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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:54:57 UTC

Update Date

2021-09-26 23:12:06 UTC

HMDB ID

HMDB0256453

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Phorbol 12,13-diacetate

Description

Phorbol 12,13-diacetate belongs to the class of organic compounds known as phorbol esters. These are tigliane diterpenoids which are esters of phorbol. Based on a literature review a significant number of articles have been published on Phorbol 12,13-diacetate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Phorbol 12,13-diacetate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Phorbol 12,13-diacetate 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


  Mrv1652309112118552D          

 32 35  0  0  0  0            999 V2000
    1.1681    0.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7319    0.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5354    0.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0993    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8596    1.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6631    1.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1723    2.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4472    1.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0561    2.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4923    1.4366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6699    1.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1623    0.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6131    1.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5847    1.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2351    2.4655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2082    2.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4549    2.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2243    3.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9369    2.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2896    4.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0345    4.4479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3681    2.7760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2968    0.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9750    0.7939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7015    0.4983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4909    0.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9173    1.4443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0932    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7750   -0.3295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2112   -0.9317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4508   -1.7212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077   -0.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  9 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 22  1  0  0  0  0
 13 23  1  0  0  0  0
 10 24  1  0  0  0  0
  4 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  3 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
M  END

HMDB0256453
     RDKit          3D
Phorbol 12,13-diacetate
 64 67  0  0  0  0  0  0  0  0999 V2000
   -3.9674    3.1420    0.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2039    2.4261   -0.4185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3470    2.7163   -1.6349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3343    1.4322   -0.0025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5510    0.6709   -0.9285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1522    1.1534   -0.7014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1275    2.5523   -0.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7593    0.2590    0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9305    0.7600    1.3780 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068   -1.1656    0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1012   -1.8861    1.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3785   -2.0068    1.4695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7207   -2.8126    2.6918 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5415   -3.8656    2.2367 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5132   -1.4056    0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2143    0.0669    0.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0370    0.6546    1.8029 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4257    0.7418   -0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6194    0.4077    0.0241 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8340    1.9208   -0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5902    3.1724   -1.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5540    1.7024   -0.9482 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2080    0.3761   -0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9570   -1.6548   -0.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1988   -1.3482    0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4329   -0.4361    1.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3231   -2.3780    0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8636   -0.7416   -0.7836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4467   -1.3738   -1.9296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6256   -1.0485   -2.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0316   -1.8568   -3.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3194   -0.1336   -2.0647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8198    2.4877    0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2878    3.2778    1.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3561    4.1117    0.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8741    1.0389   -1.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3130    1.3094   -1.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7523    2.6871    0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0059    2.6878    0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7614    0.0691    2.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9555   -1.5743   -0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4546   -2.4176    1.8574 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2070   -2.2118    3.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7807   -3.2943    3.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3470   -4.0643    1.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5936   -1.8430   -0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4419   -1.5101    1.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8955    0.9371    2.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2123    3.6285   -1.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5648    3.9157   -0.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6513    2.8854   -1.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9591    2.4668   -1.4444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3587   -0.3519   -1.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9062   -2.7597   -0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6918    0.3197    1.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5187   -1.0198    2.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4789   -0.0293    1.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6610   -2.7022    1.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9262   -3.2870   -0.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1780   -2.0382   -0.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8159   -2.9309   -3.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1024   -1.7052   -3.9455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4153   -1.4848   -4.5703 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
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
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 22 23  1  0
 10 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 28  5  1  0
 23  8  1  0
 28 24  1  0
 23 16  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  7 40  1  0
  9 41  1  0
 10 42  1  0
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 21 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 26 56  1  0
 26 57  1  0
 26 58  1  0
 27 59  1  0
 27 60  1  0
 27 61  1  0
 31 62  1  0
 31 63  1  0
 31 64  1  0
M  END


  Mrv1652309112118552D          

 32 35  0  0  0  0            999 V2000
    1.1681    0.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7319    0.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5354    0.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0993    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8596    1.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6631    1.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1723    2.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4472    1.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0561    2.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4923    1.4366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6699    1.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1623    0.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6131    1.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5847    1.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2351    2.4655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2082    2.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4549    2.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2243    3.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9369    2.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2896    4.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0345    4.4479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3681    2.7760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2968    0.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9750    0.7939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7015    0.4983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4909    0.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9173    1.4443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0932    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7750   -0.3295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2112   -0.9317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4508   -1.7212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077   -0.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
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  5  9  1  0  0  0  0
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 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 22  1  0  0  0  0
 13 23  1  0  0  0  0
 10 24  1  0  0  0  0
  4 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  3 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
M  END
> <DATABASE_ID>
HMDB0256453

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C(OC(C)=O)C2(OC(C)=O)C(C3C=C(CO)CC4(O)C(C=C(C)C4=O)C13O)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C24H32O8/c1-11-7-17-22(29,19(11)28)9-15(10-25)8-16-18-21(5,6)24(18,32-14(4)27)20(31-13(3)26)12(2)23(16,17)30/h7-8,12,16-18,20,25,29-30H,9-10H2,1-6H3

> <INCHI_KEY>
OMHXSAMFEJVCPT-UHFFFAOYSA-N

> <FORMULA>
C24H32O8

> <MOLECULAR_WEIGHT>
448.512

> <EXACT_MASS>
448.20971799

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
47.19599046400468

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14-(acetyloxy)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-13-yl acetate

> <ALOGPS_LOGP>
1.21

> <JCHEM_LOGP>
0.10136807633333501

> <ALOGPS_LOGS>
-2.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.933225968355181

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.57037025950111

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7316135464888243

> <JCHEM_POLAR_SURFACE_AREA>
130.36

> <JCHEM_REFRACTIVITY>
114.08039999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.91e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-(acetyloxy)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-13-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256453
     RDKit          3D
Phorbol 12,13-diacetate
 64 67  0  0  0  0  0  0  0  0999 V2000
   -3.9674    3.1420    0.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2039    2.4261   -0.4185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3470    2.7163   -1.6349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3343    1.4322   -0.0025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5510    0.6709   -0.9285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1522    1.1534   -0.7014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1275    2.5523   -0.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7593    0.2590    0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9305    0.7600    1.3780 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068   -1.1656    0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1012   -1.8861    1.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3785   -2.0068    1.4695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7207   -2.8126    2.6918 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5415   -3.8656    2.2367 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5132   -1.4056    0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2143    0.0669    0.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0370    0.6546    1.8029 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4257    0.7418   -0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6194    0.4077    0.0241 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8340    1.9208   -0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5902    3.1724   -1.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5540    1.7024   -0.9482 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2080    0.3761   -0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9570   -1.6548   -0.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1988   -1.3482    0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4329   -0.4361    1.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3231   -2.3780    0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8636   -0.7416   -0.7836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4467   -1.3738   -1.9296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6256   -1.0485   -2.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0316   -1.8568   -3.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3194   -0.1336   -2.0647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8198    2.4877    0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2878    3.2778    1.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3561    4.1117    0.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8741    1.0389   -1.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3130    1.3094   -1.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7523    2.6871    0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0059    2.6878    0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1631    3.3604   -0.7826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7614    0.0691    2.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9555   -1.5743   -0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4546   -2.4176    1.8574 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2070   -2.2118    3.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7807   -3.2943    3.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3470   -4.0643    1.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5936   -1.8430   -0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4419   -1.5101    1.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8955    0.9371    2.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2123    3.6285   -1.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5648    3.9157   -0.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6513    2.8854   -1.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9591    2.4668   -1.4444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3587   -0.3519   -1.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9062   -2.7597   -0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6918    0.3197    1.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5187   -1.0198    2.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4789   -0.0293    1.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6610   -2.7022    1.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9262   -3.2870   -0.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1780   -2.0382   -0.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8159   -2.9309   -3.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1024   -1.7052   -3.9455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4153   -1.4848   -4.5703 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
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 10 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 28  5  1  0
 23  8  1  0
 28 24  1  0
 23 16  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  7 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 17 49  1  0
 21 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 26 56  1  0
 26 57  1  0
 26 58  1  0
 27 59  1  0
 27 60  1  0
 27 61  1  0
 31 62  1  0
 31 63  1  0
 31 64  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       2.180   0.084   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.233   1.208   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.733   0.859   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.785   1.983   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.338   3.456   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.838   3.107   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.788   4.319   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.301   2.628   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.838   3.806   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.786   2.682   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.250   2.804   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.303   1.590   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.144   2.116   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.091   3.655   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.305   4.602   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.389   4.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.849   5.549   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.285   6.106   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.615   5.330   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.407   7.641   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.798   8.303   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -0.687   5.182   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.421   1.254   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.820   1.482   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       6.909   0.930   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.383   1.378   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       9.179   2.696   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       9.507   0.325   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.180  -0.615   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       4.128  -1.739   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       4.575  -3.213   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       2.628  -1.390   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4   29                                                  
CONECT    4    3    5    6   25                                             
CONECT    5    4    6    9                                                  
CONECT    6    5    4    7    8                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    5   10   19                                                  
CONECT   10    9    2   11   24                                             
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   23                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   11   17   22                                             
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18    9                                                       
CONECT   20   18   21                                                       
CONECT   21   20                                                            
CONECT   22   16                                                            
CONECT   23   13                                                            
CONECT   24   10                                                            
CONECT   25    4   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29    3   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0256453
HETATM    1  C1  UNL     1      -3.967   3.142   0.636  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.204   2.426  -0.419  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.347   2.716  -1.635  1.00  0.00           O  
HETATM    4  O2  UNL     1      -2.334   1.432  -0.003  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.551   0.671  -0.929  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.152   1.153  -0.701  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.127   2.552  -0.061  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.759   0.259   0.060  1.00  0.00           C  
HETATM    9  O3  UNL     1       0.930   0.760   1.378  1.00  0.00           O  
HETATM   10  C7  UNL     1       0.407  -1.166   0.012  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.101  -1.886   1.149  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.378  -2.007   1.470  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.721  -2.813   2.692  1.00  0.00           C  
HETATM   14  O4  UNL     1       3.541  -3.866   2.237  1.00  0.00           O  
HETATM   15  C11 UNL     1       3.513  -1.406   0.715  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.214   0.067   0.578  1.00  0.00           C  
HETATM   17  O5  UNL     1       3.037   0.655   1.803  1.00  0.00           O  
HETATM   18  C13 UNL     1       4.426   0.742  -0.024  1.00  0.00           C  
HETATM   19  O6  UNL     1       5.619   0.408   0.024  1.00  0.00           O  
HETATM   20  C14 UNL     1       3.834   1.921  -0.697  1.00  0.00           C  
HETATM   21  C15 UNL     1       4.590   3.172  -1.037  1.00  0.00           C  
HETATM   22  C16 UNL     1       2.554   1.702  -0.948  1.00  0.00           C  
HETATM   23  C17 UNL     1       2.208   0.376  -0.466  1.00  0.00           C  
HETATM   24  C18 UNL     1      -0.957  -1.655  -0.064  1.00  0.00           C  
HETATM   25  C19 UNL     1      -2.199  -1.348   0.566  1.00  0.00           C  
HETATM   26  C20 UNL     1      -2.433  -0.436   1.741  1.00  0.00           C  
HETATM   27  C21 UNL     1      -3.323  -2.378   0.497  1.00  0.00           C  
HETATM   28  C22 UNL     1      -1.864  -0.742  -0.784  1.00  0.00           C  
HETATM   29  O7  UNL     1      -2.447  -1.374  -1.930  1.00  0.00           O  
HETATM   30  C23 UNL     1      -3.626  -1.049  -2.513  1.00  0.00           C  
HETATM   31  C24 UNL     1      -4.032  -1.857  -3.720  1.00  0.00           C  
HETATM   32  O8  UNL     1      -4.319  -0.134  -2.065  1.00  0.00           O  
HETATM   33  H1  UNL     1      -4.820   2.488   0.921  1.00  0.00           H  
HETATM   34  H2  UNL     1      -3.288   3.278   1.504  1.00  0.00           H  
HETATM   35  H3  UNL     1      -4.356   4.112   0.241  1.00  0.00           H  
HETATM   36  H4  UNL     1      -1.874   1.039  -1.930  1.00  0.00           H  
HETATM   37  H5  UNL     1       0.313   1.309  -1.701  1.00  0.00           H  
HETATM   38  H6  UNL     1       0.752   2.687   0.597  1.00  0.00           H  
HETATM   39  H7  UNL     1      -1.006   2.688   0.625  1.00  0.00           H  
HETATM   40  H8  UNL     1      -0.163   3.360  -0.783  1.00  0.00           H  
HETATM   41  H9  UNL     1       0.761   0.069   2.052  1.00  0.00           H  
HETATM   42  H10 UNL     1       0.955  -1.574  -0.903  1.00  0.00           H  
HETATM   43  H11 UNL     1       0.455  -2.418   1.857  1.00  0.00           H  
HETATM   44  H12 UNL     1       3.207  -2.212   3.460  1.00  0.00           H  
HETATM   45  H13 UNL     1       1.781  -3.294   3.021  1.00  0.00           H  
HETATM   46  H14 UNL     1       3.347  -4.064   1.270  1.00  0.00           H  
HETATM   47  H15 UNL     1       3.594  -1.843  -0.284  1.00  0.00           H  
HETATM   48  H16 UNL     1       4.442  -1.510   1.319  1.00  0.00           H  
HETATM   49  H17 UNL     1       3.896   0.937   2.216  1.00  0.00           H  
HETATM   50  H18 UNL     1       4.212   3.629  -1.982  1.00  0.00           H  
HETATM   51  H19 UNL     1       4.565   3.916  -0.243  1.00  0.00           H  
HETATM   52  H20 UNL     1       5.651   2.885  -1.258  1.00  0.00           H  
HETATM   53  H21 UNL     1       1.959   2.467  -1.444  1.00  0.00           H  
HETATM   54  H22 UNL     1       2.359  -0.352  -1.295  1.00  0.00           H  
HETATM   55  H23 UNL     1      -0.906  -2.760  -0.389  1.00  0.00           H  
HETATM   56  H24 UNL     1      -1.692   0.320   1.931  1.00  0.00           H  
HETATM   57  H25 UNL     1      -2.519  -1.020   2.699  1.00  0.00           H  
HETATM   58  H26 UNL     1      -3.479  -0.029   1.606  1.00  0.00           H  
HETATM   59  H27 UNL     1      -3.661  -2.702   1.495  1.00  0.00           H  
HETATM   60  H28 UNL     1      -2.926  -3.287  -0.003  1.00  0.00           H  
HETATM   61  H29 UNL     1      -4.178  -2.038  -0.093  1.00  0.00           H  
HETATM   62  H30 UNL     1      -3.816  -2.931  -3.555  1.00  0.00           H  
HETATM   63  H31 UNL     1      -5.102  -1.705  -3.946  1.00  0.00           H  
HETATM   64  H32 UNL     1      -3.415  -1.485  -4.570  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   28   36
CONECT    6    7    8   37
CONECT    7   38   39   40
CONECT    8    9   10   23
CONECT    9   41
CONECT   10   11   24   42
CONECT   11   12   12   43
CONECT   12   13   15
CONECT   13   14   44   45
CONECT   14   46
CONECT   15   16   47   48
CONECT   16   17   18   23
CONECT   17   49
CONECT   18   19   19   20
CONECT   20   21   22   22
CONECT   21   50   51   52
CONECT   22   23   53
CONECT   23   54
CONECT   24   25   28   55
CONECT   25   26   27   28
CONECT   26   56   57   58
CONECT   27   59   60   61
CONECT   28   29
CONECT   29   30
CONECT   30   31   32   32
CONECT   31   62   63   64
END

HMDB0256453
     RDKit          3D
Phorbol 12,13-diacetate
 64 67  0  0  0  0  0  0  0  0999 V2000
   -3.9674    3.1420    0.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2039    2.4261   -0.4185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3470    2.7163   -1.6349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3343    1.4322   -0.0025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5510    0.6709   -0.9285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1522    1.1534   -0.7014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1275    2.5523   -0.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7593    0.2590    0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9305    0.7600    1.3780 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068   -1.1656    0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1012   -1.8861    1.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3785   -2.0068    1.4695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7207   -2.8126    2.6918 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5415   -3.8656    2.2367 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5132   -1.4056    0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2143    0.0669    0.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0370    0.6546    1.8029 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4257    0.7418   -0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6194    0.4077    0.0241 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8340    1.9208   -0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5902    3.1724   -1.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5540    1.7024   -0.9482 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2080    0.3761   -0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9570   -1.6548   -0.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1988   -1.3482    0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4329   -0.4361    1.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3231   -2.3780    0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8636   -0.7416   -0.7836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4467   -1.3738   -1.9296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6256   -1.0485   -2.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0316   -1.8568   -3.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3194   -0.1336   -2.0647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8198    2.4877    0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2878    3.2778    1.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3561    4.1117    0.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8741    1.0389   -1.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3130    1.3094   -1.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7523    2.6871    0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0059    2.6878    0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1631    3.3604   -0.7826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7614    0.0691    2.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9555   -1.5743   -0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4546   -2.4176    1.8574 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2070   -2.2118    3.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7807   -3.2943    3.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3470   -4.0643    1.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5936   -1.8430   -0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4419   -1.5101    1.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8955    0.9371    2.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2123    3.6285   -1.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5648    3.9157   -0.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6513    2.8854   -1.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9591    2.4668   -1.4444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3587   -0.3519   -1.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9062   -2.7597   -0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6918    0.3197    1.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5187   -1.0198    2.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4789   -0.0293    1.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6610   -2.7022    1.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9262   -3.2870   -0.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1780   -2.0382   -0.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8159   -2.9309   -3.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1024   -1.7052   -3.9455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4153   -1.4848   -4.5703 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
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 10 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 28  5  1  0
 23  8  1  0
 28 24  1  0
 23 16  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  7 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 17 49  1  0
 21 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 26 56  1  0
 26 57  1  0
 26 58  1  0
 27 59  1  0
 27 60  1  0
 27 61  1  0
 31 62  1  0
 31 63  1  0
 31 64  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Phorbol 12,13-diacetic acid	Generator
14-(Acetyloxy)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0,.0,]pentadeca-3,8-dien-13-yl acetic acid	HMDB

Chemical Formula

C₂₄H₃₂O₈

Average Molecular Weight

448.512

Monoisotopic Molecular Weight

448.20971799

IUPAC Name

14-(acetyloxy)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-13-yl acetate

Traditional Name

14-(acetyloxy)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-13-yl acetate

CAS Registry Number

Not Available

SMILES

CC1C(OC(C)=O)C2(OC(C)=O)C(C3C=C(CO)CC4(O)C(C=C(C)C4=O)C13O)C2(C)C

InChI Identifier

InChI=1S/C24H32O8/c1-11-7-17-22(29,19(11)28)9-15(10-25)8-16-18-21(5,6)24(18,32-14(4)27)20(31-13(3)26)12(2)23(16,17)30/h7-8,12,16-18,20,25,29-30H,9-10H2,1-6H3

InChI Key

OMHXSAMFEJVCPT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phorbol esters. These are tigliane diterpenoids which are esters of phorbol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Phorbol esters

Alternative Parents

Substituents

Phorbol ester
Dicarboxylic acid or derivatives
Tertiary alcohol
Cyclic alcohol
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.21	ALOGPS
logP	0.1	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	12.57	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	130.36 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	114.08 m³·mol⁻¹	ChemAxon
Polarizability	47.2 Å³	ChemAxon
Number of Rings	4	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]-	239.355	30932474
DeepCCS	[M+Na]+	214.78	30932474
AllCCS	[M+H]+	201.3	32859911
AllCCS	[M+H-H2O]+	199.2	32859911
AllCCS	[M+NH4]+	203.1	32859911
AllCCS	[M+Na]+	203.7	32859911
AllCCS	[M-H]-	207.6	32859911
AllCCS	[M+Na-2H]-	208.6	32859911
AllCCS	[M+HCOO]-	209.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phorbol 12,13-diacetate	CC1C(OC(C)=O)C2(OC(C)=O)C(C3C=C(CO)CC4(O)C(C=C(C)C4=O)C13O)C2(C)C	4174.2	Standard polar	33892256
Phorbol 12,13-diacetate	CC1C(OC(C)=O)C2(OC(C)=O)C(C3C=C(CO)CC4(O)C(C=C(C)C4=O)C13O)C2(C)C	2937.5	Standard non polar	33892256
Phorbol 12,13-diacetate	CC1C(OC(C)=O)C2(OC(C)=O)C(C3C=C(CO)CC4(O)C(C=C(C)C4=O)C13O)C2(C)C	3033.1	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 - Phorbol 12,13-diacetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-05g0-3249000000-6bf63fcf76a66c273be2	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phorbol 12,13-diacetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phorbol 12,13-diacetate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phorbol 12,13-diacetate GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phorbol 12,13-diacetate GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phorbol 12,13-diacetate GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phorbol 12,13-diacetate GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phorbol 12,13-diacetate GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phorbol 12,13-diacetate GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phorbol 12,13-diacetate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phorbol 12,13-diacetate GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phorbol 12,13-diacetate GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phorbol 12,13-diacetate GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phorbol 12,13-diacetate GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phorbol 12,13-diacetate GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phorbol 12,13-diacetate GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-05	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

3405984

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4195534

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 Phorbol 12,13-diacetate (HMDB0256453)

MOL for HMDB0256453 (Phorbol 12,13-diacetate)

3D MOL for HMDB0256453 (Phorbol 12,13-diacetate)

3D SDF for HMDB0256453 (Phorbol 12,13-diacetate)

3D-SDF for HMDB0256453 (Phorbol 12,13-diacetate)

PDB for HMDB0256453 (Phorbol 12,13-diacetate)

3D PDB for HMDB0256453 (Phorbol 12,13-diacetate)

SMILES for HMDB0256453 (Phorbol 12,13-diacetate)

INCHI for HMDB0256453 (Phorbol 12,13-diacetate)

Structure for HMDB0256453 (Phorbol 12,13-diacetate)

3D Structure for HMDB0256453 (Phorbol 12,13-diacetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra