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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:59:56 UTC

Update Date

2021-09-26 22:54:42 UTC

HMDB ID

HMDB0245955

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-O-Acetylpinobanksin

Description

3-O-Acetylpinobanksin belongs to the class of organic compounds known as flavanonols. Flavanonols are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a hydroxyl group and a ketone at the carbon C2 and C3, respectively. Based on a literature review a small amount of articles have been published on 3-O-Acetylpinobanksin. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-o-acetylpinobanksin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-O-Acetylpinobanksin 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

HMDB0245955
     RDKit          3D
3-O-Acetylpinobanksin
 37 39  0  0  0  0  0  0  0  0999 V2000
    1.2617    4.6900    0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8541    3.4066   -0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9782    3.2379   -1.4935 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415    2.3955    0.5122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0603    1.1461   -0.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5494    1.0979    0.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2103    2.1431    0.2901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2504   -0.1678    0.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5246   -0.3303   -0.3438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2234    0.7193   -0.8391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0790   -1.6206   -0.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3930   -2.7019    0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9905   -3.9730    0.2253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1227   -2.5277    0.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5624   -1.2698    0.6261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2936   -1.0397    1.0813 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5464    0.0482    0.7685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7930   -0.5395    0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2912   -1.6109    0.9554 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4470   -2.2297    0.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1192   -1.8040   -0.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6050   -0.7384   -1.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4348   -0.0887   -0.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5282    5.5119    0.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4170    4.6545    1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2032    5.0034   -0.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1537    1.1683   -1.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9332    1.6493   -0.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0961   -1.7269   -0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8892   -4.6101   -0.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5528   -3.3732    1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8640    0.4965    1.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7973   -1.9895    1.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8546   -3.0806    1.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0457   -2.3095   -0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1297   -0.3909   -2.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0655    0.7540   -1.4819 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 17  5  1  0
 23 18  1  0
 15  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
 10 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 17 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
 22 36  1  0
 23 37  1  0
M  END

  Mrv1533004151517252D          

 23 25  0  0  0  0            999 V2000
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    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
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
  5 16  1  0  0  0  0
 16 17  2  0  0  0  0
  6 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245955

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1C(OC2=CC(O)=CC(O)=C2C1=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O6/c1-9(18)22-17-15(21)14-12(20)7-11(19)8-13(14)23-16(17)10-5-3-2-4-6-10/h2-8,16-17,19-20H,1H3

> <INCHI_KEY>
BJYHZSNSMVEQEH-UHFFFAOYSA-N

> <FORMULA>
C17H14O6

> <MOLECULAR_WEIGHT>
314.293

> <EXACT_MASS>
314.079038171

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
30.93648222705329

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-4-oxo-2-phenyl-3,4-dihydro-2H-1-benzopyran-3-yl acetate

> <ALOGPS_LOGP>
2.86

> <JCHEM_LOGP>
2.8646403216666663

> <ALOGPS_LOGS>
-3.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.381394741097951

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.754314403094742

> <JCHEM_PKA_STRONGEST_BASIC>
-4.963312005362906

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
79.79860000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.45e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dihydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245955
     RDKit          3D
3-O-Acetylpinobanksin
 37 39  0  0  0  0  0  0  0  0999 V2000
    1.2617    4.6900    0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8541    3.4066   -0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9782    3.2379   -1.4935 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415    2.3955    0.5122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0603    1.1461   -0.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5494    1.0979    0.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2103    2.1431    0.2901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2504   -0.1678    0.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5246   -0.3303   -0.3438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2234    0.7193   -0.8391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0790   -1.6206   -0.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3930   -2.7019    0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9905   -3.9730    0.2253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1227   -2.5277    0.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5624   -1.2698    0.6261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2936   -1.0397    1.0813 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5464    0.0482    0.7685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7930   -0.5395    0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2912   -1.6109    0.9554 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4470   -2.2297    0.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1192   -1.8040   -0.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6050   -0.7384   -1.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4348   -0.0887   -0.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5282    5.5119    0.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4170    4.6545    1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2032    5.0034   -0.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1537    1.1683   -1.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9332    1.6493   -0.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0961   -1.7269   -0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8892   -4.6101   -0.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5528   -3.3732    1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8640    0.4965    1.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7973   -1.9895    1.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8546   -3.0806    1.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0457   -2.3095   -0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1297   -0.3909   -2.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0655    0.7540   -1.4819 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 17  5  1  0
 23 18  1  0
 15  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
 10 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 17 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
 22 36  1  0
 23 37  1  0
M  END

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   16                                                  
CONECT    6    5    7   18                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    8   16                                                  
CONECT   16   15    5   17                                                  
CONECT   17   16                                                            
CONECT   18    6   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0245955
HETATM    1  C1  UNL     1       1.262   4.690   0.334  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.854   3.407  -0.261  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.978   3.238  -1.493  1.00  0.00           O  
HETATM    4  O2  UNL     1       0.342   2.395   0.512  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.060   1.146  -0.010  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.549   1.098   0.144  1.00  0.00           C  
HETATM    7  O3  UNL     1      -2.210   2.143   0.290  1.00  0.00           O  
HETATM    8  C5  UNL     1      -2.250  -0.168   0.127  1.00  0.00           C  
HETATM    9  C6  UNL     1      -3.525  -0.330  -0.344  1.00  0.00           C  
HETATM   10  O4  UNL     1      -4.223   0.719  -0.839  1.00  0.00           O  
HETATM   11  C7  UNL     1      -4.079  -1.621  -0.296  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.393  -2.702   0.199  1.00  0.00           C  
HETATM   13  O5  UNL     1      -3.991  -3.973   0.225  1.00  0.00           O  
HETATM   14  C9  UNL     1      -2.123  -2.528   0.664  1.00  0.00           C  
HETATM   15  C10 UNL     1      -1.562  -1.270   0.626  1.00  0.00           C  
HETATM   16  O6  UNL     1      -0.294  -1.040   1.081  1.00  0.00           O  
HETATM   17  C11 UNL     1       0.546   0.048   0.768  1.00  0.00           C  
HETATM   18  C12 UNL     1       1.793  -0.540   0.232  1.00  0.00           C  
HETATM   19  C13 UNL     1       2.291  -1.611   0.955  1.00  0.00           C  
HETATM   20  C14 UNL     1       3.447  -2.230   0.540  1.00  0.00           C  
HETATM   21  C15 UNL     1       4.119  -1.804  -0.583  1.00  0.00           C  
HETATM   22  C16 UNL     1       3.605  -0.738  -1.285  1.00  0.00           C  
HETATM   23  C17 UNL     1       2.435  -0.089  -0.891  1.00  0.00           C  
HETATM   24  H1  UNL     1       0.528   5.512   0.132  1.00  0.00           H  
HETATM   25  H2  UNL     1       1.417   4.655   1.419  1.00  0.00           H  
HETATM   26  H3  UNL     1       2.203   5.003  -0.183  1.00  0.00           H  
HETATM   27  H4  UNL     1       0.154   1.168  -1.099  1.00  0.00           H  
HETATM   28  H5  UNL     1      -3.933   1.649  -0.934  1.00  0.00           H  
HETATM   29  H6  UNL     1      -5.096  -1.727  -0.676  1.00  0.00           H  
HETATM   30  H7  UNL     1      -3.889  -4.610  -0.579  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.553  -3.373   1.064  1.00  0.00           H  
HETATM   32  H9  UNL     1       0.864   0.496   1.770  1.00  0.00           H  
HETATM   33  H10 UNL     1       1.797  -1.989   1.854  1.00  0.00           H  
HETATM   34  H11 UNL     1       3.855  -3.081   1.103  1.00  0.00           H  
HETATM   35  H12 UNL     1       5.046  -2.309  -0.906  1.00  0.00           H  
HETATM   36  H13 UNL     1       4.130  -0.391  -2.179  1.00  0.00           H  
HETATM   37  H14 UNL     1       2.066   0.754  -1.482  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   17   27
CONECT    6    7    7    8
CONECT    8    9    9   15
CONECT    9   10   11
CONECT   10   28
CONECT   11   12   12   29
CONECT   12   13   14
CONECT   13   30
CONECT   14   15   15   31
CONECT   15   16
CONECT   16   17
CONECT   17   18   32
CONECT   18   19   19   23
CONECT   19   20   33
CONECT   20   21   21   34
CONECT   21   22   35
CONECT   22   23   23   36
CONECT   23   37
END

HMDB0245955
     RDKit          3D
3-O-Acetylpinobanksin
 37 39  0  0  0  0  0  0  0  0999 V2000
    1.2617    4.6900    0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8541    3.4066   -0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9782    3.2379   -1.4935 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415    2.3955    0.5122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0603    1.1461   -0.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5494    1.0979    0.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2103    2.1431    0.2901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2504   -0.1678    0.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5246   -0.3303   -0.3438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2234    0.7193   -0.8391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0790   -1.6206   -0.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3930   -2.7019    0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9905   -3.9730    0.2253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1227   -2.5277    0.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5624   -1.2698    0.6261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2936   -1.0397    1.0813 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5464    0.0482    0.7685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7930   -0.5395    0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2912   -1.6109    0.9554 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4470   -2.2297    0.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1192   -1.8040   -0.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6050   -0.7384   -1.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4348   -0.0887   -0.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5282    5.5119    0.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4170    4.6545    1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2032    5.0034   -0.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1537    1.1683   -1.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9332    1.6493   -0.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0961   -1.7269   -0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8892   -4.6101   -0.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5528   -3.3732    1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8640    0.4965    1.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7973   -1.9895    1.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8546   -3.0806    1.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0457   -2.3095   -0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1297   -0.3909   -2.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0655    0.7540   -1.4819 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 17  5  1  0
 23 18  1  0
 15  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
 10 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 17 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
 22 36  1  0
 23 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5,7-Dihydroxy-4-oxo-2-phenyl-3,4-dihydro-2H-1-benzopyran-3-yl acetic acid	HMDB

Chemical Formula

C₁₇H₁₄O₆

Average Molecular Weight

314.293

Monoisotopic Molecular Weight

314.079038171

IUPAC Name

5,7-dihydroxy-4-oxo-2-phenyl-3,4-dihydro-2H-1-benzopyran-3-yl acetate

Traditional Name

5,7-dihydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-3-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1C(OC2=CC(O)=CC(O)=C2C1=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C17H14O6/c1-9(18)22-17-15(21)14-12(20)7-11(19)8-13(14)23-16(17)10-5-3-2-4-6-10/h2-8,16-17,19-20H,1H3

InChI Key

BJYHZSNSMVEQEH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavanonols. Flavanonols are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a hydroxyl group and a ketone at the carbon C2 and C3, respectively.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Flavanonols

Alternative Parents

Substituents

5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanonol
Hydroxyflavonoid
Chromone
Chromane
1-benzopyran
Benzopyran
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Alpha-acyloxy ketone
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Organic oxide
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
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)

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	2.86	ALOGPS
logP	2.86	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	7.75	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	79.8 m³·mol⁻¹	ChemAxon
Polarizability	30.94 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]+	166.081	30932474
DeepCCS	[M-H]-	163.723	30932474
DeepCCS	[M-2H]-	197.502	30932474
DeepCCS	[M+Na]+	172.73	30932474
AllCCS	[M+H]+	172.1	32859911
AllCCS	[M+H-H2O]+	168.9	32859911
AllCCS	[M+NH4]+	175.0	32859911
AllCCS	[M+Na]+	175.8	32859911
AllCCS	[M-H]-	170.6	32859911
AllCCS	[M+Na-2H]-	169.9	32859911
AllCCS	[M+HCOO]-	169.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-O-Acetylpinobanksin	CC(=O)OC1C(OC2=CC(O)=CC(O)=C2C1=O)C1=CC=CC=C1	3854.3	Standard polar	33892256
3-O-Acetylpinobanksin	CC(=O)OC1C(OC2=CC(O)=CC(O)=C2C1=O)C1=CC=CC=C1	2576.7	Standard non polar	33892256
3-O-Acetylpinobanksin	CC(=O)OC1C(OC2=CC(O)=CC(O)=C2C1=O)C1=CC=CC=C1	2774.8	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 - 3-O-Acetylpinobanksin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9130000000-2470819bd928f9f7a5f0	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-Acetylpinobanksin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-Acetylpinobanksin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-Acetylpinobanksin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-Acetylpinobanksin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-Acetylpinobanksin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-Acetylpinobanksin GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-Acetylpinobanksin GC-MS (TBDMS_2_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 - 3-O-Acetylpinobanksin 10V, Positive-QTOF	splash10-014i-0009000000-2ba875095a8aafa31ef7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-Acetylpinobanksin 20V, Positive-QTOF	splash10-0uxs-0904000000-b3cfb64d17ebaef35989	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-Acetylpinobanksin 40V, Positive-QTOF	splash10-0udi-0900000000-fc81a674baf331f83b9b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-Acetylpinobanksin 10V, Negative-QTOF	splash10-03di-0009000000-73d9d9bac9869ab02a87	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-Acetylpinobanksin 20V, Negative-QTOF	splash10-0ik9-0908000000-4981ba2ddc5395a30bc7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-Acetylpinobanksin 40V, Negative-QTOF	splash10-03di-0900000000-9e6bc8d063f0695e5470	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

8015543

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9839825

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 3-O-Acetylpinobanksin (HMDB0245955)

MOL for HMDB0245955 (3-O-Acetylpinobanksin)

3D MOL for HMDB0245955 (3-O-Acetylpinobanksin)

3D SDF for HMDB0245955 (3-O-Acetylpinobanksin)

3D-SDF for HMDB0245955 (3-O-Acetylpinobanksin)

PDB for HMDB0245955 (3-O-Acetylpinobanksin)

3D PDB for HMDB0245955 (3-O-Acetylpinobanksin)

SMILES for HMDB0245955 (3-O-Acetylpinobanksin)

INCHI for HMDB0245955 (3-O-Acetylpinobanksin)

Structure for HMDB0245955 (3-O-Acetylpinobanksin)

3D Structure for HMDB0245955 (3-O-Acetylpinobanksin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra