536   0.185  1.00  0.00           O  
HETATM   14  C12 UNL     1       0.022  -0.104   0.003  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.769   0.793  -0.545  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.051   0.433  -1.223  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.435  -0.992  -1.161  1.00  0.00           C  
HETATM   18  O3  UNL     1       2.667  -1.671   0.008  1.00  0.00           O  
HETATM   19  C16 UNL     1       3.862  -1.268  -0.735  1.00  0.00           C  
HETATM   20  C17 UNL     1       4.629  -0.206  -0.009  1.00  0.00           C  
HETATM   21  C18 UNL     1       4.624  -2.396  -1.347  1.00  0.00           C  
HETATM   22  C19 UNL     1       0.453   2.247  -0.406  1.00  0.00           C  
HETATM   23  O4  UNL     1       1.176   3.101  -0.916  1.00  0.00           O  
HETATM   24  C20 UNL     1      -0.743   2.543   0.361  1.00  0.00           C  
HETATM   25  C21 UNL     1      -1.140   3.938   0.628  1.00  0.00           C  
HETATM   26  O5  UNL     1      -2.141   4.167   1.315  1.00  0.00           O  
HETATM   27  C22 UNL     1      -0.385   5.103   0.099  1.00  0.00           C  
HETATM   28  C23 UNL     1      -0.975   6.393   0.692  1.00  0.00           C  
HETATM   29  C24 UNL     1      -0.694   5.167  -1.394  1.00  0.00           C  
HETATM   30  C25 UNL     1      -1.510   1.597   0.862  1.00  0.00           C  
HETATM   31  O6  UNL     1      -2.649   1.961   1.631  1.00  0.00           O  
HETATM   32  H1  UNL     1      -2.023  -0.915  -4.167  1.00  0.00           H  
HETATM   33  H2  UNL     1      -2.897   0.095  -3.007  1.00  0.00           H  
HETATM   34  H3  UNL     1      -1.133   0.047  -2.859  1.00  0.00           H  
HETATM   35  H4  UNL     1      -2.751  -3.767  -2.197  1.00  0.00           H  
HETATM   36  H5  UNL     1      -2.288  -3.096  -3.774  1.00  0.00           H  
HETATM   37  H6  UNL     1      -0.961  -3.500  -2.545  1.00  0.00           H  
HETATM   38  H7  UNL     1      -2.356  -2.405  -0.241  1.00  0.00           H  
HETATM   39  H8  UNL     1      -2.358   0.582  -1.102  1.00  0.00           H  
HETATM   40  H9  UNL     1      -3.311  -0.059   0.278  1.00  0.00           H  
HETATM   41  H10 UNL     1      -2.265  -1.285   1.794  1.00  0.00           H  
HETATM   42  H11 UNL     1      -1.210  -0.212   2.811  1.00  0.00           H  
HETATM   43  H12 UNL     1       0.764  -1.179   2.098  1.00  0.00           H  
HETATM   44  H13 UNL     1      -2.335  -3.516   1.879  1.00  0.00           H  
HETATM   45  H14 UNL     1      -1.304  -4.808   2.495  1.00  0.00           H  
HETATM   46  H15 UNL     1      -1.171  -4.416   0.776  1.00  0.00           H  
HETATM   47  H16 UNL     1       0.481  -2.091   3.925  1.00  0.00           H  
HETATM   48  H17 UNL     1       0.296  -3.846   4.074  1.00  0.00           H  
HETATM   49  H18 UNL     1      -1.210  -2.775   4.045  1.00  0.00           H  
HETATM   50  H19 UNL     1       1.715  -3.395   2.458  1.00  0.00           H  
HETATM   51  H20 UNL     1       2.032   0.781  -2.291  1.00  0.00           H  
HETATM   52  H21 UNL     1       2.836   1.075  -0.723  1.00  0.00           H  
HETATM   53  H22 UNL     1       2.093  -1.655  -1.994  1.00  0.00           H  
HETATM   54  H23 UNL     1       4.920   0.650  -0.665  1.00  0.00           H  
HETATM   55  H24 UNL     1       4.078   0.219   0.857  1.00  0.00           H  
HETATM   56  H25 UNL     1       5.549  -0.674   0.411  1.00  0.00           H  
HETATM   57  H26 UNL     1       4.375  -2.485  -2.430  1.00  0.00           H  
HETATM   58  H27 UNL     1       4.357  -3.356  -0.838  1.00  0.00           H  
HETATM   59  H28 UNL     1       5.708  -2.195  -1.244  1.00  0.00           H  
HETATM   60  H29 UNL     1       0.675   5.100   0.331  1.00  0.00           H  
HETATM   61  H30 UNL     1      -2.071   6.266   0.667  1.00  0.00           H  
HETATM   62  H31 UNL     1      -0.577   6.442   1.740  1.00  0.00           H  
HETATM   63  H32 UNL     1      -0.619   7.239   0.081  1.00  0.00           H  
HETATM   64  H33 UNL     1       0.206   5.413  -1.968  1.00  0.00           H  
HETATM   65  H34 UNL     1      -1.459   5.959  -1.564  1.00  0.00           H  
HETATM   66  H35 UNL     1      -1.133   4.233  -1.744  1.00  0.00           H  
HETATM   67  H36 UNL     1      -3.039   1.317   2.304  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    4    4
CONECT    3   35   36   37
CONECT    4    5   38
CONECT    5    6   39   40
CONECT    6    7   14   30
CONECT    7    8   41   42
CONECT    8    9   13   43
CONECT    9   10   11   12
CONECT   10   44   45   46
CONECT   11   47   48   49
CONECT   12   50
CONECT   13   14
CONECT   14   15   15
CONECT   15   16   22
CONECT   16   17   51   52
CONECT   17   18   19   53
CONECT   18   19
CONECT   19   20   21
CONECT   20   54   55   56
CONECT   21   57   58   59
CONECT   22   23   23   24
CONECT   24   25   30   30
CONECT   25   26   26   27
CONECT   27   28   29   60
CONECT   28   61   62   63
CONECT   29   64   65   66
CONECT   30   31
CONECT   31   67
END

HMDB0039597
     RDKit          3D
Colupdox a
 67 69  0  0  0  0  0  0  0  0999 V2000
   -2.0152   -0.5944   -3.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1045   -1.7359   -2.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9869   -3.1124   -2.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2845   -1.5456   -0.8693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3999   -0.2042   -0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2443    0.1804    0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2691   -0.7413    1.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1463   -1.6897    1.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2144   -3.0466    2.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3339   -3.9400    1.7698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1819   -2.9418    3.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0112   -3.6847    1.8248 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1057   -1.5359    0.1845 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0220   -0.1043    0.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7688    0.7927   -0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0514    0.4326   -1.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4345   -0.9919   -1.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6668   -1.6715    0.0080 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8619   -1.2680   -0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6287   -0.2059   -0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6238   -2.3957   -1.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4534    2.2472   -0.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1764    3.1013   -0.9164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7431    2.5432    0.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1398    3.9376    0.6281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1410    4.1671    1.3150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3850    5.1027    0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9752    6.3929    0.6916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6938    5.1666   -1.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5100    1.5973    0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6491    1.9607    1.6309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0230   -0.9153   -4.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8965    0.0954   -3.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1331    0.0470   -2.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7510   -3.7675   -2.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2878   -3.0957   -3.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9608   -3.4997   -2.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3556   -2.4053   -0.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3576    0.5823   -1.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3108   -0.0589    0.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2647   -1.2850    1.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2095   -0.2118    2.8109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7641   -1.1791    2.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3348   -3.5164    1.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3044   -4.8081    2.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1715   -4.4157    0.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4806   -2.0907    3.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2962   -3.8462    4.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2097   -2.7752    4.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7154   -3.3954    2.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0316    0.7808   -2.2910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8359    1.0748   -0.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0926   -1.6554   -1.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9198    0.6501   -0.6646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0775    0.2194    0.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5487   -0.6739    0.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3749   -2.4846   -2.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3565   -3.3564   -0.8379 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7077   -2.1947   -1.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6754    5.1003    0.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0712    6.2662    0.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5772    6.4418    1.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6192    7.2389    0.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2060    5.4128   -1.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4594    5.9589   -1.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1333    4.2332   -1.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0388    1.3168    2.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
  8 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 15 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 24 30  2  0
 30 31  1  0
 14  6  1  0
 19 17  1  0
 30  6  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
 10 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 20 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 21 58  1  0
 21 59  1  0
 27 60  1  0
 28 61  1  0
 28 62  1  0
 28 63  1  0
 29 64  1  0
 29 65  1  0
 29 66  1  0
 31 67  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₅H₃₆O₆

Average Molecular Weight

432.5497

Monoisotopic Molecular Weight

432.251188884

IUPAC Name

7-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxy-2-(2-hydroxypropan-2-yl)-3a-(3-methylbut-2-en-1-yl)-5-(2-methylpropanoyl)-2,3,3a,6-tetrahydro-1-benzofuran-6-one

Traditional Name

7-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxy-2-(2-hydroxypropan-2-yl)-3a-(3-methylbut-2-en-1-yl)-5-(2-methylpropanoyl)-2,3-dihydro-1-benzofuran-6-one

CAS Registry Number

35923-67-2

SMILES

CC(C)C(=O)C1=C(O)C2(CC=C(C)C)CC(OC2=C(CC2OC2(C)C)C1=O)C(C)(C)O

InChI Identifier

InChI=1S/C25H36O6/c1-13(2)9-10-25-12-17(23(5,6)29)30-22(25)15(11-16-24(7,8)31-16)20(27)18(21(25)28)19(26)14(3)4/h9,14,16-17,28-29H,10-12H2,1-8H3

InChI Key

KXYBBCKZQBTXQB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Not Available

Direct Parent

Benzofurans

Alternative Parents

Substituents

Benzofuran
Tertiary alcohol
Tetrahydrofuran
Vinylogous ester
Vinylogous acid
Ketone
Cyclic ketone
Dialkyl ether
Enol
Oxirane
Ether
Oxacycle
Organic oxygen compound
Carbonyl group
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0039597)

Cellular substructure

Extracellular (HMDB: HMDB0039597)
Membrane (HMDB: HMDB0039597)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039597)

Source

Endogenous

Endogenous (HMDB: HMDB0039597)

Exogenous

Food

Food (HMDB: HMDB0039597)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0039597)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0039597)

Nutrient

Nutrient (HMDB: HMDB0039597)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039597)

Emulsifier (HMDB: HMDB0039597)

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	0.012 g/L	ALOGPS
logP	3.24	ALOGPS
logP	3.44	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	2.54	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	96.36 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	121.71 m³·mol⁻¹	ChemAxon
Polarizability	48.23 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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
DeepCCS	[M+H]+	214.469	30932474
DeepCCS	[M-H]-	212.074	30932474
DeepCCS	[M-2H]-	245.297	30932474
DeepCCS	[M+Na]+	220.461	30932474
AllCCS	[M+H]+	203.0	32859911
AllCCS	[M+H-H2O]+	200.9	32859911
AllCCS	[M+NH4]+	204.9	32859911
AllCCS	[M+Na]+	205.4	32859911
AllCCS	[M-H]-	211.5	32859911
AllCCS	[M+Na-2H]-	212.8	32859911
AllCCS	[M+HCOO]-	214.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Colupdox a	CC(C)C(=O)C1=C(O)C2(CC=C(C)C)CC(OC2=C(CC2OC2(C)C)C1=O)C(C)(C)O	3973.7	Standard polar	33892256
Colupdox a	CC(C)C(=O)C1=C(O)C2(CC=C(C)C)CC(OC2=C(CC2OC2(C)C)C1=O)C(C)(C)O	2454.9	Standard non polar	33892256
Colupdox a	CC(C)C(=O)C1=C(O)C2(CC=C(C)C)CC(OC2=C(CC2OC2(C)C)C1=O)C(C)(C)O	2593.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Colupdox a,1TMS,isomer #1	CC(C)=CCC12CC(C(C)(C)O)OC1=C(CC1OC1(C)C)C(=O)C(C(=O)C(C)C)=C2O[Si](C)(C)C	2679.6	Semi standard non polar	33892256
Colupdox a,1TMS,isomer #2	CC(C)=CCC12CC(C(C)(C)O[Si](C)(C)C)OC1=C(CC1OC1(C)C)C(=O)C(C(=O)C(C)C)=C2O	2738.3	Semi standard non polar	33892256
Colupdox a,1TMS,isomer #3	CC(C)=CCC12CC(C(C)(C)O)OC1=C(CC1OC1(C)C)C(=O)C(C(O[Si](C)(C)C)=C(C)C)=C2O	2684.1	Semi standard non polar	33892256
Colupdox a,2TMS,isomer #1	CC(C)=CCC12CC(C(C)(C)O[Si](C)(C)C)OC1=C(CC1OC1(C)C)C(=O)C(C(=O)C(C)C)=C2O[Si](C)(C)C	2749.9	Semi standard non polar	33892256
Colupdox a,2TMS,isomer #2	CC(C)=CCC12CC(C(C)(C)O)OC1=C(CC1OC1(C)C)C(=O)C(C(O[Si](C)(C)C)=C(C)C)=C2O[Si](C)(C)C	2692.0	Semi standard non polar	33892256
Colupdox a,2TMS,isomer #3	CC(C)=CCC12CC(C(C)(C)O[Si](C)(C)C)OC1=C(CC1OC1(C)C)C(=O)C(C(O[Si](C)(C)C)=C(C)C)=C2O	2756.1	Semi standard non polar	33892256
Colupdox a,3TMS,isomer #1	CC(C)=CCC12CC(C(C)(C)O[Si](C)(C)C)OC1=C(CC1OC1(C)C)C(=O)C(C(O[Si](C)(C)C)=C(C)C)=C2O[Si](C)(C)C	2791.8	Semi standard non polar	33892256
Colupdox a,3TMS,isomer #1	CC(C)=CCC12CC(C(C)(C)O[Si](C)(C)C)OC1=C(CC1OC1(C)C)C(=O)C(C(O[Si](C)(C)C)=C(C)C)=C2O[Si](C)(C)C	2866.9	Standard non polar	33892256
Colupdox a,1TBDMS,isomer #1	CC(C)=CCC12CC(C(C)(C)O)OC1=C(CC1OC1(C)C)C(=O)C(C(=O)C(C)C)=C2O[Si](C)(C)C(C)(C)C	2908.9	Semi standard non polar	33892256
Colupdox a,1TBDMS,isomer #2	CC(C)=CCC12CC(C(C)(C)O[Si](C)(C)C(C)(C)C)OC1=C(CC1OC1(C)C)C(=O)C(C(=O)C(C)C)=C2O	2953.1	Semi standard non polar	33892256
Colupdox a,1TBDMS,isomer #3	CC(C)=CCC12CC(C(C)(C)O)OC1=C(CC1OC1(C)C)C(=O)C(C(O[Si](C)(C)C(C)(C)C)=C(C)C)=C2O	2937.2	Semi standard non polar	33892256
Colupdox a,2TBDMS,isomer #1	CC(C)=CCC12CC(C(C)(C)O[Si](C)(C)C(C)(C)C)OC1=C(CC1OC1(C)C)C(=O)C(C(=O)C(C)C)=C2O[Si](C)(C)C(C)(C)C	3191.9	Semi standard non polar	33892256
Colupdox a,2TBDMS,isomer #2	CC(C)=CCC12CC(C(C)(C)O)OC1=C(CC1OC1(C)C)C(=O)C(C(O[Si](C)(C)C(C)(C)C)=C(C)C)=C2O[Si](C)(C)C(C)(C)C	3141.4	Semi standard non polar	33892256
Colupdox a,2TBDMS,isomer #3	CC(C)=CCC12CC(C(C)(C)O[Si](C)(C)C(C)(C)C)OC1=C(CC1OC1(C)C)C(=O)C(C(O[Si](C)(C)C(C)(C)C)=C(C)C)=C2O	3209.1	Semi standard non polar	33892256
Colupdox a,3TBDMS,isomer #1	CC(C)=CCC12CC(C(C)(C)O[Si](C)(C)C(C)(C)C)OC1=C(CC1OC1(C)C)C(=O)C(C(O[Si](C)(C)C(C)(C)C)=C(C)C)=C2O[Si](C)(C)C(C)(C)C	3414.3	Semi standard non polar	33892256
Colupdox a,3TBDMS,isomer #1	CC(C)=CCC12CC(C(C)(C)O[Si](C)(C)C(C)(C)C)OC1=C(CC1OC1(C)C)C(=O)C(C(O[Si](C)(C)C(C)(C)C)=C(C)C)=C2O[Si](C)(C)C(C)(C)C	3423.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Colupdox a GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9208300000-1b5f36d95b6dfc46e77a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Colupdox a GC-MS (2 TMS) - 70eV, Positive	splash10-03l0-9300380000-3f3fc628a27edb39d6f7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Colupdox a GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Colupdox a 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 - Colupdox a 10V, Positive-QTOF	splash10-02al-1009600000-10e54bfa78bb54d28e6c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Colupdox a 20V, Positive-QTOF	splash10-01bi-9008100000-f4a4f4d225ac73994171	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Colupdox a 40V, Positive-QTOF	splash10-007c-9065000000-418ceecd39411815da1b	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Colupdox a 10V, Negative-QTOF	splash10-001i-1002900000-191ac02b917437d1b4d5	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Colupdox a 20V, Negative-QTOF	splash10-03k9-4029200000-c4a40deee0c33b0b6744	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Colupdox a 40V, Negative-QTOF	splash10-00li-9012000000-7f28b172db5dbf903959	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Colupdox a 10V, Positive-QTOF	splash10-001i-0000900000-a9e93838f6a6cf343609	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Colupdox a 20V, Positive-QTOF	splash10-001i-1009800000-386c48bc372352711c91	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Colupdox a 40V, Positive-QTOF	splash10-0006-9158100000-69bacb53bd26dbfdad4a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Colupdox a 10V, Negative-QTOF	splash10-001i-0000900000-63d9e1b4ab71c248f93c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Colupdox a 20V, Negative-QTOF	splash10-001i-3001900000-52d178a420a8219f4aa3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Colupdox a 40V, Negative-QTOF	splash10-052g-3096000000-ce4abea488ea4fa47be2	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB019223

KNApSAcK ID

Not Available

Chemspider ID

35014829

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Colupdox a (HMDB0039597)

MOL for HMDB0039597 (Colupdox a)

3D MOL for HMDB0039597 (Colupdox a)

3D SDF for HMDB0039597 (Colupdox a)

3D-SDF for HMDB0039597 (Colupdox a)

PDB for HMDB0039597 (Colupdox a)

3D PDB for HMDB0039597 (Colupdox a)

SMILES for HMDB0039597 (Colupdox a)

INCHI for HMDB0039597 (Colupdox a)

Structure for HMDB0039597 (Colupdox a)

3D Structure for HMDB0039597 (Colupdox a)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra