Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:56:10 UTC

Update Date

2021-09-26 22:57:41 UTC

HMDB ID

HMDB0247800

Secondary Accession Numbers

None

Metabolite Identification

Common Name

[(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate

Description

Cinobufagin belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group. Cinobufagin is an extremely weak basic (essentially neutral) compound (based on its pKa). Cinobufagin is a potentially toxic compound. This compound has been identified in human blood as reported by (PMID: 31557052 ). [(2s,4r,5r,6r,14s,16r)-14-hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically [(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate 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


  Mrv0541 02241205102D          

 32 37  0  0  0  0            999 V2000
   -1.7893    2.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0134    1.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3827    2.2752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8682    0.9312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0923    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5906    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3547    1.4248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2419    0.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0540    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3343    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1464    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6782    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4904    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0222    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8343    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7419   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9298   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1176   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5858    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3055   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4934   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9616   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6017   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1370   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3693   -0.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0584   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5648   -2.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3820   -2.0955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6929   -1.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5102   -1.2185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1866   -0.6800    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  9 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 26 32  2  0  0  0  0
M  END

HMDB0247800
     RDKit          3D
[(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapent...
 66 71  0  0  0  0  0  0  0  0999 V2000
   -6.0272    3.0769   -0.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9547    2.7341    0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0113    3.2317    1.6353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8979    1.8948    0.1797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8681    1.5465    1.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7108    0.0495    1.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2831   -0.6972    0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9759   -0.3771   -1.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5434   -1.1174   -2.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3674   -2.1182   -1.9596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6810   -2.4506   -0.7439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4716   -3.4097   -0.4667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1497   -1.7517    0.3164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2114   -0.1614    1.3898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9587   -0.1108    2.9004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8111   -1.5023    0.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6570   -1.6668    0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4500   -0.4010    0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7264    0.7123    0.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833    0.3956   -1.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8777    0.0801   -2.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0035    0.1970   -1.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3372   -0.2046   -1.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4095    0.2861   -0.7794 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6429   -0.2776   -1.1760 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2271   -0.0168    0.6629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8329    0.0536    1.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8147   -0.5387    0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2194   -2.0102    0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5943    1.0038    0.6897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5853    2.1617    1.6186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5144    1.9915    0.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0406    2.7993   -0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8461    2.6731   -1.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0531    4.1921   -0.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    2.0563    2.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2445   -0.2441    2.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3044    0.4447   -1.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2908   -0.8519   -3.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4031   -2.0187    1.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9001   -0.2510    3.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5442    0.8698    3.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2932   -0.9610    3.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3892   -1.7595   -0.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1853   -2.2434    1.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0260   -2.4662    1.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8133   -2.0359   -0.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5164   -0.1338    1.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3643    1.6145    0.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0983   -0.4775   -1.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0427    1.2666   -1.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307    0.8794   -2.8479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8722   -0.8758   -2.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1095    1.2942   -0.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4282    0.3826   -2.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3992   -1.2538   -1.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5400    1.3904   -0.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8872   -1.0457   -0.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8249    0.7518    1.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7261   -0.9906    0.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7960   -0.5280    2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5231    1.1047    1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3339   -2.0508   -0.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7554   -2.4875   -0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0357   -2.5257    1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5472    2.8784   -0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  6 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 19 30  1  0
 30 31  1  0
 31 32  1  0
 32  5  1  0
 13  7  2  0
 30 14  1  0
 28 18  1  0
 32 30  1  0
 28 22  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  5 36  1  0
  6 37  1  0
  8 38  1  0
  9 39  1  0
 13 40  1  0
 15 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 25 58  1  0
 26 59  1  0
 26 60  1  0
 27 61  1  0
 27 62  1  0
 29 63  1  0
 29 64  1  0
 29 65  1  0
 32 66  1  0
M  END


  Mrv0541 02241205102D          

 32 37  0  0  0  0            999 V2000
   -1.7893    2.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0134    1.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3827    2.2752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8682    0.9312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0923    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5906    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3547    1.4248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2419    0.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0540    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3343    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1464    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6782    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4904    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0222    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8343    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7419   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9298   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1176   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5858    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3055   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4934   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9616   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6017   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1370   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3693   -0.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0584   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5648   -2.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3820   -2.0955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6929   -1.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5102   -1.2185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1866   -0.6800    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  9 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 26 32  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247800

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1C2OC22C3CCC4CC(O)CCC4(C)C3CCC2(C)C1C1=CC(=O)OC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H34O6/c1-14(27)31-22-21(15-8-11-30-20(29)12-15)25(3)10-7-18-19(26(25)23(22)32-26)5-4-16-13-17(28)6-9-24(16,18)2/h8,11-12,16-19,21-23,28H,4-7,9-10,13H2,1-3H3

> <INCHI_KEY>
BNZAGRNEEMGADQ-UHFFFAOYSA-N

> <FORMULA>
C26H34O6

> <MOLECULAR_WEIGHT>
442.5446

> <EXACT_MASS>
442.23553882

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
48.285213991506424

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14-hydroxy-7,11-dimethyl-6-(2-oxo-2H-pyran-4-yl)-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadecan-5-yl acetate

> <ALOGPS_LOGP>
3.16

> <JCHEM_LOGP>
2.807737002333333

> <ALOGPS_LOGS>
-4.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.296396316655187

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.12916363501423

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3564015185196947

> <JCHEM_POLAR_SURFACE_AREA>
85.36000000000001

> <JCHEM_REFRACTIVITY>
116.7761

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.72e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadecan-5-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247800
     RDKit          3D
[(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapent...
 66 71  0  0  0  0  0  0  0  0999 V2000
   -6.0272    3.0769   -0.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9547    2.7341    0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0113    3.2317    1.6353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8979    1.8948    0.1797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8681    1.5465    1.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7108    0.0495    1.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2831   -0.6972    0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9759   -0.3771   -1.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5434   -1.1174   -2.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3674   -2.1182   -1.9596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6810   -2.4506   -0.7439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4716   -3.4097   -0.4667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1497   -1.7517    0.3164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2114   -0.1614    1.3898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9587   -0.1108    2.9004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8111   -1.5023    0.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6570   -1.6668    0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4500   -0.4010    0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7264    0.7123    0.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833    0.3956   -1.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8777    0.0801   -2.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0035    0.1970   -1.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3372   -0.2046   -1.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4095    0.2861   -0.7794 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6429   -0.2776   -1.1760 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2271   -0.0168    0.6629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8329    0.0536    1.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8147   -0.5387    0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2194   -2.0102    0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5943    1.0038    0.6897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5853    2.1617    1.6186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5144    1.9915    0.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0406    2.7993   -0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8461    2.6731   -1.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0531    4.1921   -0.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    2.0563    2.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2445   -0.2441    2.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3044    0.4447   -1.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2908   -0.8519   -3.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4031   -2.0187    1.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9001   -0.2510    3.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5442    0.8698    3.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2932   -0.9610    3.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3892   -1.7595   -0.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1853   -2.2434    1.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0260   -2.4662    1.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8133   -2.0359   -0.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5164   -0.1338    1.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3643    1.6145    0.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0983   -0.4775   -1.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0427    1.2666   -1.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307    0.8794   -2.8479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8722   -0.8758   -2.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1095    1.2942   -0.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4282    0.3826   -2.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3992   -1.2538   -1.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5400    1.3904   -0.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8872   -1.0457   -0.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8249    0.7518    1.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7261   -0.9906    0.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7960   -0.5280    2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5231    1.1047    1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3339   -2.0508   -0.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7554   -2.4875   -0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0357   -2.5257    1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5472    2.8784   -0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  6 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 19 30  1  0
 30 31  1  0
 31 32  1  0
 32  5  1  0
 13  7  2  0
 30 14  1  0
 28 18  1  0
 32 30  1  0
 28 22  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  5 36  1  0
  6 37  1  0
  8 38  1  0
  9 39  1  0
 13 40  1  0
 15 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 25 58  1  0
 26 59  1  0
 26 60  1  0
 27 61  1  0
 27 62  1  0
 29 63  1  0
 29 64  1  0
 29 65  1  0
 32 66  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.340   3.778   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.892   3.254   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.714   4.247   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -1.621   1.738   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.172   1.215   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.102   2.079   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.529   2.660   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.318   1.134   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.834   1.405   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.357   2.854   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.873   3.125   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.866   1.947   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.382   2.218   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.375   1.041   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      10.891   1.312   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.852  -0.407   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.336  -0.678   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.343   0.499   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.820  -0.949   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.827   0.228   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.304  -1.221   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.788  -1.492   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.795  -0.314   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.123  -1.700   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.256  -0.264   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.689  -1.480   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.109  -2.907   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.054  -4.122   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.580  -3.912   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -3.160  -2.485   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -4.686  -2.275   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -2.215  -1.269   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    8                                                       
CONECT    8    7    6    9   23                                             
CONECT    9    8   10   20                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   12   19   20                                             
CONECT   19   18                                                            
CONECT   20   18    9   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22    8   24   25                                             
CONECT   24   23                                                            
CONECT   25   23    5   26                                                  
CONECT   26   25   27   32                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   26                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   74    0
END

COMPND    HMDB0247800
HETATM    1  C1  UNL     1      -6.027   3.077  -0.476  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.955   2.734   0.486  1.00  0.00           C  
HETATM    3  O1  UNL     1      -5.011   3.232   1.635  1.00  0.00           O  
HETATM    4  O2  UNL     1      -3.898   1.895   0.180  1.00  0.00           O  
HETATM    5  C3  UNL     1      -2.868   1.547   1.056  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.711   0.049   1.210  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.283  -0.697   0.087  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.976  -0.377  -1.236  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.543  -1.117  -2.225  1.00  0.00           C  
HETATM   10  O3  UNL     1      -4.367  -2.118  -1.960  1.00  0.00           O  
HETATM   11  C8  UNL     1      -4.681  -2.451  -0.744  1.00  0.00           C  
HETATM   12  O4  UNL     1      -5.472  -3.410  -0.467  1.00  0.00           O  
HETATM   13  C9  UNL     1      -4.150  -1.752   0.316  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.211  -0.161   1.390  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.959  -0.111   2.900  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.811  -1.502   0.903  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.657  -1.667   0.662  1.00  0.00           C  
HETATM   18  C14 UNL     1       1.450  -0.401   0.785  1.00  0.00           C  
HETATM   19  C15 UNL     1       0.726   0.712   0.067  1.00  0.00           C  
HETATM   20  C16 UNL     1       0.583   0.396  -1.384  1.00  0.00           C  
HETATM   21  C17 UNL     1       1.878   0.080  -2.065  1.00  0.00           C  
HETATM   22  C18 UNL     1       3.004   0.197  -1.099  1.00  0.00           C  
HETATM   23  C19 UNL     1       4.337  -0.205  -1.687  1.00  0.00           C  
HETATM   24  C20 UNL     1       5.409   0.286  -0.779  1.00  0.00           C  
HETATM   25  O5  UNL     1       6.643  -0.278  -1.176  1.00  0.00           O  
HETATM   26  C21 UNL     1       5.227  -0.017   0.663  1.00  0.00           C  
HETATM   27  C22 UNL     1       3.833   0.054   1.169  1.00  0.00           C  
HETATM   28  C23 UNL     1       2.815  -0.539   0.186  1.00  0.00           C  
HETATM   29  C24 UNL     1       3.219  -2.010   0.040  1.00  0.00           C  
HETATM   30  C25 UNL     1      -0.594   1.004   0.690  1.00  0.00           C  
HETATM   31  O6  UNL     1      -0.585   2.162   1.619  1.00  0.00           O  
HETATM   32  C26 UNL     1      -1.514   1.991   0.531  1.00  0.00           C  
HETATM   33  H1  UNL     1      -7.041   2.799  -0.104  1.00  0.00           H  
HETATM   34  H2  UNL     1      -5.846   2.673  -1.482  1.00  0.00           H  
HETATM   35  H3  UNL     1      -6.053   4.192  -0.578  1.00  0.00           H  
HETATM   36  H4  UNL     1      -3.049   2.056   2.024  1.00  0.00           H  
HETATM   37  H5  UNL     1      -3.244  -0.244   2.140  1.00  0.00           H  
HETATM   38  H6  UNL     1      -2.304   0.445  -1.374  1.00  0.00           H  
HETATM   39  H7  UNL     1      -3.291  -0.852  -3.254  1.00  0.00           H  
HETATM   40  H8  UNL     1      -4.403  -2.019   1.338  1.00  0.00           H  
HETATM   41  H9  UNL     1      -1.900  -0.251   3.472  1.00  0.00           H  
HETATM   42  H10 UNL     1      -0.544   0.870   3.207  1.00  0.00           H  
HETATM   43  H11 UNL     1      -0.293  -0.961   3.211  1.00  0.00           H  
HETATM   44  H12 UNL     1      -1.389  -1.759  -0.006  1.00  0.00           H  
HETATM   45  H13 UNL     1      -1.185  -2.243   1.673  1.00  0.00           H  
HETATM   46  H14 UNL     1       1.026  -2.466   1.338  1.00  0.00           H  
HETATM   47  H15 UNL     1       0.813  -2.036  -0.394  1.00  0.00           H  
HETATM   48  H16 UNL     1       1.516  -0.134   1.841  1.00  0.00           H  
HETATM   49  H17 UNL     1       1.364   1.615   0.152  1.00  0.00           H  
HETATM   50  H18 UNL     1      -0.098  -0.478  -1.571  1.00  0.00           H  
HETATM   51  H19 UNL     1       0.043   1.267  -1.858  1.00  0.00           H  
HETATM   52  H20 UNL     1       2.031   0.879  -2.848  1.00  0.00           H  
HETATM   53  H21 UNL     1       1.872  -0.876  -2.609  1.00  0.00           H  
HETATM   54  H22 UNL     1       3.110   1.294  -0.849  1.00  0.00           H  
HETATM   55  H23 UNL     1       4.428   0.383  -2.648  1.00  0.00           H  
HETATM   56  H24 UNL     1       4.399  -1.254  -1.976  1.00  0.00           H  
HETATM   57  H25 UNL     1       5.540   1.390  -0.966  1.00  0.00           H  
HETATM   58  H26 UNL     1       6.887  -1.046  -0.634  1.00  0.00           H  
HETATM   59  H27 UNL     1       5.825   0.752   1.239  1.00  0.00           H  
HETATM   60  H28 UNL     1       5.726  -0.991   0.944  1.00  0.00           H  
HETATM   61  H29 UNL     1       3.796  -0.528   2.135  1.00  0.00           H  
HETATM   62  H30 UNL     1       3.523   1.105   1.356  1.00  0.00           H  
HETATM   63  H31 UNL     1       4.334  -2.051  -0.102  1.00  0.00           H  
HETATM   64  H32 UNL     1       2.755  -2.488  -0.823  1.00  0.00           H  
HETATM   65  H33 UNL     1       3.036  -2.526   1.003  1.00  0.00           H  
HETATM   66  H34 UNL     1      -1.547   2.878  -0.102  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   32   36
CONECT    6    7   14   37
CONECT    7    8   13   13
CONECT    8    9    9   38
CONECT    9   10   39
CONECT   10   11
CONECT   11   12   12   13
CONECT   13   40
CONECT   14   15   16   30
CONECT   15   41   42   43
CONECT   16   17   44   45
CONECT   17   18   46   47
CONECT   18   19   28   48
CONECT   19   20   30   49
CONECT   20   21   50   51
CONECT   21   22   52   53
CONECT   22   23   28   54
CONECT   23   24   55   56
CONECT   24   25   26   57
CONECT   25   58
CONECT   26   27   59   60
CONECT   27   28   61   62
CONECT   28   29
CONECT   29   63   64   65
CONECT   30   31   32
CONECT   31   32
CONECT   32   66
END

HMDB0247800
     RDKit          3D
[(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapent...
 66 71  0  0  0  0  0  0  0  0999 V2000
   -6.0272    3.0769   -0.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9547    2.7341    0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0113    3.2317    1.6353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8979    1.8948    0.1797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8681    1.5465    1.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7108    0.0495    1.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2831   -0.6972    0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9759   -0.3771   -1.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5434   -1.1174   -2.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3674   -2.1182   -1.9596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6810   -2.4506   -0.7439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4716   -3.4097   -0.4667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1497   -1.7517    0.3164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2114   -0.1614    1.3898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9587   -0.1108    2.9004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8111   -1.5023    0.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6570   -1.6668    0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4500   -0.4010    0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7264    0.7123    0.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833    0.3956   -1.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8777    0.0801   -2.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0035    0.1970   -1.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3372   -0.2046   -1.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4095    0.2861   -0.7794 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6429   -0.2776   -1.1760 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2271   -0.0168    0.6629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8329    0.0536    1.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8147   -0.5387    0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2194   -2.0102    0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5943    1.0038    0.6897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5853    2.1617    1.6186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5144    1.9915    0.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0406    2.7993   -0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8461    2.6731   -1.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0531    4.1921   -0.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    2.0563    2.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2445   -0.2441    2.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3044    0.4447   -1.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2908   -0.8519   -3.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4031   -2.0187    1.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9001   -0.2510    3.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5442    0.8698    3.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2932   -0.9610    3.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3892   -1.7595   -0.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1853   -2.2434    1.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0260   -2.4662    1.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8133   -2.0359   -0.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5164   -0.1338    1.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3643    1.6145    0.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0983   -0.4775   -1.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0427    1.2666   -1.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307    0.8794   -2.8479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8722   -0.8758   -2.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1095    1.2942   -0.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4282    0.3826   -2.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3992   -1.2538   -1.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5400    1.3904   -0.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8872   -1.0457   -0.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8249    0.7518    1.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7261   -0.9906    0.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7960   -0.5280    2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5231    1.1047    1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3339   -2.0508   -0.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7554   -2.4875   -0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0357   -2.5257    1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5472    2.8784   -0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  6 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 19 30  1  0
 30 31  1  0
 31 32  1  0
 32  5  1  0
 13  7  2  0
 30 14  1  0
 28 18  1  0
 32 30  1  0
 28 22  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  5 36  1  0
  6 37  1  0
  8 38  1  0
  9 39  1  0
 13 40  1  0
 15 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 25 58  1  0
 26 59  1  0
 26 60  1  0
 27 61  1  0
 27 62  1  0
 29 63  1  0
 29 64  1  0
 29 65  1  0
 32 66  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₆H₃₄O₆

Average Molecular Weight

442.5446

Monoisotopic Molecular Weight

442.23553882

IUPAC Name

14-hydroxy-7,11-dimethyl-6-(2-oxo-2H-pyran-4-yl)-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadecan-5-yl acetate

Traditional Name

14-hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadecan-5-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1C2OC22C3CCC4CC(O)CCC4(C)C3CCC2(C)C1C1=CC(=O)OC=C1

InChI Identifier

InChI=1S/C26H34O6/c1-14(27)31-22-21(15-8-11-30-20(29)12-15)25(3)10-7-18-19(26(25)23(22)32-26)5-4-16-13-17(28)6-9-24(16,18)2/h8,11-12,16-19,21-23,28H,4-7,9-10,13H2,1-3H3

InChI Key

BNZAGRNEEMGADQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid esters

Direct Parent

Steroid esters

Alternative Parents

Substituents

Steroid ester
Naphthopyran
Naphthalene
Pyranone
Oxane
Pyran
Cyclic alcohol
Heteroaromatic compound
Carboxylic acid ester
Lactone
Secondary alcohol
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Oxacycle
Carboxylic acid derivative
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	3.16	ALOGPS
logP	2.81	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	14.13	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	85.36 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	116.78 m³·mol⁻¹	ChemAxon
Polarizability	48.29 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]-	232.105	30932474
DeepCCS	[M+Na]+	207.333	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
[(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate	CC(=O)OC1C2OC22C3CCC4CC(O)CCC4(C)C3CCC2(C)C1C1=CC(=O)OC=C1	3452.8	Standard polar	33892256
[(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate	CC(=O)OC1C2OC22C3CCC4CC(O)CCC4(C)C3CCC2(C)C1C1=CC(=O)OC=C1	3483.9	Standard non polar	33892256
[(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate	CC(=O)OC1C2OC22C3CCC4CC(O)CCC4(C)C3CCC2(C)C1C1=CC(=O)OC=C1	3784.9	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 - [(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-01po-2809600000-23ac8619fa4e3ed11dec	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate GC-MS (TBDMS_1_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 - [(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate 10V, Positive-QTOF	splash10-004l-0003900000-c10833a5bef940a0387f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate 20V, Positive-QTOF	splash10-001i-0209500000-6395a480649d326b5294	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate 40V, Positive-QTOF	splash10-03yl-4904100000-35d59432fc4064d6d339	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate 10V, Negative-QTOF	splash10-0006-3005900000-c9d4a8ef3d4abaf6ae0d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate 20V, Negative-QTOF	splash10-0535-4009400000-249ed8ed5dc781480286	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate 40V, Negative-QTOF	splash10-0a4i-9015000000-48bb1483c4273dc532af	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate 10V, Positive-QTOF	splash10-001i-0009100000-50e6e4f2d31fd935e689	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate 20V, Positive-QTOF	splash10-00or-0019600000-c6497a30fec9972bf7dc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate 40V, Positive-QTOF	splash10-022a-2914000000-ff4977984d3e2131065d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate 10V, Negative-QTOF	splash10-052f-5000900000-e5b9dece597ab47ae055	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate 20V, Negative-QTOF	splash10-0536-3007900000-75058b0b45dbd242e38e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate 40V, Negative-QTOF	splash10-001i-3009100000-23c8f5b824fa27109547	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cinobufagin

METLIN ID

Not Available

PubChem Compound

78168774

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 [(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate (HMDB0247800)

MOL for HMDB0247800 ([(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate)

3D MOL for HMDB0247800 ([(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate)

3D SDF for HMDB0247800 ([(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate)

3D-SDF for HMDB0247800 ([(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate)

PDB for HMDB0247800 ([(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate)

3D PDB for HMDB0247800 ([(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate)

SMILES for HMDB0247800 ([(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate)

INCHI for HMDB0247800 ([(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate)

Structure for HMDB0247800 ([(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate)

3D Structure for HMDB0247800 ([(2S,4R,5R,6R,14S,16R)-14-Hydroxy-7,11-dimethyl-6-(2-oxopyran-4-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra