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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:16:14 UTC

Update Date

2021-09-26 22:51:34 UTC

HMDB ID

HMDB0244078

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1,2-Dihydrotanshinquinone

Description

1,2-Dihydrotanshinquinone, also known as dan-shen root extract or 1,2-DT-quinone, belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. 1,2-Dihydrotanshinquinone is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). 1,2-dihydrotanshinquinone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1,2-Dihydrotanshinquinone 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

HMDB0244078
     RDKit          3D
1,2-Dihydrotanshinquinone
 35 38  0  0  0  0  0  0  0  0999 V2000
   -4.3294    1.6300   -0.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4929    0.4281    0.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0344   -0.6896    0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2450   -1.8678    0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7682   -1.8047    0.7509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2478   -0.4917    0.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0420    0.5943    0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4989    1.7938   -0.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1388    1.8926   -0.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6692    0.8192   -0.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1423   -0.4048    0.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9994   -1.5259    0.5566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5724   -2.6396    0.9144 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4744   -1.3744    0.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2483   -2.3255    0.7129 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9846   -0.0866    0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2595    0.3985   -0.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5112   -0.3724    0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1420    1.7142   -0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8630    1.9953   -0.5945 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1271    0.9705   -0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1775    1.8221   -1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3996    1.4016    0.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9719    2.4955    0.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1177   -0.7881    0.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5940   -2.3082    1.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6112   -2.6823    0.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4596   -2.6139    0.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3861   -2.0548    1.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1708    2.6163   -0.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3108    2.8299   -0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4523   -0.9452    0.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3972    0.2871    0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5820   -1.1200   -0.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.4066   -0.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  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
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
  7  2  1  0
 21 10  1  0
 11  6  1  0
 21 16  2  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  8 30  1  0
  9 31  1  0
 18 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
M  END


  Mrv1533004251504472D          

 21 24  0  0  0  0            999 V2000
    2.2973    0.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5776   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0458   -0.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3261   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6700   -0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3897   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9215    0.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7336    0.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139   -0.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8261   -0.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4774   -0.1236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1602   -0.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9309   -1.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4373   -2.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1064   -1.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745   -2.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8548   -2.8125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7624   -1.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2306   -2.5221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4821   -1.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 11 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
  6 21  1  0  0  0  0
 10 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244078

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=COC2=C1C(=O)C(=O)C1=C2C=CC2=C1CCC=C2C

> <INCHI_IDENTIFIER>
InChI=1S/C18H14O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)17(20)16(19)14-10(2)8-21-18(13)14/h4,6-8H,3,5H2,1-2H3

> <INCHI_KEY>
OYOSADAKNZWZGA-UHFFFAOYSA-N

> <FORMULA>
C18H14O3

> <MOLECULAR_WEIGHT>
278.307

> <EXACT_MASS>
278.094294311

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
30.372462395696076

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,14-dimethyl-12-oxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),2(7),5,8,11(15),13-hexaene-16,17-dione

> <ALOGPS_LOGP>
3.65

> <JCHEM_LOGP>
3.9648012623333324

> <ALOGPS_LOGS>
-3.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.955722330789348

> <JCHEM_POLAR_SURFACE_AREA>
47.28

> <JCHEM_REFRACTIVITY>
81.46389999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.87e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,14-dimethyl-12-oxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),2(7),5,8,11(15),13-hexaene-16,17-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244078
     RDKit          3D
1,2-Dihydrotanshinquinone
 35 38  0  0  0  0  0  0  0  0999 V2000
   -4.3294    1.6300   -0.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4929    0.4281    0.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0344   -0.6896    0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2450   -1.8678    0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7682   -1.8047    0.7509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2478   -0.4917    0.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0420    0.5943    0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4989    1.7938   -0.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1388    1.8926   -0.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6692    0.8192   -0.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1423   -0.4048    0.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9994   -1.5259    0.5566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5724   -2.6396    0.9144 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4744   -1.3744    0.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2483   -2.3255    0.7129 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9846   -0.0866    0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2595    0.3985   -0.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5112   -0.3724    0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1420    1.7142   -0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8630    1.9953   -0.5945 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1271    0.9705   -0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1775    1.8221   -1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3996    1.4016    0.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9719    2.4955    0.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1177   -0.7881    0.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5940   -2.3082    1.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6112   -2.6823    0.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4596   -2.6139    0.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3861   -2.0548    1.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1708    2.6163   -0.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3108    2.8299   -0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4523   -0.9452    0.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3972    0.2871    0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5820   -1.1200   -0.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.4066   -0.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  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
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
  7  2  1  0
 21 10  1  0
 11  6  1  0
 21 16  2  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  8 30  1  0
  9 31  1  0
 18 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  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       4.288   1.357   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.811  -0.092   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.819  -1.269   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.342  -2.717   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.858  -2.988   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.851  -1.811   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.327  -0.363   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.320   0.815   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.836   0.544   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.359  -0.905   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.875  -1.176   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.091  -0.231   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      13.366  -1.095   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.938  -2.574   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.883  -3.790   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.399  -2.624   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.406  -3.802   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.929  -5.250   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       8.890  -3.531   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.897  -4.708   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.367  -2.082   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   21                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   21                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   11   17                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19    6   10                                                  
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0244078
HETATM    1  C1  UNL     1      -4.329   1.630  -0.195  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.493   0.428   0.137  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.034  -0.690   0.501  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.245  -1.868   0.828  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.768  -1.805   0.751  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.248  -0.492   0.329  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.042   0.594   0.028  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.499   1.794  -0.360  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.139   1.893  -0.444  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.669   0.819  -0.148  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.142  -0.405   0.247  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.999  -1.526   0.557  1.00  0.00           C  
HETATM   13  O1  UNL     1       0.572  -2.640   0.914  1.00  0.00           O  
HETATM   14  C13 UNL     1       2.474  -1.374   0.452  1.00  0.00           C  
HETATM   15  O2  UNL     1       3.248  -2.325   0.713  1.00  0.00           O  
HETATM   16  C14 UNL     1       2.985  -0.087   0.038  1.00  0.00           C  
HETATM   17  C15 UNL     1       4.260   0.398  -0.161  1.00  0.00           C  
HETATM   18  C16 UNL     1       5.511  -0.372   0.026  1.00  0.00           C  
HETATM   19  C17 UNL     1       4.142   1.714  -0.559  1.00  0.00           C  
HETATM   20  O3  UNL     1       2.863   1.995  -0.595  1.00  0.00           O  
HETATM   21  C18 UNL     1       2.127   0.970  -0.252  1.00  0.00           C  
HETATM   22  H1  UNL     1      -4.177   1.822  -1.277  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.400   1.402   0.030  1.00  0.00           H  
HETATM   24  H3  UNL     1      -3.972   2.495   0.387  1.00  0.00           H  
HETATM   25  H4  UNL     1      -5.118  -0.788   0.576  1.00  0.00           H  
HETATM   26  H5  UNL     1      -3.594  -2.308   1.820  1.00  0.00           H  
HETATM   27  H6  UNL     1      -3.611  -2.682   0.097  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.460  -2.614   0.035  1.00  0.00           H  
HETATM   29  H8  UNL     1      -1.386  -2.055   1.789  1.00  0.00           H  
HETATM   30  H9  UNL     1      -2.171   2.616  -0.585  1.00  0.00           H  
HETATM   31  H10 UNL     1       0.311   2.830  -0.749  1.00  0.00           H  
HETATM   32  H11 UNL     1       5.452  -0.945   0.995  1.00  0.00           H  
HETATM   33  H12 UNL     1       6.397   0.287   0.064  1.00  0.00           H  
HETATM   34  H13 UNL     1       5.582  -1.120  -0.775  1.00  0.00           H  
HETATM   35  H14 UNL     1       4.950   2.407  -0.803  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3    7
CONECT    3    4   25
CONECT    4    5   26   27
CONECT    5    6   28   29
CONECT    6    7    7   11
CONECT    7    8
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   16
CONECT   16   17   21   21
CONECT   17   18   19   19
CONECT   18   32   33   34
CONECT   19   20   35
CONECT   20   21
END

HMDB0244078
     RDKit          3D
1,2-Dihydrotanshinquinone
 35 38  0  0  0  0  0  0  0  0999 V2000
   -4.3294    1.6300   -0.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4929    0.4281    0.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0344   -0.6896    0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2450   -1.8678    0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7682   -1.8047    0.7509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2478   -0.4917    0.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0420    0.5943    0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4989    1.7938   -0.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1388    1.8926   -0.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6692    0.8192   -0.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1423   -0.4048    0.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9994   -1.5259    0.5566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5724   -2.6396    0.9144 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4744   -1.3744    0.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2483   -2.3255    0.7129 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9846   -0.0866    0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2595    0.3985   -0.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5112   -0.3724    0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1420    1.7142   -0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8630    1.9953   -0.5945 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1271    0.9705   -0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1775    1.8221   -1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3996    1.4016    0.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9719    2.4955    0.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1177   -0.7881    0.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5940   -2.3082    1.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6112   -2.6823    0.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4596   -2.6139    0.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3861   -2.0548    1.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1708    2.6163   -0.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3108    2.8299   -0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4523   -0.9452    0.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3972    0.2871    0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5820   -1.1200   -0.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.4066   -0.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  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
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
  7  2  1  0
 21 10  1  0
 11  6  1  0
 21 16  2  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  8 30  1  0
  9 31  1  0
 18 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dan-shen root extract	MeSH
Danshen extract	MeSH
Danshen root extract	MeSH
1,2-DT-Quinone	MeSH
Methylenetanshinquinone	MeSH
12-Dihydrotanshinone	ChEMBL

Chemical Formula

C₁₈H₁₄O₃

Average Molecular Weight

278.307

Monoisotopic Molecular Weight

278.094294311

IUPAC Name

6,14-dimethyl-12-oxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),2(7),5,8,11(15),13-hexaene-16,17-dione

Traditional Name

6,14-dimethyl-12-oxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),2(7),5,8,11(15),13-hexaene-16,17-dione

CAS Registry Number

Not Available

SMILES

CC1=COC2=C1C(=O)C(=O)C1=C2C=CC2=C1CCC=C2C

InChI Identifier

InChI=1S/C18H14O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)17(20)16(19)14-10(2)8-21-18(13)14/h4,6-8H,3,5H2,1-2H3

InChI Key

OYOSADAKNZWZGA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Phenanthrene
Naphthofuran
Naphthalene
O-quinone
Quinone
Aryl ketone
Benzenoid
Heteroaromatic compound
Furan
Ketone
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
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	3.65	ALOGPS
logP	3.96	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	47.28 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	81.46 m³·mol⁻¹	ChemAxon
Polarizability	30.37 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]+	162.263	30932474
DeepCCS	[M-H]-	159.905	30932474
DeepCCS	[M-2H]-	193.216	30932474
DeepCCS	[M+Na]+	168.443	30932474
AllCCS	[M+H]+	164.3	32859911
AllCCS	[M+H-H2O]+	160.8	32859911
AllCCS	[M+NH4]+	167.6	32859911
AllCCS	[M+Na]+	168.5	32859911
AllCCS	[M-H]-	169.6	32859911
AllCCS	[M+Na-2H]-	168.5	32859911
AllCCS	[M+HCOO]-	167.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,2-Dihydrotanshinquinone	CC1=COC2=C1C(=O)C(=O)C1=C2C=CC2=C1CCC=C2C	3615.4	Standard polar	33892256
1,2-Dihydrotanshinquinone	CC1=COC2=C1C(=O)C(=O)C1=C2C=CC2=C1CCC=C2C	2497.5	Standard non polar	33892256
1,2-Dihydrotanshinquinone	CC1=COC2=C1C(=O)C(=O)C1=C2C=CC2=C1CCC=C2C	2787.8	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 - 1,2-Dihydrotanshinquinone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-2590000000-8d0715a62875ae76ad17	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,2-Dihydrotanshinquinone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-Dihydrotanshinquinone 10V, Positive-QTOF	splash10-004i-0090000000-3f34db573e518815905d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-Dihydrotanshinquinone 20V, Positive-QTOF	splash10-004i-0090000000-b9fa8cd669686f8ea9ea	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-Dihydrotanshinquinone 40V, Positive-QTOF	splash10-0fka-0090000000-af5cb0a0899cfe7c653a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-Dihydrotanshinquinone 10V, Negative-QTOF	splash10-004i-0090000000-42efdd08118f619780c8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-Dihydrotanshinquinone 20V, Negative-QTOF	splash10-004i-0090000000-9500dafb32801cc246d8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-Dihydrotanshinquinone 40V, Negative-QTOF	splash10-046s-0190000000-e1c11ec64730985628fc	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

Not Available

METLIN ID

Not Available

PubChem Compound

105119

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 1,2-Dihydrotanshinquinone (HMDB0244078)

MOL for HMDB0244078 (1,2-Dihydrotanshinquinone)

3D MOL for HMDB0244078 (1,2-Dihydrotanshinquinone)

3D SDF for HMDB0244078 (1,2-Dihydrotanshinquinone)

3D-SDF for HMDB0244078 (1,2-Dihydrotanshinquinone)

PDB for HMDB0244078 (1,2-Dihydrotanshinquinone)

3D PDB for HMDB0244078 (1,2-Dihydrotanshinquinone)

SMILES for HMDB0244078 (1,2-Dihydrotanshinquinone)

INCHI for HMDB0244078 (1,2-Dihydrotanshinquinone)

Structure for HMDB0244078 (1,2-Dihydrotanshinquinone)

3D Structure for HMDB0244078 (1,2-Dihydrotanshinquinone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra