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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:04:55 UTC

Update Date

2021-09-26 23:15:25 UTC

HMDB ID

HMDB0258477

Secondary Accession Numbers

None

Metabolite Identification

Common Name

8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione

Description

8-hydroxy-3-methyl-1,2,3,4,7,12-hexahydrotetraphene-1,7,12-trione belongs to the class of organic compounds known as angucyclines. These are polyketides with a structure based on then benz[a]anthracene skeleton, with the particularity that the central ring of the anthracene moiety is a para-quinone. Based on a literature review very few articles have been published on 8-hydroxy-3-methyl-1,2,3,4,7,12-hexahydrotetraphene-1,7,12-trione. This compound has been identified in human blood as reported by (PMID: 31557052 ). 8-hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2h)-trione is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione 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

HMDB0258477
     RDKit          3D
8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione
 37 40  0  0  0  0  0  0  0  0999 V2000
    5.1769   -0.0771    0.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7011    0.2224    0.5595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9997   -1.0793    0.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7473   -1.2172    0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2859   -2.3012   -0.3697 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0241    0.0071   -0.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7722    1.1213   -0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1268    2.2634   -1.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2520    2.2859   -1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0006    1.2095   -0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3507    0.0294   -0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1018   -1.1114    0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5623   -2.1545    0.6113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5786   -1.0226    0.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2457   -2.1353    0.6838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6363   -2.1064    0.7172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2732   -0.9805    0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6139    0.1748   -0.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3401    1.2533   -0.5404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2404    0.1299   -0.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4599    1.2653   -0.6382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9889    2.3254   -1.0230 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2387    0.9231   -0.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4863   -0.6466    1.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3738   -0.7413   -0.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7981    0.8346    0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6087    0.9472    1.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6562   -1.9605    0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6950   -1.0726    1.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7027    3.1049   -1.4712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7679    3.1710   -1.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7211   -3.0113    1.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1428   -2.9939    1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3535   -0.9390    0.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1377    2.1205   -0.8774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5858    0.2774   -1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7882    1.8841   -0.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
  7 23  1  0
 23  2  1  0
 11  6  1  0
 20 14  1  0
 21 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  8 30  1  0
  9 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 19 35  1  0
 23 36  1  0
 23 37  1  0
M  END


  Mrv1533004251503542D          

 23 26  0  0  0  0            999 V2000
    1.9521   -2.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3023   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6525   -3.3098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8424   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124   -0.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9226   -0.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4627   -0.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2728   -0.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5428   -0.0357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8129   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6230   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8931   -0.5034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1631   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8931   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0829   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5428   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327   -2.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4627   -3.1539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1926   -1.7507    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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  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
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  6 23  1  0  0  0  0
 11 23  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258477

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CC(=O)C2=C(C1)C=CC1=C2C(=O)C2=CC=CC(O)=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H14O4/c1-9-7-10-5-6-12-17(15(10)14(21)8-9)19(23)11-3-2-4-13(20)16(11)18(12)22/h2-6,9,20H,7-8H2,1H3

> <INCHI_KEY>
ZAWXOCUFQSQDJS-UHFFFAOYSA-N

> <FORMULA>
C19H14O4

> <MOLECULAR_WEIGHT>
306.317

> <EXACT_MASS>
306.089208931

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
32.103246650378786

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-hydroxy-3-methyl-1,2,3,4,7,12-hexahydrotetraphene-1,7,12-trione

> <ALOGPS_LOGP>
3.72

> <JCHEM_LOGP>
3.8600387016666664

> <ALOGPS_LOGS>
-4.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.524095321767337

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.823064350404852

> <JCHEM_PKA_STRONGEST_BASIC>
-6.044701994278991

> <JCHEM_POLAR_SURFACE_AREA>
71.44

> <JCHEM_REFRACTIVITY>
85.94919999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.55e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ochromycinone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258477
     RDKit          3D
8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione
 37 40  0  0  0  0  0  0  0  0999 V2000
    5.1769   -0.0771    0.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7011    0.2224    0.5595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9997   -1.0793    0.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7473   -1.2172    0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2859   -2.3012   -0.3697 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0241    0.0071   -0.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7722    1.1213   -0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1268    2.2634   -1.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2520    2.2859   -1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0006    1.2095   -0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3507    0.0294   -0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1018   -1.1114    0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5623   -2.1545    0.6113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5786   -1.0226    0.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2457   -2.1353    0.6838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6363   -2.1064    0.7172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2732   -0.9805    0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6139    0.1748   -0.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3401    1.2533   -0.5404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2404    0.1299   -0.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4599    1.2653   -0.6382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9889    2.3254   -1.0230 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2387    0.9231   -0.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4863   -0.6466    1.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3738   -0.7413   -0.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7981    0.8346    0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6087    0.9472    1.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6562   -1.9605    0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6950   -1.0726    1.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7027    3.1049   -1.4712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7679    3.1710   -1.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7211   -3.0113    1.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1428   -2.9939    1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3535   -0.9390    0.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1377    2.1205   -0.8774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5858    0.2774   -1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7882    1.8841   -0.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
  7 23  1  0
 23  2  1  0
 11  6  1  0
 20 14  1  0
 21 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  8 30  1  0
  9 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 19 35  1  0
 23 36  1  0
 23 37  1  0
M  END

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       3.644  -4.432   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.156  -4.141   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.164  -5.305   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.677  -5.014   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       8.685  -6.178   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.181  -3.559   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.172  -2.395   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.660  -2.686   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.677  -0.940   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.189  -0.649   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.197  -1.813   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.709  -1.522   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      12.213  -0.067   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      12.717  -2.686   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.230  -2.395   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      14.734  -0.940   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      15.238  -3.559   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.734  -5.014   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.221  -5.305   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.213  -4.141   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.701  -4.432   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.197  -5.887   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       9.693  -3.268   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   23                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7    2                                                       
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   23                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   20                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   14   21                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21    6   11                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0258477
HETATM    1  C1  UNL     1       5.177  -0.077   0.395  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.701   0.222   0.559  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.000  -1.079   0.838  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.747  -1.217   0.038  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.286  -2.301  -0.370  1.00  0.00           O  
HETATM    6  C5  UNL     1       1.024   0.007  -0.287  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.772   1.121  -0.730  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.127   2.263  -1.136  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.252   2.286  -1.099  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.001   1.210  -0.668  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.351   0.029  -0.245  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.102  -1.111   0.221  1.00  0.00           C  
HETATM   13  O2  UNL     1      -0.562  -2.154   0.611  1.00  0.00           O  
HETATM   14  C12 UNL     1      -2.579  -1.023   0.239  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.246  -2.135   0.684  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.636  -2.106   0.717  1.00  0.00           C  
HETATM   17  C15 UNL     1      -5.273  -0.980   0.309  1.00  0.00           C  
HETATM   18  C16 UNL     1      -4.614   0.175  -0.152  1.00  0.00           C  
HETATM   19  O3  UNL     1      -5.340   1.253  -0.540  1.00  0.00           O  
HETATM   20  C17 UNL     1      -3.240   0.130  -0.179  1.00  0.00           C  
HETATM   21  C18 UNL     1      -2.460   1.265  -0.638  1.00  0.00           C  
HETATM   22  O4  UNL     1      -2.989   2.325  -1.023  1.00  0.00           O  
HETATM   23  C19 UNL     1       3.239   0.923  -0.693  1.00  0.00           C  
HETATM   24  H1  UNL     1       5.486  -0.647   1.301  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.374  -0.741  -0.471  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.798   0.835   0.369  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.609   0.947   1.396  1.00  0.00           H  
HETATM   28  H5  UNL     1       3.656  -1.961   0.701  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.695  -1.073   1.905  1.00  0.00           H  
HETATM   30  H7  UNL     1       1.703   3.105  -1.471  1.00  0.00           H  
HETATM   31  H8  UNL     1      -0.768   3.171  -1.415  1.00  0.00           H  
HETATM   32  H9  UNL     1      -2.721  -3.011   1.001  1.00  0.00           H  
HETATM   33  H10 UNL     1      -5.143  -2.994   1.072  1.00  0.00           H  
HETATM   34  H11 UNL     1      -6.354  -0.939   0.327  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.138   2.121  -0.877  1.00  0.00           H  
HETATM   36  H13 UNL     1       3.586   0.277  -1.552  1.00  0.00           H  
HETATM   37  H14 UNL     1       3.788   1.884  -0.736  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   23   27
CONECT    3    4   28   29
CONECT    4    5    5    6
CONECT    6    7    7   11
CONECT    7    8   23
CONECT    8    9    9   30
CONECT    9   10   31
CONECT   10   11   11   21
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   15   20
CONECT   15   16   32
CONECT   16   17   17   33
CONECT   17   18   34
CONECT   18   19   20   20
CONECT   19   35
CONECT   20   21
CONECT   21   22   22
CONECT   23   36   37
END

HMDB0258477
     RDKit          3D
8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione
 37 40  0  0  0  0  0  0  0  0999 V2000
    5.1769   -0.0771    0.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7011    0.2224    0.5595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9997   -1.0793    0.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7473   -1.2172    0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2859   -2.3012   -0.3697 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0241    0.0071   -0.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7722    1.1213   -0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1268    2.2634   -1.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2520    2.2859   -1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0006    1.2095   -0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3507    0.0294   -0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1018   -1.1114    0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5623   -2.1545    0.6113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5786   -1.0226    0.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2457   -2.1353    0.6838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6363   -2.1064    0.7172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2732   -0.9805    0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6139    0.1748   -0.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3401    1.2533   -0.5404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2404    0.1299   -0.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4599    1.2653   -0.6382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9889    2.3254   -1.0230 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2387    0.9231   -0.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4863   -0.6466    1.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3738   -0.7413   -0.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7981    0.8346    0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6087    0.9472    1.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6562   -1.9605    0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6950   -1.0726    1.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7027    3.1049   -1.4712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7679    3.1710   -1.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7211   -3.0113    1.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1428   -2.9939    1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3535   -0.9390    0.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1377    2.1205   -0.8774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5858    0.2774   -1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7882    1.8841   -0.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
  7 23  1  0
 23  2  1  0
 11  6  1  0
 20 14  1  0
 21 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  8 30  1  0
  9 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 19 35  1  0
 23 36  1  0
 23 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₁₄O₄

Average Molecular Weight

306.317

Monoisotopic Molecular Weight

306.089208931

IUPAC Name

8-hydroxy-3-methyl-1,2,3,4,7,12-hexahydrotetraphene-1,7,12-trione

Traditional Name

ochromycinone

CAS Registry Number

Not Available

SMILES

CC1CC(=O)C2=C(C1)C=CC1=C2C(=O)C2=CC=CC(O)=C2C1=O

InChI Identifier

InChI=1S/C19H14O4/c1-9-7-10-5-6-12-17(15(10)14(21)8-9)19(23)11-3-2-4-13(20)16(11)18(12)22/h2-6,9,20H,7-8H2,1H3

InChI Key

ZAWXOCUFQSQDJS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angucyclines. These are polyketides with a structure based on then benz[a]anthracene skeleton, with the particularity that the central ring of the anthracene moiety is a para-quinone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Angucyclines

Sub Class

Not Available

Direct Parent

Angucyclines

Alternative Parents

Substituents

Angucycline core
9,10-anthraquinone
Anthraquinone
Anthracene
Phenanthrene
Tetralin
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Vinylogous acid
Ketone
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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	3.72	ALOGPS
logP	3.86	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	7.82	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	71.44 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	85.95 m³·mol⁻¹	ChemAxon
Polarizability	32.1 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+H]+	173.205	30932474
DeepCCS	[M-H]-	170.847	30932474
DeepCCS	[M-2H]-	204.743	30932474
DeepCCS	[M+Na]+	179.97	30932474
AllCCS	[M+H]+	171.8	32859911
AllCCS	[M+H-H2O]+	168.3	32859911
AllCCS	[M+NH4]+	175.0	32859911
AllCCS	[M+Na]+	175.9	32859911
AllCCS	[M-H]-	177.2	32859911
AllCCS	[M+Na-2H]-	176.4	32859911
AllCCS	[M+HCOO]-	175.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione	CC1CC(=O)C2=C(C1)C=CC1=C2C(=O)C2=CC=CC(O)=C2C1=O	3978.5	Standard polar	33892256
8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione	CC1CC(=O)C2=C(C1)C=CC1=C2C(=O)C2=CC=CC(O)=C2C1=O	2870.6	Standard non polar	33892256
8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione	CC1CC(=O)C2=C(C1)C=CC1=C2C(=O)C2=CC=CC(O)=C2C1=O	3054.2	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 - 8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione GC-MS (Non-derivatized) - 70eV, Positive	splash10-004r-0590000000-4128eb2f1f9fefb2d600	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione GC-MS (TBDMS_1_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

322866

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione (HMDB0258477)

MOL for HMDB0258477 (8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione)

3D MOL for HMDB0258477 (8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione)

3D SDF for HMDB0258477 (8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione)

3D-SDF for HMDB0258477 (8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione)

PDB for HMDB0258477 (8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione)

3D PDB for HMDB0258477 (8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione)

SMILES for HMDB0258477 (8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione)

INCHI for HMDB0258477 (8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione)

Structure for HMDB0258477 (8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione)

3D Structure for HMDB0258477 (8-Hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra