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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 02:37:52 UTC

Update Date

2021-09-26 22:59:24 UTC

HMDB ID

HMDB0248887

Secondary Accession Numbers

None

Metabolite Identification

Common Name

7-O-Methylbavachin

Description

Bavachinin belongs to the class of organic compounds known as 6-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 6-position. Thus, bavachinin is considered to be a flavonoid. Based on a literature review very few articles have been published on Bavachinin. This compound has been identified in human blood as reported by (PMID: 31557052 ). 7-o-methylbavachin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 7-O-Methylbavachin 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

HMDB0248887
     RDKit          3D
7-O-Methylbavachin
 47 49  0  0  0  0  0  0  0  0999 V2000
    1.8747   -3.3855   -1.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3488   -2.5687   -0.8792 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5566   -1.6343   -0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2251   -1.4527   -0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5561   -0.5198    0.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0204    0.2593    1.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3133    0.0703    1.4756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0851   -0.8531    0.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5246   -1.0464    1.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3344   -0.3880    0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1874    0.5976    0.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3302    1.0519    1.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9921    1.2494   -0.7309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8434    1.2373    1.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2894    2.0761    2.6573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3150    1.1989    1.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5774    0.8725    0.2198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0130    0.7423   -0.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0120    1.1401    0.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3556    0.9893    0.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7453    0.4307   -0.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1005    0.2754   -1.0305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7528    0.0299   -1.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4254    0.1851   -1.2475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8976   -0.3402   -0.1341 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8386   -2.9032   -2.8995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8468   -3.7299   -1.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861   -4.3351   -1.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2273   -2.0414   -1.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7344    0.6935    2.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7781   -2.1261    1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7088   -0.5251    2.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2157   -0.7337   -0.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6743    0.2113    2.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0201    1.9087    1.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3342    1.4180    2.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4635    2.1809   -1.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0953    0.5364   -1.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9929    1.5023   -0.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7896    2.1748    1.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7447    0.3975    2.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1574    1.7375   -0.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7330    1.5775    1.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1498    1.3051    1.1787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5078    1.0806   -1.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0837   -0.4082   -2.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6638   -0.1387   -1.9496 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  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
  6 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 17 25  1  0
  8  3  1  0
 24 18  1  0
 25  5  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  7 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 19 43  1  0
 20 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
M  END


  Mrv1533004191522042D          

 25 27  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    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
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   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
    5.0013   -0.4125    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  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  5 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  7 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
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 19 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248887

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C=C1CC=C(C)C)C(=O)CC(O2)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O4/c1-13(2)4-5-15-10-17-18(23)11-20(14-6-8-16(22)9-7-14)25-21(17)12-19(15)24-3/h4,6-10,12,20,22H,5,11H2,1-3H3

> <INCHI_KEY>
VOCGSQHKPZSIKB-UHFFFAOYSA-N

> <FORMULA>
C21H22O4

> <MOLECULAR_WEIGHT>
338.403

> <EXACT_MASS>
338.151809188

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
37.767115788581435

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-hydroxyphenyl)-7-methoxy-6-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
3.70

> <JCHEM_LOGP>
4.363134427333334

> <ALOGPS_LOGS>
-4.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.041726062788516

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.471664953620886

> <JCHEM_PKA_STRONGEST_BASIC>
-4.597059471464726

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
98.034

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.43e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
bavachinin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248887
     RDKit          3D
7-O-Methylbavachin
 47 49  0  0  0  0  0  0  0  0999 V2000
    1.8747   -3.3855   -1.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3488   -2.5687   -0.8792 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5566   -1.6343   -0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2251   -1.4527   -0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5561   -0.5198    0.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0204    0.2593    1.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3133    0.0703    1.4756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0851   -0.8531    0.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5246   -1.0464    1.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3344   -0.3880    0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1874    0.5976    0.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3302    1.0519    1.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9921    1.2494   -0.7309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8434    1.2373    1.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2894    2.0761    2.6573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3150    1.1989    1.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5774    0.8725    0.2198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0130    0.7423   -0.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0120    1.1401    0.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3556    0.9893    0.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7453    0.4307   -0.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1005    0.2754   -1.0305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7528    0.0299   -1.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4254    0.1851   -1.2475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8976   -0.3402   -0.1341 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8386   -2.9032   -2.8995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8468   -3.7299   -1.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861   -4.3351   -1.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2273   -2.0414   -1.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7344    0.6935    2.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7781   -2.1261    1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7088   -0.5251    2.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2157   -0.7337   -0.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6743    0.2113    2.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0201    1.9087    1.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3342    1.4180    2.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4635    2.1809   -1.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0953    0.5364   -1.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9929    1.5023   -0.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7896    2.1748    1.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7447    0.3975    2.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1574    1.7375   -0.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7330    1.5775    1.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1498    1.3051    1.1787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5078    1.0806   -1.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0837   -0.4082   -2.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6638   -0.1387   -1.9496 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  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
  6 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 17 25  1  0
  8  3  1  0
 24 18  1  0
 25  5  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  7 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 19 43  1  0
 20 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
M  END

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   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  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   19                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    5   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12    3   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    7   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   19                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0248887
HETATM    1  C1  UNL     1       1.875  -3.385  -1.901  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.349  -2.569  -0.879  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.557  -1.634  -0.203  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.225  -1.453  -0.505  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.556  -0.520   0.174  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.020   0.259   1.180  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.313   0.070   1.476  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.085  -0.853   0.802  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.525  -1.046   1.131  1.00  0.00           C  
HETATM   10  C9  UNL     1       4.334  -0.388   0.071  1.00  0.00           C  
HETATM   11  C10 UNL     1       5.187   0.598   0.334  1.00  0.00           C  
HETATM   12  C11 UNL     1       5.330   1.052   1.744  1.00  0.00           C  
HETATM   13  C12 UNL     1       5.992   1.249  -0.731  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.843   1.237   1.891  1.00  0.00           C  
HETATM   15  O2  UNL     1      -0.289   2.076   2.657  1.00  0.00           O  
HETATM   16  C14 UNL     1      -2.315   1.199   1.676  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.577   0.872   0.220  1.00  0.00           C  
HETATM   18  C16 UNL     1      -4.013   0.742  -0.052  1.00  0.00           C  
HETATM   19  C17 UNL     1      -5.012   1.140   0.811  1.00  0.00           C  
HETATM   20  C18 UNL     1      -6.356   0.989   0.494  1.00  0.00           C  
HETATM   21  C19 UNL     1      -6.745   0.431  -0.705  1.00  0.00           C  
HETATM   22  O3  UNL     1      -8.101   0.275  -1.031  1.00  0.00           O  
HETATM   23  C20 UNL     1      -5.753   0.030  -1.573  1.00  0.00           C  
HETATM   24  C21 UNL     1      -4.425   0.185  -1.248  1.00  0.00           C  
HETATM   25  O4  UNL     1      -1.898  -0.340  -0.134  1.00  0.00           O  
HETATM   26  H1  UNL     1       1.839  -2.903  -2.899  1.00  0.00           H  
HETATM   27  H2  UNL     1       0.847  -3.730  -1.667  1.00  0.00           H  
HETATM   28  H3  UNL     1       2.486  -4.335  -1.940  1.00  0.00           H  
HETATM   29  H4  UNL     1      -0.227  -2.041  -1.283  1.00  0.00           H  
HETATM   30  H5  UNL     1       1.734   0.693   2.277  1.00  0.00           H  
HETATM   31  H6  UNL     1       3.778  -2.126   1.216  1.00  0.00           H  
HETATM   32  H7  UNL     1       3.709  -0.525   2.093  1.00  0.00           H  
HETATM   33  H8  UNL     1       4.216  -0.734  -0.950  1.00  0.00           H  
HETATM   34  H9  UNL     1       5.674   0.211   2.369  1.00  0.00           H  
HETATM   35  H10 UNL     1       6.020   1.909   1.809  1.00  0.00           H  
HETATM   36  H11 UNL     1       4.334   1.418   2.111  1.00  0.00           H  
HETATM   37  H12 UNL     1       5.464   2.181  -1.033  1.00  0.00           H  
HETATM   38  H13 UNL     1       6.095   0.536  -1.570  1.00  0.00           H  
HETATM   39  H14 UNL     1       6.993   1.502  -0.378  1.00  0.00           H  
HETATM   40  H15 UNL     1      -2.790   2.175   1.893  1.00  0.00           H  
HETATM   41  H16 UNL     1      -2.745   0.398   2.330  1.00  0.00           H  
HETATM   42  H17 UNL     1      -2.157   1.737  -0.369  1.00  0.00           H  
HETATM   43  H18 UNL     1      -4.733   1.577   1.750  1.00  0.00           H  
HETATM   44  H19 UNL     1      -7.150   1.305   1.179  1.00  0.00           H  
HETATM   45  H20 UNL     1      -8.508   1.081  -1.524  1.00  0.00           H  
HETATM   46  H21 UNL     1      -6.084  -0.408  -2.514  1.00  0.00           H  
HETATM   47  H22 UNL     1      -3.664  -0.139  -1.950  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   29
CONECT    5    6    6   25
CONECT    6    7   14
CONECT    7    8    8   30
CONECT    8    9
CONECT    9   10   31   32
CONECT   10   11   11   33
CONECT   11   12   13
CONECT   12   34   35   36
CONECT   13   37   38   39
CONECT   14   15   15   16
CONECT   16   17   40   41
CONECT   17   18   25   42
CONECT   18   19   19   24
CONECT   19   20   43
CONECT   20   21   21   44
CONECT   21   22   23
CONECT   22   45
CONECT   23   24   24   46
CONECT   24   47
END

HMDB0248887
     RDKit          3D
7-O-Methylbavachin
 47 49  0  0  0  0  0  0  0  0999 V2000
    1.8747   -3.3855   -1.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3488   -2.5687   -0.8792 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5566   -1.6343   -0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2251   -1.4527   -0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5561   -0.5198    0.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0204    0.2593    1.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3133    0.0703    1.4756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0851   -0.8531    0.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5246   -1.0464    1.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3344   -0.3880    0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1874    0.5976    0.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3302    1.0519    1.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9921    1.2494   -0.7309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8434    1.2373    1.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2894    2.0761    2.6573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3150    1.1989    1.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5774    0.8725    0.2198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0130    0.7423   -0.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0120    1.1401    0.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3556    0.9893    0.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7453    0.4307   -0.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1005    0.2754   -1.0305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7528    0.0299   -1.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4254    0.1851   -1.2475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8976   -0.3402   -0.1341 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8386   -2.9032   -2.8995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8468   -3.7299   -1.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861   -4.3351   -1.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2273   -2.0414   -1.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7344    0.6935    2.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7781   -2.1261    1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7088   -0.5251    2.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2157   -0.7337   -0.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6743    0.2113    2.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0201    1.9087    1.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3342    1.4180    2.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4635    2.1809   -1.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0953    0.5364   -1.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9929    1.5023   -0.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7896    2.1748    1.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7447    0.3975    2.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1574    1.7375   -0.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7330    1.5775    1.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1498    1.3051    1.1787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5078    1.0806   -1.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0837   -0.4082   -2.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6638   -0.1387   -1.9496 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  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
  6 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 17 25  1  0
  8  3  1  0
 24 18  1  0
 25  5  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  7 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 19 43  1  0
 20 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₄

Average Molecular Weight

338.403

Monoisotopic Molecular Weight

338.151809188

IUPAC Name

2-(4-hydroxyphenyl)-7-methoxy-6-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

bavachinin

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C=C1CC=C(C)C)C(=O)CC(O2)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C21H22O4/c1-13(2)4-5-15-10-17-18(23)11-20(14-6-8-16(22)9-7-14)25-21(17)12-19(15)24-3/h4,6-10,12,20,22H,5,11H2,1-3H3

InChI Key

VOCGSQHKPZSIKB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 6-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

6-prenylated flavanones

Alternative Parents

Substituents

6-prenylated flavanone
7-methoxyflavonoid-skeleton
4'-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Monohydroxyflavonoid
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl ketone
Aryl alkyl ketone
Anisole
Alkyl aryl ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Ketone
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavanones (LMPK12140040 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	3.7	ALOGPS
logP	4.36	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	9.47	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	98.03 m³·mol⁻¹	ChemAxon
Polarizability	37.77 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]+	190.407	30932474
DeepCCS	[M-H]-	187.896	30932474
DeepCCS	[M-2H]-	222.466	30932474
DeepCCS	[M+Na]+	198.428	30932474
AllCCS	[M+H]+	185.1	32859911
AllCCS	[M+H-H2O]+	181.9	32859911
AllCCS	[M+NH4]+	188.2	32859911
AllCCS	[M+Na]+	189.0	32859911
AllCCS	[M-H]-	184.5	32859911
AllCCS	[M+Na-2H]-	184.2	32859911
AllCCS	[M+HCOO]-	184.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-O-Methylbavachin	COC1=CC2=C(C=C1CC=C(C)C)C(=O)CC(O2)C1=CC=C(O)C=C1	4087.7	Standard polar	33892256
7-O-Methylbavachin	COC1=CC2=C(C=C1CC=C(C)C)C(=O)CC(O2)C1=CC=C(O)C=C1	2987.2	Standard non polar	33892256
7-O-Methylbavachin	COC1=CC2=C(C=C1CC=C(C)C)C(=O)CC(O2)C1=CC=C(O)C=C1	3145.0	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 - 7-O-Methylbavachin GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-3179000000-86bce283cb6006052a75	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-O-Methylbavachin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-O-Methylbavachin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-O-Methylbavachin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-O-Methylbavachin 10V, Positive-QTOF	splash10-000i-0039000000-8a64069cb6774f174d50	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-O-Methylbavachin 20V, Positive-QTOF	splash10-014i-0090000000-c7a548d95d99bb47e32f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-O-Methylbavachin 40V, Positive-QTOF	splash10-014i-0090000000-a12c07054f38f31ba994	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

C00008248

Chemspider ID

109499

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

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 7-O-Methylbavachin (HMDB0248887)

MOL for HMDB0248887 (7-O-Methylbavachin)

3D MOL for HMDB0248887 (7-O-Methylbavachin)

3D SDF for HMDB0248887 (7-O-Methylbavachin)

3D-SDF for HMDB0248887 (7-O-Methylbavachin)

PDB for HMDB0248887 (7-O-Methylbavachin)

3D PDB for HMDB0248887 (7-O-Methylbavachin)

SMILES for HMDB0248887 (7-O-Methylbavachin)

INCHI for HMDB0248887 (7-O-Methylbavachin)

Structure for HMDB0248887 (7-O-Methylbavachin)

3D Structure for HMDB0248887 (7-O-Methylbavachin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra