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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 02:10:12 UTC

Update Date

2021-09-26 22:59:10 UTC

HMDB ID

HMDB0248725

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Aurantio-obtusin

Description

aurantio-obtusin belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group. Thus, aurantio-obtusin is considered to be an aromatic polyketide. Based on a literature review very few articles have been published on aurantio-obtusin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Aurantio-obtusin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Aurantio-obtusin 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

HMDB0248725
     RDKit          3D
Aurantio-obtusin
 38 40  0  0  0  0  0  0  0  0999 V2000
    5.5758   -0.9478   -1.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9498   -0.7616    0.1288 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7407   -0.1167    0.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7181    1.2285    0.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9289    1.9282    0.4775 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5025    1.8609    0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3238    1.1458    0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3309   -0.2181    0.2376 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5460   -0.8579    0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6603   -2.1956   -0.0327 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0446   -0.9241    0.1598 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0111   -2.1649   -0.0006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2336   -0.2382    0.2622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2482    1.1335    0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4638    1.7641    0.5349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6683    1.0887    0.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9724    1.8196    0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6164   -0.2782    0.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7767   -1.0118    0.2001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4007   -0.9540    0.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3372   -2.3229    0.0037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3157   -2.9412   -1.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0224    1.8355    0.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0150    3.0931    0.6806 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6731   -2.0295   -1.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5446   -0.4106   -1.1200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9554   -0.4811   -1.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8937    2.9209    0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4498    2.9477    0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9968   -2.8743   -0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4993    2.8415    0.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7321    2.8301    1.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2866    2.0365   -0.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7163    1.2681    1.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6653   -0.5719    0.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7674   -3.9014   -1.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3607   -3.2141   -1.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8224   -2.3270   -2.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  8 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 14 23  1  0
 23 24  2  0
  9  3  1  0
 20 13  1  0
 23  7  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  6 29  1  0
 10 30  1  0
 15 31  1  0
 17 32  1  0
 17 33  1  0
 17 34  1  0
 19 35  1  0
 22 36  1  0
 22 37  1  0
 22 38  1  0
M  END

  Mrv1533004241502592D          

 24 26  0  0  0  0            999 V2000
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   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  2  0  0  0  0
  4  5  1  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
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  2  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  2  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248725

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C2C(=O)C3=CC(C)=C(O)C(OC)=C3C(=O)C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O7/c1-6-4-7-11(17(24-3)12(6)19)14(21)10-8(13(7)20)5-9(18)16(23-2)15(10)22/h4-5,18-19,22H,1-3H3

> <INCHI_KEY>
RNXZPKOEJUFJON-UHFFFAOYSA-N

> <FORMULA>
C17H14O7

> <MOLECULAR_WEIGHT>
330.292

> <EXACT_MASS>
330.073952791

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
32.470872206020864

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3,7-trihydroxy-2,8-dimethoxy-6-methyl-9,10-dihydroanthracene-9,10-dione

> <ALOGPS_LOGP>
2.42

> <JCHEM_LOGP>
2.8560889676666665

> <ALOGPS_LOGS>
-3.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.418309252342578

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.75070679900375

> <JCHEM_PKA_STRONGEST_BASIC>
-4.498874753009111

> <JCHEM_POLAR_SURFACE_AREA>
113.29

> <JCHEM_REFRACTIVITY>
85.06129999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
aurantio-obtusin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248725
     RDKit          3D
Aurantio-obtusin
 38 40  0  0  0  0  0  0  0  0999 V2000
    5.5758   -0.9478   -1.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9498   -0.7616    0.1288 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7407   -0.1167    0.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7181    1.2285    0.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9289    1.9282    0.4775 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5025    1.8609    0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3238    1.1458    0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3309   -0.2181    0.2376 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5460   -0.8579    0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6603   -2.1956   -0.0327 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0446   -0.9241    0.1598 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0111   -2.1649   -0.0006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2336   -0.2382    0.2622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2482    1.1335    0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4638    1.7641    0.5349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6683    1.0887    0.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9724    1.8196    0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6164   -0.2782    0.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7767   -1.0118    0.2001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4007   -0.9540    0.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3372   -2.3229    0.0037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3157   -2.9412   -1.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0224    1.8355    0.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0150    3.0931    0.6806 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6731   -2.0295   -1.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5446   -0.4106   -1.1200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9554   -0.4811   -1.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8937    2.9209    0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4498    2.9477    0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9968   -2.8743   -0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4993    2.8415    0.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7321    2.8301    1.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2866    2.0365   -0.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7163    1.2681    1.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6653   -0.5719    0.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7674   -3.9014   -1.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3607   -3.2141   -1.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8224   -2.3270   -2.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  8 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 14 23  1  0
 23 24  2  0
  9  3  1  0
 20 13  1  0
 23  7  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  6 29  1  0
 10 30  1  0
 15 31  1  0
 17 32  1  0
 17 33  1  0
 17 34  1  0
 19 35  1  0
 22 36  1  0
 22 37  1  0
 22 38  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   22                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   10   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20    7   23                                                  
CONECT   23   22    3   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0248725
HETATM    1  C1  UNL     1       5.576  -0.948  -1.116  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.950  -0.762   0.129  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.741  -0.117   0.225  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.718   1.228   0.400  1.00  0.00           C  
HETATM    5  O2  UNL     1       4.929   1.928   0.478  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.502   1.861   0.495  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.324   1.146   0.414  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.331  -0.218   0.238  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.546  -0.858   0.142  1.00  0.00           C  
HETATM   10  O3  UNL     1       2.660  -2.196  -0.033  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.045  -0.924   0.160  1.00  0.00           C  
HETATM   12  O4  UNL     1       0.011  -2.165  -0.001  1.00  0.00           O  
HETATM   13  C9  UNL     1      -1.234  -0.238   0.262  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.248   1.133   0.440  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.464   1.764   0.535  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.668   1.089   0.460  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.972   1.820   0.569  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.616  -0.278   0.283  1.00  0.00           C  
HETATM   19  O5  UNL     1      -4.777  -1.012   0.200  1.00  0.00           O  
HETATM   20  C15 UNL     1      -2.401  -0.954   0.182  1.00  0.00           C  
HETATM   21  O6  UNL     1      -2.337  -2.323   0.004  1.00  0.00           O  
HETATM   22  C16 UNL     1      -2.316  -2.941  -1.267  1.00  0.00           C  
HETATM   23  C17 UNL     1       0.022   1.836   0.518  1.00  0.00           C  
HETATM   24  O7  UNL     1       0.015   3.093   0.681  1.00  0.00           O  
HETATM   25  H1  UNL     1       5.673  -2.029  -1.290  1.00  0.00           H  
HETATM   26  H2  UNL     1       6.545  -0.411  -1.120  1.00  0.00           H  
HETATM   27  H3  UNL     1       4.955  -0.481  -1.929  1.00  0.00           H  
HETATM   28  H4  UNL     1       4.894   2.921   0.607  1.00  0.00           H  
HETATM   29  H5  UNL     1       2.450   2.948   0.636  1.00  0.00           H  
HETATM   30  H6  UNL     1       1.997  -2.874  -0.114  1.00  0.00           H  
HETATM   31  H7  UNL     1      -2.499   2.841   0.675  1.00  0.00           H  
HETATM   32  H8  UNL     1      -4.732   2.830   1.007  1.00  0.00           H  
HETATM   33  H9  UNL     1      -5.287   2.036  -0.483  1.00  0.00           H  
HETATM   34  H10 UNL     1      -5.716   1.268   1.146  1.00  0.00           H  
HETATM   35  H11 UNL     1      -5.665  -0.572   0.267  1.00  0.00           H  
HETATM   36  H12 UNL     1      -1.767  -3.901  -1.176  1.00  0.00           H  
HETATM   37  H13 UNL     1      -3.361  -3.214  -1.578  1.00  0.00           H  
HETATM   38  H14 UNL     1      -1.822  -2.327  -2.043  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5    6
CONECT    5   28
CONECT    6    7    7   29
CONECT    7    8   23
CONECT    8    9    9   11
CONECT    9   10
CONECT   10   30
CONECT   11   12   12   13
CONECT   13   14   14   20
CONECT   14   15   23
CONECT   15   16   16   31
CONECT   16   17   18
CONECT   17   32   33   34
CONECT   18   19   20   20
CONECT   19   35
CONECT   20   21
CONECT   21   22
CONECT   22   36   37   38
CONECT   23   24   24
END

HMDB0248725
     RDKit          3D
Aurantio-obtusin
 38 40  0  0  0  0  0  0  0  0999 V2000
    5.5758   -0.9478   -1.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9498   -0.7616    0.1288 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7407   -0.1167    0.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7181    1.2285    0.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9289    1.9282    0.4775 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5025    1.8609    0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3238    1.1458    0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3309   -0.2181    0.2376 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5460   -0.8579    0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6603   -2.1956   -0.0327 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0446   -0.9241    0.1598 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0111   -2.1649   -0.0006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2336   -0.2382    0.2622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2482    1.1335    0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4638    1.7641    0.5349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6683    1.0887    0.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9724    1.8196    0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6164   -0.2782    0.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7767   -1.0118    0.2001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4007   -0.9540    0.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3372   -2.3229    0.0037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3157   -2.9412   -1.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0224    1.8355    0.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0150    3.0931    0.6806 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6731   -2.0295   -1.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5446   -0.4106   -1.1200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9554   -0.4811   -1.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8937    2.9209    0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4498    2.9477    0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9968   -2.8743   -0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4993    2.8415    0.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7321    2.8301    1.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2866    2.0365   -0.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7163    1.2681    1.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6653   -0.5719    0.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7674   -3.9014   -1.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3607   -3.2141   -1.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8224   -2.3270   -2.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  8 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 14 23  1  0
 23 24  2  0
  9  3  1  0
 20 13  1  0
 23  7  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  6 29  1  0
 10 30  1  0
 15 31  1  0
 17 32  1  0
 17 33  1  0
 17 34  1  0
 19 35  1  0
 22 36  1  0
 22 37  1  0
 22 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₁₄O₇

Average Molecular Weight

330.292

Monoisotopic Molecular Weight

330.073952791

IUPAC Name

1,3,7-trihydroxy-2,8-dimethoxy-6-methyl-9,10-dihydroanthracene-9,10-dione

Traditional Name

aurantio-obtusin

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C2C(=O)C3=CC(C)=C(O)C(OC)=C3C(=O)C2=C1O

InChI Identifier

InChI=1S/C17H14O7/c1-6-4-7-11(17(24-3)12(6)19)14(21)10-8(13(7)20)5-9(18)16(23-2)15(10)22/h4-5,18-19,22H,1-3H3

InChI Key

RNXZPKOEJUFJON-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Hydroxyanthraquinones

Alternative Parents

Substituents

Hydroxyanthraquinone
Aryl ketone
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Vinylogous acid
Ketone
Polyol
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

hydroxyanthraquinones (CHEBI:37386 )
Anthraquinone type (C17670 )

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	2.42	ALOGPS
logP	2.86	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	7.75	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	85.06 m³·mol⁻¹	ChemAxon
Polarizability	32.47 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	179.267	30932474
DeepCCS	[M-H]-	176.909	30932474
DeepCCS	[M-2H]-	211.19	30932474
DeepCCS	[M+Na]+	186.379	30932474
AllCCS	[M+H]+	174.3	32859911
AllCCS	[M+H-H2O]+	171.1	32859911
AllCCS	[M+NH4]+	177.4	32859911
AllCCS	[M+Na]+	178.2	32859911
AllCCS	[M-H]-	177.5	32859911
AllCCS	[M+Na-2H]-	177.1	32859911
AllCCS	[M+HCOO]-	176.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aurantio-obtusin	COC1=C(O)C=C2C(=O)C3=CC(C)=C(O)C(OC)=C3C(=O)C2=C1O	4626.2	Standard polar	33892256
Aurantio-obtusin	COC1=C(O)C=C2C(=O)C3=CC(C)=C(O)C(OC)=C3C(=O)C2=C1O	2769.9	Standard non polar	33892256
Aurantio-obtusin	COC1=C(O)C=C2C(=O)C3=CC(C)=C(O)C(OC)=C3C(=O)C2=C1O	2942.4	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 - Aurantio-obtusin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gb9-0749000000-f7a217acbddbdf299ae1	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurantio-obtusin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurantio-obtusin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurantio-obtusin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurantio-obtusin GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurantio-obtusin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurantio-obtusin GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurantio-obtusin GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurantio-obtusin GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurantio-obtusin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurantio-obtusin GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurantio-obtusin GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurantio-obtusin GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurantio-obtusin GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurantio-obtusin GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurantio-obtusin GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aurantio-obtusin 10V, Positive-QTOF	splash10-001i-0009000000-931b28fcfeb1b8f804fe	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aurantio-obtusin 20V, Positive-QTOF	splash10-001i-0009000000-25fcf10b9829492370e2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aurantio-obtusin 40V, Positive-QTOF	splash10-0aor-1194000000-f2ed9da0194df6872237	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aurantio-obtusin 10V, Negative-QTOF	splash10-004i-0009000000-8e9d1a384717180cd0e2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aurantio-obtusin 20V, Negative-QTOF	splash10-004i-0049000000-8a396b7e5668b203b9d7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aurantio-obtusin 40V, Negative-QTOF	splash10-0a6r-1190000000-cbf36c871b2cc658143d	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

C00002796

Chemspider ID

136568

KEGG Compound ID

C17670

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

37386

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 Aurantio-obtusin (HMDB0248725)

MOL for HMDB0248725 (Aurantio-obtusin)

3D MOL for HMDB0248725 (Aurantio-obtusin)

3D SDF for HMDB0248725 (Aurantio-obtusin)

3D-SDF for HMDB0248725 (Aurantio-obtusin)

PDB for HMDB0248725 (Aurantio-obtusin)

3D PDB for HMDB0248725 (Aurantio-obtusin)

SMILES for HMDB0248725 (Aurantio-obtusin)

INCHI for HMDB0248725 (Aurantio-obtusin)

Structure for HMDB0248725 (Aurantio-obtusin)

3D Structure for HMDB0248725 (Aurantio-obtusin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra