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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:37:32 UTC

Update Date

2022-03-07 02:52:35 UTC

HMDB ID

HMDB0030543

Secondary Accession Numbers

HMDB30543

Metabolite Identification

Common Name

Norartocarpetin

Description

Norartocarpetin belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). Thus, norartocarpetin is considered to be a flavonoid. Norartocarpetin has been detected, but not quantified in, fruits and jackfruits (Artocarpus heterophyllus). This could make norartocarpetin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Norartocarpetin.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0030543
     RDKit          3D
Norartocarpetin
 31 33  0  0  0  0  0  0  0  0999 V2000
   -2.2621    0.6913   -2.6503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6814    0.4383   -1.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2791    0.3139   -1.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3657    0.0380   -0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8113   -0.1121   -0.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3338   -0.3949    0.9595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6824   -0.5556    1.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5627   -0.4379    0.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9362   -0.5918    0.2645 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0394   -0.1600   -1.1361 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6667    0.0041   -1.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2718    0.2762   -2.6234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3786   -0.0987    0.6858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6654    0.0080    0.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3231   -0.1600    1.9638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6920   -0.0462    2.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3145   -0.2168    3.2394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4133    0.2309    0.8768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7728    0.4010   -0.3509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5209    0.6705   -1.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4064    0.2889   -0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2096    0.4444   -2.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6849   -0.4978    1.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1123   -0.7721    2.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5180    0.2147    0.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7169   -0.0682   -1.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9126    0.3594   -3.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7787   -0.3769    2.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4462    0.6087    3.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4836    0.3167    0.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4063    0.8332   -2.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  8 10  1  0
 10 11  2  0
 11 12  1  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21  2  1  0
 11  5  1  0
 21 14  1  0
  3 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 15 28  1  0
 17 29  1  0
 18 30  1  0
 20 31  1  0
M  END


  Mrv0541 05061305202D          

 21 23  0  0  0  0            999 V2000
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    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
    1.4289    0.8250    0.0000 C   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
    4.2868    0.8250    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    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
    2.1434    1.2375    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
    4.2868    0.0000    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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   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
  2  1  2  0  0  0  0
  7  1  1  0  0  0  0
  7  3  2  0  0  0  0
  8  4  2  0  0  0  0
  8  5  1  0  0  0  0
  9  2  1  0  0  0  0
 10  3  1  0  0  0  0
 10  9  2  0  0  0  0
 11  4  1  0  0  0  0
 12  6  1  0  0  0  0
 13  6  2  0  0  0  0
 13  9  1  0  0  0  0
 14  5  2  0  0  0  0
 15 11  2  0  0  0  0
 15 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16  7  1  0  0  0  0
 17  8  1  0  0  0  0
 18 10  1  0  0  0  0
 19 11  1  0  0  0  0
 20 12  2  0  0  0  0
 21 13  1  0  0  0  0
 21 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030543

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC(O)=C(C=C1)C1=CC(=O)C2=C(O)C=C(O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O6/c16-7-1-2-9(10(18)3-7)13-6-12(20)15-11(19)4-8(17)5-14(15)21-13/h1-6,16-19H

> <INCHI_KEY>
ZSYPIPFQOQGYHH-UHFFFAOYSA-N

> <FORMULA>
C15H10O6

> <MOLECULAR_WEIGHT>
286.2363

> <EXACT_MASS>
286.047738052

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
27.57846488033748

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

> <ALOGPS_LOGP>
2.62

> <JCHEM_LOGP>
2.4031238119999996

> <ALOGPS_LOGS>
-3.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.14870968948355

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.624397345602855

> <JCHEM_PKA_STRONGEST_BASIC>
-5.174543260916402

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
74.8948

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
norartocarpetin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030543
     RDKit          3D
Norartocarpetin
 31 33  0  0  0  0  0  0  0  0999 V2000
   -2.2621    0.6913   -2.6503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6814    0.4383   -1.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2791    0.3139   -1.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3657    0.0380   -0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8113   -0.1121   -0.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3338   -0.3949    0.9595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6824   -0.5556    1.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5627   -0.4379    0.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9362   -0.5918    0.2645 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0394   -0.1600   -1.1361 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6667    0.0041   -1.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2718    0.2762   -2.6234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3786   -0.0987    0.6858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6654    0.0080    0.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3231   -0.1600    1.9638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6920   -0.0462    2.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3145   -0.2168    3.2394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4133    0.2309    0.8768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7728    0.4010   -0.3509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5209    0.6705   -1.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4064    0.2889   -0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2096    0.4444   -2.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6849   -0.4978    1.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1123   -0.7721    2.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5180    0.2147    0.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7169   -0.0682   -1.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9126    0.3594   -3.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7787   -0.3769    2.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4462    0.6087    3.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4836    0.3167    0.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4063    0.8332   -2.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  8 10  1  0
 10 11  2  0
 11 12  1  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21  2  1  0
 11  5  1  0
 21 14  1  0
  3 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 15 28  1  0
 17 29  1  0
 18 30  1  0
 20 31  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    9                                                       
CONECT    3    7   10                                                       
CONECT    4    8   11                                                       
CONECT    5    8   14                                                       
CONECT    6   12   13                                                       
CONECT    7    1    3   16                                                  
CONECT    8    4    5   17                                                  
CONECT    9    2   10   13                                                  
CONECT   10    3    9   18                                                  
CONECT   11    4   15   19                                                  
CONECT   12    6   15   20                                                  
CONECT   13    6    9   21                                                  
CONECT   14    5   15   21                                                  
CONECT   15   11   12   14                                                  
CONECT   16    7                                                            
CONECT   17    8                                                            
CONECT   18   10                                                            
CONECT   19   11                                                            
CONECT   20   12                                                            
CONECT   21   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0030543
HETATM    1  O1  UNL     1      -2.262   0.691  -2.650  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.681   0.438  -1.571  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.279   0.314  -1.584  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.366   0.038  -0.413  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.811  -0.112  -0.309  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.334  -0.395   0.959  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.682  -0.556   1.167  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.563  -0.438   0.105  1.00  0.00           C  
HETATM    9  O2  UNL     1       5.936  -0.592   0.265  1.00  0.00           O  
HETATM   10  C8  UNL     1       4.039  -0.160  -1.136  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.667   0.004  -1.351  1.00  0.00           C  
HETATM   12  O3  UNL     1       2.272   0.276  -2.623  1.00  0.00           O  
HETATM   13  O4  UNL     1      -0.379  -0.099   0.686  1.00  0.00           O  
HETATM   14  C10 UNL     1      -1.665   0.008   0.739  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.323  -0.160   1.964  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.692  -0.046   2.018  1.00  0.00           C  
HETATM   17  O5  UNL     1      -4.315  -0.217   3.239  1.00  0.00           O  
HETATM   18  C13 UNL     1      -4.413   0.231   0.877  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.773   0.401  -0.351  1.00  0.00           C  
HETATM   20  O6  UNL     1      -4.521   0.670  -1.437  1.00  0.00           O  
HETATM   21  C15 UNL     1      -2.406   0.289  -0.413  1.00  0.00           C  
HETATM   22  H1  UNL     1       0.210   0.444  -2.525  1.00  0.00           H  
HETATM   23  H2  UNL     1       1.685  -0.498   1.829  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.112  -0.772   2.124  1.00  0.00           H  
HETATM   25  H4  UNL     1       6.518   0.215   0.483  1.00  0.00           H  
HETATM   26  H5  UNL     1       4.717  -0.068  -1.960  1.00  0.00           H  
HETATM   27  H6  UNL     1       2.913   0.359  -3.383  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.779  -0.377   2.866  1.00  0.00           H  
HETATM   29  H8  UNL     1      -4.446   0.609   3.819  1.00  0.00           H  
HETATM   30  H9  UNL     1      -5.484   0.317   0.936  1.00  0.00           H  
HETATM   31  H10 UNL     1      -4.406   0.833  -2.369  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   21
CONECT    3    4    4   22
CONECT    4    5   13
CONECT    5    6    6   11
CONECT    6    7   23
CONECT    7    8    8   24
CONECT    8    9   10
CONECT    9   25
CONECT   10   11   11   26
CONECT   11   12
CONECT   12   27
CONECT   13   14
CONECT   14   15   15   21
CONECT   15   16   28
CONECT   16   17   18   18
CONECT   17   29
CONECT   18   19   30
CONECT   19   20   21   21
CONECT   20   31
END

HMDB0030543
     RDKit          3D
Norartocarpetin
 31 33  0  0  0  0  0  0  0  0999 V2000
   -2.2621    0.6913   -2.6503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6814    0.4383   -1.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2791    0.3139   -1.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3657    0.0380   -0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8113   -0.1121   -0.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3338   -0.3949    0.9595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6824   -0.5556    1.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5627   -0.4379    0.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9362   -0.5918    0.2645 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0394   -0.1600   -1.1361 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6667    0.0041   -1.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2718    0.2762   -2.6234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3786   -0.0987    0.6858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6654    0.0080    0.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3231   -0.1600    1.9638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6920   -0.0462    2.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3145   -0.2168    3.2394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4133    0.2309    0.8768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7728    0.4010   -0.3509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5209    0.6705   -1.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4064    0.2889   -0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2096    0.4444   -2.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6849   -0.4978    1.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1123   -0.7721    2.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5180    0.2147    0.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7169   -0.0682   -1.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9126    0.3594   -3.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7787   -0.3769    2.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4462    0.6087    3.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4836    0.3167    0.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4063    0.8332   -2.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  8 10  1  0
 10 11  2  0
 11 12  1  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21  2  1  0
 11  5  1  0
 21 14  1  0
  3 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 15 28  1  0
 17 29  1  0
 18 30  1  0
 20 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(2,4-Dihydroxy-phenyl)-5,7-dihydroxy-1-benzopyran-4-one	HMDB
2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one	HMDB
2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one, 9ci	HMDB
2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one	HMDB

Chemical Formula

C₁₅H₁₀O₆

Average Molecular Weight

286.2363

Monoisotopic Molecular Weight

286.047738052

IUPAC Name

2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

Traditional Name

norartocarpetin

CAS Registry Number

520-30-9

SMILES

OC1=CC(O)=C(C=C1)C1=CC(=O)C2=C(O)C=C(O)C=C2O1

InChI Identifier

InChI=1S/C15H10O6/c16-7-1-2-9(10(18)3-7)13-6-12(20)15-11(19)4-8(17)5-14(15)21-13/h1-6,16-19H

InChI Key

ZSYPIPFQOQGYHH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavones

Alternative Parents

Substituents

4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110941 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030543)

Cellular substructure

Membrane (HMDB: HMDB0030543)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030543)

Source

Endogenous

Endogenous (HMDB: HMDB0030543)

Plant

Plant (HMDB: HMDB0030543)

Exogenous

Food

Food (HMDB: HMDB0030543)

Fruit

Tropical fruit

Jackfruit (FooDB: FOOD00384)

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	332 - 335 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	536.8 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	2.62	ALOGPS
logP	2.4	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	6.62	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	74.89 m³·mol⁻¹	ChemAxon
Polarizability	27.58 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]+	166.38	30932474
DeepCCS	[M-H]-	164.022	30932474
DeepCCS	[M-2H]-	196.911	30932474
DeepCCS	[M+Na]+	172.473	30932474
AllCCS	[M+H]+	164.2	32859911
AllCCS	[M+H-H2O]+	160.4	32859911
AllCCS	[M+NH4]+	167.8	32859911
AllCCS	[M+Na]+	168.8	32859911
AllCCS	[M-H]-	162.7	32859911
AllCCS	[M+Na-2H]-	161.8	32859911
AllCCS	[M+HCOO]-	161.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Norartocarpetin	OC1=CC(O)=C(C=C1)C1=CC(=O)C2=C(O)C=C(O)C=C2O1	5021.8	Standard polar	33892256
Norartocarpetin	OC1=CC(O)=C(C=C1)C1=CC(=O)C2=C(O)C=C(O)C=C2O1	3079.2	Standard non polar	33892256
Norartocarpetin	OC1=CC(O)=C(C=C1)C1=CC(=O)C2=C(O)C=C(O)C=C2O1	3288.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Norartocarpetin,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C=C(O)C=C3O2)C(O)=C1	3200.2	Semi standard non polar	33892256
Norartocarpetin,1TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=CC=C1C1=CC(=O)C2=C(O)C=C(O)C=C2O1	3148.7	Semi standard non polar	33892256
Norartocarpetin,1TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C=C(C1=CC=C(O)C=C1O)O2	3128.8	Semi standard non polar	33892256
Norartocarpetin,1TMS,isomer #4	C[Si](C)(C)OC1=CC(O)=C2C(=O)C=C(C3=CC=C(O)C=C3O)OC2=C1	3193.1	Semi standard non polar	33892256
Norartocarpetin,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)C(O)=C1	3049.1	Semi standard non polar	33892256
Norartocarpetin,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)C(O)=C1	3117.3	Semi standard non polar	33892256
Norartocarpetin,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C=C(O)C=C3O2)C(O[Si](C)(C)C)=C1	3110.3	Semi standard non polar	33892256
Norartocarpetin,2TMS,isomer #4	C[Si](C)(C)OC1=CC(O)=CC=C1C1=CC(=O)C2=C(O[Si](C)(C)C)C=C(O)C=C2O1	3024.5	Semi standard non polar	33892256
Norartocarpetin,2TMS,isomer #5	C[Si](C)(C)OC1=CC(O)=C2C(=O)C=C(C3=CC=C(O)C=C3O[Si](C)(C)C)OC2=C1	3091.3	Semi standard non polar	33892256
Norartocarpetin,2TMS,isomer #6	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C=C(C3=CC=C(O)C=C3O)OC2=C1	3071.1	Semi standard non polar	33892256
Norartocarpetin,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C3O2)C(O)=C1	2965.8	Semi standard non polar	33892256
Norartocarpetin,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)C(O[Si](C)(C)C)=C1	2959.8	Semi standard non polar	33892256
Norartocarpetin,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)C(O[Si](C)(C)C)=C1	3005.4	Semi standard non polar	33892256
Norartocarpetin,3TMS,isomer #4	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C=C(C3=CC=C(O)C=C3O[Si](C)(C)C)OC2=C1	2961.6	Semi standard non polar	33892256
Norartocarpetin,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C3O2)C(O[Si](C)(C)C)=C1	3056.7	Semi standard non polar	33892256
Norartocarpetin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C=C(O)C=C3O2)C(O)=C1	3479.1	Semi standard non polar	33892256
Norartocarpetin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1C1=CC(=O)C2=C(O)C=C(O)C=C2O1	3421.5	Semi standard non polar	33892256
Norartocarpetin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C=C(C1=CC=C(O)C=C1O)O2	3407.8	Semi standard non polar	33892256
Norartocarpetin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C=C(C3=CC=C(O)C=C3O)OC2=C1	3468.9	Semi standard non polar	33892256
Norartocarpetin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)C(O)=C1	3658.0	Semi standard non polar	33892256
Norartocarpetin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C(O)=C1	3718.2	Semi standard non polar	33892256
Norartocarpetin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C=C(O)C=C3O2)C(O[Si](C)(C)C(C)(C)C)=C1	3678.0	Semi standard non polar	33892256
Norartocarpetin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1C1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C2O1	3609.0	Semi standard non polar	33892256
Norartocarpetin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C=C(C3=CC=C(O)C=C3O[Si](C)(C)C(C)(C)C)OC2=C1	3681.7	Semi standard non polar	33892256
Norartocarpetin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C=C(C3=CC=C(O)C=C3O)OC2=C1	3670.7	Semi standard non polar	33892256
Norartocarpetin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C(O)=C1	3802.1	Semi standard non polar	33892256
Norartocarpetin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)C(O[Si](C)(C)C(C)(C)C)=C1	3733.1	Semi standard non polar	33892256
Norartocarpetin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C(O[Si](C)(C)C(C)(C)C)=C1	3811.3	Semi standard non polar	33892256
Norartocarpetin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C=C(C3=CC=C(O)C=C3O[Si](C)(C)C(C)(C)C)OC2=C1	3743.7	Semi standard non polar	33892256
Norartocarpetin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C(O[Si](C)(C)C(C)(C)C)=C1	3997.7	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 - Norartocarpetin GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-0290000000-1aafe367612b126e9ecd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Norartocarpetin GC-MS (4 TMS) - 70eV, Positive	splash10-0mb9-3021290000-30247bde3d3ba38c09da	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Norartocarpetin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norartocarpetin 10V, Positive-QTOF	splash10-000i-0090000000-907294118968dbbe221c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norartocarpetin 20V, Positive-QTOF	splash10-000i-0090000000-e1b163e12cd4c15bea91	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norartocarpetin 40V, Positive-QTOF	splash10-0gbi-4890000000-dda430b9dfa19d863f20	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norartocarpetin 10V, Negative-QTOF	splash10-000i-0090000000-8cf1b88ac4443d713408	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norartocarpetin 20V, Negative-QTOF	splash10-000i-0090000000-b048c52423112fd3852c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norartocarpetin 40V, Negative-QTOF	splash10-0gc3-4970000000-69b95e4f563772bf2bab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norartocarpetin 10V, Negative-QTOF	splash10-000i-0090000000-63d7761084cd6181cdc1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norartocarpetin 20V, Negative-QTOF	splash10-000i-0090000000-2bf60c631a3f6dfd6985	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norartocarpetin 40V, Negative-QTOF	splash10-0fb9-0940000000-fe862a1000e90becc072	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norartocarpetin 10V, Positive-QTOF	splash10-000i-0090000000-ad6070afb384abda8f3b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norartocarpetin 20V, Positive-QTOF	splash10-000i-0090000000-ad6070afb384abda8f3b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norartocarpetin 40V, Positive-QTOF	splash10-0f79-0950000000-5e7b7a72baad82f509e3	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB002417

KNApSAcK ID

C00003859

Chemspider ID

4587698

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Norartocarpetin

METLIN ID

Not Available

PubChem Compound

5481970

PDB ID

Not Available

ChEBI ID

603735

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1485651

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Norartocarpetin (HMDB0030543)

MOL for HMDB0030543 (Norartocarpetin)

3D MOL for HMDB0030543 (Norartocarpetin)

3D SDF for HMDB0030543 (Norartocarpetin)

3D-SDF for HMDB0030543 (Norartocarpetin)

PDB for HMDB0030543 (Norartocarpetin)

3D PDB for HMDB0030543 (Norartocarpetin)

SMILES for HMDB0030543 (Norartocarpetin)

INCHI for HMDB0030543 (Norartocarpetin)

Structure for HMDB0030543 (Norartocarpetin)

3D Structure for HMDB0030543 (Norartocarpetin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra