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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:37:00 UTC

Update Date

2021-09-26 23:07:12 UTC

HMDB ID

HMDB0253763

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Karanjin

Description

Karanjin belongs to the class of organic compounds known as furanoflavones. These are polycyclic aromatic compounds containing a furan ring fused to a flavan-3-one. Thus, karanjin is considered to be a flavonoid lipid molecule. Karanjin is a furanoflavonol, a type of flavonoid. Karanjin is reported to have nitrification inhibitory properties. Karanjin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Karanjin is an acaricide and insecticide. It is obtained from the seeds of the karanja tree (Millettia pinnata or Pongamia glabra Vent.), a tree growing wild in south India. This compound has been identified in human blood as reported by (PMID: 31557052 ). Karanjin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Karanjin 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

HMDB0253763
     RDKit          3D
Karanjin
 34 37  0  0  0  0  0  0  0  0999 V2000
   -1.8893   -2.6853   -1.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1766   -1.5176   -2.1860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2257   -0.9552   -1.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898    0.0300   -0.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7970    0.6144   -0.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8271    0.4597   -1.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1010    1.0197   -0.9192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3371    1.7485    0.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2956    1.9075    1.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0654    1.3643    0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4461    0.5184    0.3723 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6536    0.0771    0.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0190   -0.9335   -0.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3240   -1.3702   -0.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2518   -0.8221    0.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8626    0.1787    1.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5453    0.8372    2.0534 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8141    1.7173    2.6926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5264    1.6148    2.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5707    0.6362    1.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0805   -1.4565   -1.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3519   -2.3546   -2.2041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1189   -3.4287   -1.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5024   -3.0876   -2.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4749   -2.4034   -0.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7563   -0.0632   -2.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9096    0.8905   -1.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3083    2.1957    0.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4571    2.4819    2.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2920    1.5321    1.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5811   -2.1507   -1.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2764   -1.1977    0.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0760    2.4125    3.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6449    2.1897    2.4457 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
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  4 11  1  0
 11 12  1  0
 12 13  2  0
 13 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
 13 21  1  0
 21 22  2  0
 21  3  1  0
 10  5  1  0
 20 12  1  0
 20 16  2  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 14 31  1  0
 15 32  1  0
 18 33  1  0
 19 34  1  0
M  END


  Mrv1533004171501062D          

 22 25  0  0  0  0            999 V2000
    6.3850   -0.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9950    0.3610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1704    0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7804    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9558    1.1395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5212    0.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9112   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4766   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520   -0.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620   -0.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4608   -0.0406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4002    0.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1640    1.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966    0.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7358   -0.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1258   -1.0415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2150    1.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8250    2.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2596    3.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0842    3.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4742    2.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0396    1.7892    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  2  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  2  0  0  0  0
  8  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
 13 14  1  0  0  0  0
  6 14  2  0  0  0  0
 10 14  1  0  0  0  0
  7 15  1  0  0  0  0
  3 15  1  0  0  0  0
 15 16  2  0  0  0  0
  4 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
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253763

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC2=C3C=COC3=CC=C2C1=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H12O4/c1-20-18-15(19)13-7-8-14-12(9-10-21-14)17(13)22-16(18)11-5-3-2-4-6-11/h2-10H,1H3

> <INCHI_KEY>
LKPQNZRGGNOPPU-UHFFFAOYSA-N

> <FORMULA>
C18H12O4

> <MOLECULAR_WEIGHT>
292.29

> <EXACT_MASS>
292.073558866

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
30.208215359148102

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methoxy-2-phenyl-4H-furo[2,3-h]chromen-4-one

> <ALOGPS_LOGP>
3.91

> <JCHEM_LOGP>
2.9925115406666656

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.885759123431512

> <JCHEM_POLAR_SURFACE_AREA>
48.67

> <JCHEM_REFRACTIVITY>
82.53090000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.80e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
karanjin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253763
     RDKit          3D
Karanjin
 34 37  0  0  0  0  0  0  0  0999 V2000
   -1.8893   -2.6853   -1.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1766   -1.5176   -2.1860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2257   -0.9552   -1.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898    0.0300   -0.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7970    0.6144   -0.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8271    0.4597   -1.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1010    1.0197   -0.9192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3371    1.7485    0.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2956    1.9075    1.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0654    1.3643    0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4461    0.5184    0.3723 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6536    0.0771    0.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0190   -0.9335   -0.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3240   -1.3702   -0.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2518   -0.8221    0.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8626    0.1787    1.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5453    0.8372    2.0534 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8141    1.7173    2.6926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5264    1.6148    2.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5707    0.6362    1.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0805   -1.4565   -1.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3519   -2.3546   -2.2041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1189   -3.4287   -1.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5024   -3.0876   -2.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4749   -2.4034   -0.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7563   -0.0632   -2.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9096    0.8905   -1.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3083    2.1957    0.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4571    2.4819    2.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2920    1.5321    1.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5811   -2.1507   -1.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2764   -1.1977    0.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0760    2.4125    3.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6449    2.1897    2.4457 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
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  4 11  1  0
 11 12  1  0
 12 13  2  0
 13 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
 13 21  1  0
 21 22  2  0
 21  3  1  0
 10  5  1  0
 20 12  1  0
 20 16  2  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 14 31  1  0
 15 32  1  0
 18 33  1  0
 19 34  1  0
M  END

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      11.919  -0.683   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      11.191   0.674   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       9.651   0.722   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.923   2.079   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       7.384   2.127   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       6.573   0.818   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.301  -0.539   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.490  -1.848   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.950  -1.800   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.222  -0.443   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.727  -0.076   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.614   1.460   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.039   2.042   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.034   0.866   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.840  -0.587   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.568  -1.944   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.735   3.388   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.007   4.745   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.818   6.054   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.357   6.006   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.085   4.649   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.274   3.340   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5   17                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6    8   15                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    6   10                                                  
CONECT   15    7    3   16                                                  
CONECT   16   15                                                            
CONECT   17    4   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0253763
HETATM    1  C1  UNL     1      -1.889  -2.685  -1.781  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.177  -1.518  -2.186  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.226  -0.955  -1.324  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.490   0.030  -0.428  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.797   0.614  -0.279  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.827   0.460  -1.153  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.101   1.020  -0.919  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.337   1.748   0.215  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.296   1.908   1.100  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.065   1.364   0.871  1.00  0.00           C  
HETATM   11  O2  UNL     1       0.446   0.518   0.372  1.00  0.00           O  
HETATM   12  C10 UNL     1       1.654   0.077   0.331  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.019  -0.933  -0.560  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.324  -1.370  -0.564  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.252  -0.822   0.293  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.863   0.179   1.167  1.00  0.00           C  
HETATM   17  O3  UNL     1       4.545   0.837   2.053  1.00  0.00           O  
HETATM   18  C15 UNL     1       3.814   1.717   2.693  1.00  0.00           C  
HETATM   19  C16 UNL     1       2.526   1.615   2.162  1.00  0.00           C  
HETATM   20  C17 UNL     1       2.571   0.636   1.196  1.00  0.00           C  
HETATM   21  C18 UNL     1       1.080  -1.456  -1.394  1.00  0.00           C  
HETATM   22  O4  UNL     1       1.352  -2.355  -2.204  1.00  0.00           O  
HETATM   23  H1  UNL     1      -1.119  -3.429  -1.427  1.00  0.00           H  
HETATM   24  H2  UNL     1      -2.502  -3.088  -2.609  1.00  0.00           H  
HETATM   25  H3  UNL     1      -2.475  -2.403  -0.886  1.00  0.00           H  
HETATM   26  H4  UNL     1      -2.756  -0.063  -2.093  1.00  0.00           H  
HETATM   27  H5  UNL     1      -4.910   0.891  -1.616  1.00  0.00           H  
HETATM   28  H6  UNL     1      -5.308   2.196   0.429  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.457   2.482   2.007  1.00  0.00           H  
HETATM   30  H8  UNL     1      -1.292   1.532   1.616  1.00  0.00           H  
HETATM   31  H9  UNL     1       3.581  -2.151  -1.261  1.00  0.00           H  
HETATM   32  H10 UNL     1       5.276  -1.198   0.257  1.00  0.00           H  
HETATM   33  H11 UNL     1       4.076   2.413   3.476  1.00  0.00           H  
HETATM   34  H12 UNL     1       1.645   2.190   2.446  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   11
CONECT    5    6    6   10
CONECT    6    7   26
CONECT    7    8    8   27
CONECT    8    9   28
CONECT    9   10   10   29
CONECT   10   30
CONECT   11   12
CONECT   12   13   13   20
CONECT   13   14   21
CONECT   14   15   15   31
CONECT   15   16   32
CONECT   16   17   20   20
CONECT   17   18
CONECT   18   19   19   33
CONECT   19   20   34
CONECT   21   22   22
END

HMDB0253763
     RDKit          3D
Karanjin
 34 37  0  0  0  0  0  0  0  0999 V2000
   -1.8893   -2.6853   -1.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1766   -1.5176   -2.1860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2257   -0.9552   -1.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898    0.0300   -0.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7970    0.6144   -0.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8271    0.4597   -1.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1010    1.0197   -0.9192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3371    1.7485    0.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2956    1.9075    1.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0654    1.3643    0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4461    0.5184    0.3723 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6536    0.0771    0.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0190   -0.9335   -0.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3240   -1.3702   -0.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2518   -0.8221    0.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8626    0.1787    1.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5453    0.8372    2.0534 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8141    1.7173    2.6926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5264    1.6148    2.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5707    0.6362    1.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0805   -1.4565   -1.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3519   -2.3546   -2.2041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1189   -3.4287   -1.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5024   -3.0876   -2.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4749   -2.4034   -0.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7563   -0.0632   -2.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9096    0.8905   -1.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3083    2.1957    0.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4571    2.4819    2.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2920    1.5321    1.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5811   -2.1507   -1.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2764   -1.1977    0.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0760    2.4125    3.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6449    2.1897    2.4457 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
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  4 11  1  0
 11 12  1  0
 12 13  2  0
 13 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
 13 21  1  0
 21 22  2  0
 21  3  1  0
 10  5  1  0
 20 12  1  0
 20 16  2  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 14 31  1  0
 15 32  1  0
 18 33  1  0
 19 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Methoxy-2-phenyl-4H-furo(2,3-H)-1-benzopyran-4-one	MeSH

Chemical Formula

C₁₈H₁₂O₄

Average Molecular Weight

292.29

Monoisotopic Molecular Weight

292.073558866

IUPAC Name

3-methoxy-2-phenyl-4H-furo[2,3-h]chromen-4-one

Traditional Name

karanjin

CAS Registry Number

Not Available

SMILES

COC1=C(OC2=C3C=COC3=CC=C2C1=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C18H12O4/c1-20-18-15(19)13-7-8-14-12(9-10-21-14)17(13)22-16(18)11-5-3-2-4-6-11/h2-10H,1H3

InChI Key

LKPQNZRGGNOPPU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanoflavones. These are polycyclic aromatic compounds containing a furan ring fused to a flavan-3-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Furanoflavones

Alternative Parents

Substituents

Furanoflavone
Furanoflavonoid or dihydroflavonoid
3-methoxyflavonoid-skeleton
3-methoxychromone
Chromone
Benzopyran
1-benzopyran
Benzofuran
Alkyl aryl ether
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12111542 )

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	3.91	ALOGPS
logP	2.99	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	48.67 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	82.53 m³·mol⁻¹	ChemAxon
Polarizability	30.21 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]+	172.461	30932474
DeepCCS	[M-H]-	170.103	30932474
DeepCCS	[M-2H]-	203.074	30932474
DeepCCS	[M+Na]+	178.554	30932474
AllCCS	[M+H]+	166.8	32859911
AllCCS	[M+H-H2O]+	162.9	32859911
AllCCS	[M+NH4]+	170.4	32859911
AllCCS	[M+Na]+	171.4	32859911
AllCCS	[M-H]-	168.3	32859911
AllCCS	[M+Na-2H]-	167.2	32859911
AllCCS	[M+HCOO]-	166.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	18.442 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.32 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2990.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	629.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	270.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	369.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	463.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	681.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	803.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	157.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1728.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	672.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1557.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	508.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	545.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	436.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	479.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	10.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Karanjin	COC1=C(OC2=C3C=COC3=CC=C2C1=O)C1=CC=CC=C1	3727.7	Standard polar	33892256
Karanjin	COC1=C(OC2=C3C=COC3=CC=C2C1=O)C1=CC=CC=C1	2657.6	Standard non polar	33892256
Karanjin	COC1=C(OC2=C3C=COC3=CC=C2C1=O)C1=CC=CC=C1	2704.0	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 - Karanjin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-3970000000-e65275622692048d0e04	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Karanjin 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Karanjin 10V, Positive-QTOF	splash10-0006-0090000000-db6c5f184e85e76b2450	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Karanjin 20V, Positive-QTOF	splash10-004l-0090000000-9b07f8cc5230db626a2f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Karanjin 40V, Positive-QTOF	splash10-004i-0290000000-9ea9f956c0874fa63f08	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Karanjin 10V, Positive-QTOF	splash10-0006-0090000000-3c42dc530e978b548549	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Karanjin 20V, Positive-QTOF	splash10-002f-0090000000-5c03a6944b367d1e7bcd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Karanjin 40V, Positive-QTOF	splash10-004i-0190000000-a3908cc37f0f91217b93	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Karanjin 10V, Positive-QTOF	splash10-0006-0090000000-28779ecfd607cc40b523	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Karanjin 20V, Positive-QTOF	splash10-0006-0090000000-28779ecfd607cc40b523	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Karanjin 40V, Positive-QTOF	splash10-0f9y-0890000000-e576d88a561ac6c87d0c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Karanjin 10V, Negative-QTOF	splash10-0006-0090000000-69c710632e690bc9462e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Karanjin 20V, Negative-QTOF	splash10-0006-0090000000-69c710632e690bc9462e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Karanjin 40V, Negative-QTOF	splash10-03di-0090000000-9873cea289e98e80adda	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

Karanjin

METLIN ID

Not Available

PubChem Compound

100633

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 Karanjin (HMDB0253763)

MOL for HMDB0253763 (Karanjin)

3D MOL for HMDB0253763 (Karanjin)

3D SDF for HMDB0253763 (Karanjin)

3D-SDF for HMDB0253763 (Karanjin)

PDB for HMDB0253763 (Karanjin)

3D PDB for HMDB0253763 (Karanjin)

SMILES for HMDB0253763 (Karanjin)

INCHI for HMDB0253763 (Karanjin)

Structure for HMDB0253763 (Karanjin)

3D Structure for HMDB0253763 (Karanjin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra