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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:31:22 UTC

Update Date

2022-03-07 02:56:47 UTC

HMDB ID

HMDB0040910

Secondary Accession Numbers

HMDB40910

Metabolite Identification

Common Name

Heteroflavanone A

Description

Heteroflavanone A belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, heteroflavanone a is considered to be a flavonoid. Heteroflavanone A has been detected, but not quantified in, fruits and jackfruits (Artocarpus heterophyllus). This could make heteroflavanone a a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Heteroflavanone A.

Structure

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


  Mrv0541 05061312142D          

 26 28  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -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
    5.0013    1.2375    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
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    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
    1.4289    0.0000    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
    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
    5.0013   -1.2375    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
    2.8579    0.0000    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    0.8250    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
    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
    0.7145   -0.4125    0.0000 O   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
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    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
 10  5  2  0  0  0  0
 10  8  1  0  0  0  0
 11  6  2  0  0  0  0
 11  7  1  0  0  0  0
 12  5  1  0  0  0  0
 13  9  1  0  0  0  0
 14  6  1  0  0  0  0
 15  7  2  0  0  0  0
 16  8  2  0  0  0  0
 17  9  1  0  0  0  0
 18 12  2  0  0  0  0
 18 13  1  0  0  0  0
 18 16  1  0  0  0  0
 19 14  2  0  0  0  0
 19 15  1  0  0  0  0
 19 17  1  0  0  0  0
 20 12  1  0  0  0  0
 21 13  2  0  0  0  0
 22  1  1  0  0  0  0
 22 10  1  0  0  0  0
 23  2  1  0  0  0  0
 23 11  1  0  0  0  0
 24  3  1  0  0  0  0
 24 14  1  0  0  0  0
 25  4  1  0  0  0  0
 25 15  1  0  0  0  0
 26 16  1  0  0  0  0
 26 17  1  0  0  0  0
M  END

HMDB0040910
     RDKit          3D
Heteroflavanone A
 46 48  0  0  0  0  0  0  0  0999 V2000
    6.8981    0.7065    1.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5218    0.8368    1.4122 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5587    0.0865    0.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8132   -1.0331    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7962   -1.7896   -0.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0493   -2.9106   -1.3358 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4910   -1.3577   -0.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2193   -0.2245    0.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2302    0.4781    1.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8735    0.0829    0.5497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0525   -0.0511   -0.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4513    0.1334   -0.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0264   -0.7033    0.7792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2615   -1.7896    1.2596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8318   -2.6528    2.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2851   -0.4955    1.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0695    0.5822    0.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3302    0.7516    1.2629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2515    1.7341    0.9533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4990    1.4002   -0.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2363    1.2072   -0.6468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6430    2.0069   -1.5914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1927    3.1212   -2.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2597   -1.1164   -1.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3676   -2.0081   -1.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3254   -3.2240   -1.0943 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2989   -0.1965    0.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2879    1.5834    0.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3836    0.7782    2.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8224   -1.3491   -0.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3591   -3.4522   -1.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323    1.3361    1.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1889    0.9383   -1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0779   -2.1585    3.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8126   -3.0070    1.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2326   -3.5865    2.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7587   -1.1364    1.9962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1582    1.3284    0.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8580    2.5537    0.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6263    2.2784    1.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0769    2.2407   -0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5777    2.9960   -3.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0032    3.5759   -1.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4478    3.9748   -2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6388   -1.7356   -1.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6222   -0.7335   -2.5089 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 11 24  1  0
 24 25  1  0
 25 26  2  0
  9  3  1  0
 21 12  1  0
 25  7  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  9 32  1  0
 11 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
 24 45  1  0
 24 46  1  0
M  END


  Mrv0541 05061312142D          

 26 28  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -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
    5.0013    1.2375    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
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    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
    1.4289    0.0000    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
    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
    5.0013   -1.2375    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
    2.8579    0.0000    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    0.8250    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
    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
    0.7145   -0.4125    0.0000 O   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
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    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
 10  5  2  0  0  0  0
 10  8  1  0  0  0  0
 11  6  2  0  0  0  0
 11  7  1  0  0  0  0
 12  5  1  0  0  0  0
 13  9  1  0  0  0  0
 14  6  1  0  0  0  0
 15  7  2  0  0  0  0
 16  8  2  0  0  0  0
 17  9  1  0  0  0  0
 18 12  2  0  0  0  0
 18 13  1  0  0  0  0
 18 16  1  0  0  0  0
 19 14  2  0  0  0  0
 19 15  1  0  0  0  0
 19 17  1  0  0  0  0
 20 12  1  0  0  0  0
 21 13  2  0  0  0  0
 22  1  1  0  0  0  0
 22 10  1  0  0  0  0
 23  2  1  0  0  0  0
 23 11  1  0  0  0  0
 24  3  1  0  0  0  0
 24 14  1  0  0  0  0
 25  4  1  0  0  0  0
 25 15  1  0  0  0  0
 26 16  1  0  0  0  0
 26 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040910

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(O)=C2C(=O)CC(OC2=C1)C1=C(OC)C=C(OC)C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O7/c1-22-10-5-12(20)18-13(21)9-17(26-16(18)8-10)19-14(24-3)6-11(23-2)7-15(19)25-4/h5-8,17,20H,9H2,1-4H3

> <INCHI_KEY>
JEXUYOSYJIRTIF-UHFFFAOYSA-N

> <FORMULA>
C19H20O7

> <MOLECULAR_WEIGHT>
360.3579

> <EXACT_MASS>
360.120902994

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
37.037131076075596

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-7-methoxy-2-(2,4,6-trimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
2.07

> <JCHEM_LOGP>
2.8115536309999998

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.315643929583867

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.890181911161445

> <JCHEM_PKA_STRONGEST_BASIC>
-3.912499045175079

> <JCHEM_POLAR_SURFACE_AREA>
83.45000000000002

> <JCHEM_REFRACTIVITY>
93.1808

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.88e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
heteroflavanone A

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040910
     RDKit          3D
Heteroflavanone A
 46 48  0  0  0  0  0  0  0  0999 V2000
    6.8981    0.7065    1.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5218    0.8368    1.4122 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5587    0.0865    0.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8132   -1.0331    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7962   -1.7896   -0.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0493   -2.9106   -1.3358 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4910   -1.3577   -0.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2193   -0.2245    0.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2302    0.4781    1.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8735    0.0829    0.5497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0525   -0.0511   -0.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4513    0.1334   -0.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0264   -0.7033    0.7792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2615   -1.7896    1.2596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8318   -2.6528    2.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2851   -0.4955    1.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0695    0.5822    0.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3302    0.7516    1.2629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2515    1.7341    0.9533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4990    1.4002   -0.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2363    1.2072   -0.6468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6430    2.0069   -1.5914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1927    3.1212   -2.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2597   -1.1164   -1.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3676   -2.0081   -1.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3254   -3.2240   -1.0943 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2989   -0.1965    0.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2879    1.5834    0.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3836    0.7782    2.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8224   -1.3491   -0.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3591   -3.4522   -1.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323    1.3361    1.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1889    0.9383   -1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0779   -2.1585    3.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8126   -3.0070    1.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2326   -3.5865    2.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7587   -1.1364    1.9962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1582    1.3284    0.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8580    2.5537    0.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6263    2.2784    1.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0769    2.2407   -0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5777    2.9960   -3.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0032    3.5759   -1.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4478    3.9748   -2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6388   -1.7356   -1.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6222   -0.7335   -2.5089 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 11 24  1  0
 24 25  1  0
 25 26  2  0
  9  3  1  0
 21 12  1  0
 25  7  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  9 32  1  0
 11 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
 24 45  1  0
 24 46  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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.671  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   23                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5   10   12                                                       
CONECT    6   11   14                                                       
CONECT    7   11   15                                                       
CONECT    8   10   16                                                       
CONECT    9   13   17                                                       
CONECT   10    5    8   22                                                  
CONECT   11    6    7   23                                                  
CONECT   12    5   18   20                                                  
CONECT   13    9   18   21                                                  
CONECT   14    6   19   24                                                  
CONECT   15    7   19   25                                                  
CONECT   16    8   18   26                                                  
CONECT   17    9   19   26                                                  
CONECT   18   12   13   16                                                  
CONECT   19   14   15   17                                                  
CONECT   20   12                                                            
CONECT   21   13                                                            
CONECT   22    1   10                                                       
CONECT   23    2   11                                                       
CONECT   24    3   14                                                       
CONECT   25    4   15                                                       
CONECT   26   16   17                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0040910
HETATM    1  C1  UNL     1       6.898   0.706   1.400  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.522   0.837   1.412  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.559   0.087   0.817  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.813  -1.033   0.039  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.796  -1.790  -0.578  1.00  0.00           C  
HETATM    6  O2  UNL     1       4.049  -2.911  -1.336  1.00  0.00           O  
HETATM    7  C5  UNL     1       2.491  -1.358  -0.371  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.219  -0.224   0.423  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.230   0.478   1.001  1.00  0.00           C  
HETATM   10  O3  UNL     1       0.873   0.083   0.550  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.052  -0.051  -0.501  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.451   0.133  -0.172  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.026  -0.703   0.779  1.00  0.00           C  
HETATM   14  O4  UNL     1      -1.261  -1.790   1.260  1.00  0.00           O  
HETATM   15  C11 UNL     1      -1.832  -2.653   2.198  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.285  -0.496   1.238  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.069   0.582   0.765  1.00  0.00           C  
HETATM   18  O5  UNL     1      -5.330   0.752   1.263  1.00  0.00           O  
HETATM   19  C14 UNL     1      -6.252   1.734   0.953  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.499   1.400  -0.175  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.236   1.207  -0.647  1.00  0.00           C  
HETATM   22  O6  UNL     1      -1.643   2.007  -1.591  1.00  0.00           O  
HETATM   23  C17 UNL     1      -2.193   3.121  -2.183  1.00  0.00           C  
HETATM   24  C18 UNL     1       0.260  -1.116  -1.539  1.00  0.00           C  
HETATM   25  C19 UNL     1       1.368  -2.008  -1.002  1.00  0.00           C  
HETATM   26  O7  UNL     1       1.325  -3.224  -1.094  1.00  0.00           O  
HETATM   27  H1  UNL     1       7.299  -0.197   0.881  1.00  0.00           H  
HETATM   28  H2  UNL     1       7.288   1.583   0.806  1.00  0.00           H  
HETATM   29  H3  UNL     1       7.384   0.778   2.406  1.00  0.00           H  
HETATM   30  H4  UNL     1       5.822  -1.349  -0.110  1.00  0.00           H  
HETATM   31  H5  UNL     1       3.359  -3.452  -1.775  1.00  0.00           H  
HETATM   32  H6  UNL     1       3.032   1.336   1.613  1.00  0.00           H  
HETATM   33  H7  UNL     1       0.189   0.938  -1.126  1.00  0.00           H  
HETATM   34  H8  UNL     1      -2.078  -2.159   3.128  1.00  0.00           H  
HETATM   35  H9  UNL     1      -2.813  -3.007   1.755  1.00  0.00           H  
HETATM   36  H10 UNL     1      -1.233  -3.587   2.323  1.00  0.00           H  
HETATM   37  H11 UNL     1      -3.759  -1.136   1.996  1.00  0.00           H  
HETATM   38  H12 UNL     1      -7.158   1.328   0.406  1.00  0.00           H  
HETATM   39  H13 UNL     1      -5.858   2.554   0.328  1.00  0.00           H  
HETATM   40  H14 UNL     1      -6.626   2.278   1.894  1.00  0.00           H  
HETATM   41  H15 UNL     1      -4.077   2.241  -0.565  1.00  0.00           H  
HETATM   42  H16 UNL     1      -2.578   2.996  -3.224  1.00  0.00           H  
HETATM   43  H17 UNL     1      -3.003   3.576  -1.545  1.00  0.00           H  
HETATM   44  H18 UNL     1      -1.448   3.975  -2.291  1.00  0.00           H  
HETATM   45  H19 UNL     1      -0.639  -1.736  -1.705  1.00  0.00           H  
HETATM   46  H20 UNL     1       0.622  -0.734  -2.509  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5   30
CONECT    5    6    7    7
CONECT    6   31
CONECT    7    8   25
CONECT    8    9    9   10
CONECT    9   32
CONECT   10   11
CONECT   11   12   24   33
CONECT   12   13   13   21
CONECT   13   14   16
CONECT   14   15
CONECT   15   34   35   36
CONECT   16   17   17   37
CONECT   17   18   20
CONECT   18   19
CONECT   19   38   39   40
CONECT   20   21   21   41
CONECT   21   22
CONECT   22   23
CONECT   23   42   43   44
CONECT   24   25   45   46
CONECT   25   26   26
END

HMDB0040910
     RDKit          3D
Heteroflavanone A
 46 48  0  0  0  0  0  0  0  0999 V2000
    6.8981    0.7065    1.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5218    0.8368    1.4122 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5587    0.0865    0.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8132   -1.0331    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7962   -1.7896   -0.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0493   -2.9106   -1.3358 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4910   -1.3577   -0.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2193   -0.2245    0.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2302    0.4781    1.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8735    0.0829    0.5497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0525   -0.0511   -0.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4513    0.1334   -0.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0264   -0.7033    0.7792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2615   -1.7896    1.2596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8318   -2.6528    2.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2851   -0.4955    1.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0695    0.5822    0.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3302    0.7516    1.2629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2515    1.7341    0.9533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4990    1.4002   -0.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2363    1.2072   -0.6468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6430    2.0069   -1.5914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1927    3.1212   -2.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2597   -1.1164   -1.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3676   -2.0081   -1.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3254   -3.2240   -1.0943 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2989   -0.1965    0.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2879    1.5834    0.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3836    0.7782    2.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8224   -1.3491   -0.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3591   -3.4522   -1.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323    1.3361    1.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1889    0.9383   -1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0779   -2.1585    3.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8126   -3.0070    1.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2326   -3.5865    2.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7587   -1.1364    1.9962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1582    1.3284    0.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8580    2.5537    0.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6263    2.2784    1.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0769    2.2407   -0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5777    2.9960   -3.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0032    3.5759   -1.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4478    3.9748   -2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6388   -1.7356   -1.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6222   -0.7335   -2.5089 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 11 24  1  0
 24 25  1  0
 25 26  2  0
  9  3  1  0
 21 12  1  0
 25  7  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  9 32  1  0
 11 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
 24 45  1  0
 24 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Hydroxy-2',4',6',7-tetramethoxyflavone	HMDB

Chemical Formula

C₁₉H₂₀O₇

Average Molecular Weight

360.3579

Monoisotopic Molecular Weight

360.120902994

IUPAC Name

5-hydroxy-7-methoxy-2-(2,4,6-trimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

heteroflavanone A

CAS Registry Number

151171-28-7

SMILES

COC1=CC(O)=C2C(=O)CC(OC2=C1)C1=C(OC)C=C(OC)C=C1OC

InChI Identifier

InChI=1S/C19H20O7/c1-22-10-5-12(20)18-13(21)9-17(26-16(18)8-10)19-14(24-3)6-11(23-2)7-15(19)25-4/h5-8,17,20H,9H2,1-4H3

InChI Key

JEXUYOSYJIRTIF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

7-O-methylated flavonoids

Alternative Parents

Substituents

2p-methoxyflavonoid-skeleton
4p-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
5-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Flavan
Chromone
Chromane
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Organoheterocyclic compound
Ether
Oxacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavanones (LMPK12140534 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040910)
Cytoplasm (HMDB: HMDB0040910)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040910)

Source

Exogenous

Food

Food (HMDB: HMDB0040910)

Fruit

Tropical fruit

Jackfruit (FooDB: FOOD00384)

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0040910)

Not Available

Nutrient (HMDB: HMDB0040910)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	184 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	9.58 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	0.059 g/L	ALOGPS
logP	2.07	ALOGPS
logP	2.81	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	9.89	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	83.45 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	93.18 m³·mol⁻¹	ChemAxon
Polarizability	37.04 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
DarkChem	[M+H]+	187.038	31661259
DarkChem	[M-H]-	184.834	31661259
DeepCCS	[M+H]+	183.38	30932474
DeepCCS	[M-H]-	181.022	30932474
DeepCCS	[M-2H]-	215.269	30932474
DeepCCS	[M+Na]+	190.497	30932474
AllCCS	[M+H]+	185.6	32859911
AllCCS	[M+H-H2O]+	182.4	32859911
AllCCS	[M+NH4]+	188.5	32859911
AllCCS	[M+Na]+	189.3	32859911
AllCCS	[M-H]-	188.6	32859911
AllCCS	[M+Na-2H]-	188.5	32859911
AllCCS	[M+HCOO]-	188.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Heteroflavanone A	COC1=CC(O)=C2C(=O)CC(OC2=C1)C1=C(OC)C=C(OC)C=C1OC	4429.9	Standard polar	33892256
Heteroflavanone A	COC1=CC(O)=C2C(=O)CC(OC2=C1)C1=C(OC)C=C(OC)C=C1OC	3065.3	Standard non polar	33892256
Heteroflavanone A	COC1=CC(O)=C2C(=O)CC(OC2=C1)C1=C(OC)C=C(OC)C=C1OC	3027.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Heteroflavanone A,1TMS,isomer #1	COC1=CC2=C(C(=O)CC(C3=C(OC)C=C(OC)C=C3OC)O2)C(O[Si](C)(C)C)=C1	2907.0	Semi standard non polar	33892256
Heteroflavanone A,1TBDMS,isomer #1	COC1=CC2=C(C(=O)CC(C3=C(OC)C=C(OC)C=C3OC)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3133.6	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 - Heteroflavanone A GC-MS (Non-derivatized) - 70eV, Positive	splash10-001j-0309000000-8f7c5049aed63e3d7b3c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Heteroflavanone A GC-MS (1 TMS) - 70eV, Positive	splash10-01b9-5125900000-55c0f76e07a4f09d1e8b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Heteroflavanone A 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 - Heteroflavanone A 10V, Positive-QTOF	splash10-03di-0309000000-9a8f7310de345a3124c8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heteroflavanone A 20V, Positive-QTOF	splash10-0i0u-0905000000-f8841011ab56ddfc4e82	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heteroflavanone A 40V, Positive-QTOF	splash10-03y3-0900000000-f4d5601b33359ff2286b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heteroflavanone A 10V, Negative-QTOF	splash10-0a4i-0009000000-b2b92f8f8ffbf9e92bb7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heteroflavanone A 20V, Negative-QTOF	splash10-0a4i-0109000000-8cc8ca94987f54779f83	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heteroflavanone A 40V, Negative-QTOF	splash10-03xr-1926000000-5424c9ff578a82790a97	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heteroflavanone A 10V, Positive-QTOF	splash10-03di-0409000000-962326cd9658f28527e6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heteroflavanone A 20V, Positive-QTOF	splash10-014i-0900000000-624d2a58d63badb48ffd	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heteroflavanone A 40V, Positive-QTOF	splash10-014i-0900000000-ff30aa4d3f57671329de	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB020749

KNApSAcK ID

C00008535

Chemspider ID

24846542

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42608055

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1887651

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 Heteroflavanone A (HMDB0040910)

MOL for HMDB0040910 (Heteroflavanone A)

3D MOL for HMDB0040910 (Heteroflavanone A)

3D SDF for HMDB0040910 (Heteroflavanone A)

3D-SDF for HMDB0040910 (Heteroflavanone A)

PDB for HMDB0040910 (Heteroflavanone A)

3D PDB for HMDB0040910 (Heteroflavanone A)

SMILES for HMDB0040910 (Heteroflavanone A)

INCHI for HMDB0040910 (Heteroflavanone A)

Structure for HMDB0040910 (Heteroflavanone A)

3D Structure for HMDB0040910 (Heteroflavanone A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra