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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:10:02 UTC

Update Date

2021-09-26 23:10:24 UTC

HMDB ID

HMDB0255518

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Neobavaisoflavone

Description

neobavaisoflavone belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Thus, neobavaisoflavone is considered to be a flavonoid lipid molecule. neobavaisoflavone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. This compound has been identified in human blood as reported by (PMID: 31557052 ). Neobavaisoflavone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Neobavaisoflavone 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

HMDB0255518
     RDKit          3D
Neobavaisoflavone
 42 44  0  0  0  0  0  0  0  0999 V2000
    4.9098    1.7991   -0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0531    1.4454    1.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8636    2.4508    2.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4549    0.2720    1.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5660   -0.8121    0.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2462   -1.1836   -0.4141 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0662   -0.5812   -0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1486   -0.9461   -0.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3860   -0.3080   -0.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5063    1.0557   -0.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6389    1.6258    0.3260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7297    0.9332    0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8766    1.5934    0.9686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0117    0.8790    1.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2034    1.5181    1.6338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9754   -0.4870    1.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8373   -1.1501    0.7599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7022   -0.4351    0.4842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5317   -1.0511    0.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4747   -2.2831   -0.0025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1433   -1.9487   -1.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0075   -2.5832   -1.9356 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2057   -2.1862   -1.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3645   -2.8223   -1.7806 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5591    2.6514    0.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5813    0.9661   -0.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2516    2.0520   -0.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7939    2.7989    2.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5341    3.3082    2.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9073    1.9272    3.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8447    0.0769    2.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2717   -0.5742   -0.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9702   -1.7539    0.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0769    0.2002    0.7034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6570    1.6929   -0.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8801    2.6819    1.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3339    1.6605    2.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8478   -1.0911    1.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8451   -2.2493    0.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1232   -2.2192   -1.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807   -3.3711   -2.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3439   -3.5522   -2.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  8 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23  6  1  0
 19  9  1  0
 18 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  7 34  1  0
 10 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 21 40  1  0
 22 41  1  0
 24 42  1  0
M  END

  Mrv1533004251504022D          

 24 26  0  0  0  0            999 V2000
   -4.2868   -1.6500    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
   -2.1434   -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
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -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  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  2  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
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 12 22  1  0  0  0  0
 22 23  2  0  0  0  0
  2 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255518

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=CC(=CC=C1O)C1=COC2=CC(O)=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O4/c1-12(2)3-4-14-9-13(5-8-18(14)22)17-11-24-19-10-15(21)6-7-16(19)20(17)23/h3,5-11,21-22H,4H2,1-2H3

> <INCHI_KEY>
OBGPEBYHGIUFBN-UHFFFAOYSA-N

> <FORMULA>
C20H18O4

> <MOLECULAR_WEIGHT>
322.36

> <EXACT_MASS>
322.12050906

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
35.32764217164146

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-4H-chromen-4-one

> <ALOGPS_LOGP>
4.24

> <JCHEM_LOGP>
4.459004710666667

> <ALOGPS_LOGS>
-4.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.769258696371775

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.475986331921745

> <JCHEM_PKA_STRONGEST_BASIC>
-5.336113723098537

> <JCHEM_POLAR_SURFACE_AREA>
66.75999999999999

> <JCHEM_REFRACTIVITY>
93.94479999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.68e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
neobavaisoflavone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255518
     RDKit          3D
Neobavaisoflavone
 42 44  0  0  0  0  0  0  0  0999 V2000
    4.9098    1.7991   -0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0531    1.4454    1.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8636    2.4508    2.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4549    0.2720    1.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5660   -0.8121    0.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2462   -1.1836   -0.4141 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0662   -0.5812   -0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1486   -0.9461   -0.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3860   -0.3080   -0.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5063    1.0557   -0.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6389    1.6258    0.3260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7297    0.9332    0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8766    1.5934    0.9686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0117    0.8790    1.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2034    1.5181    1.6338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9754   -0.4870    1.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8373   -1.1501    0.7599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7022   -0.4351    0.4842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5317   -1.0511    0.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4747   -2.2831   -0.0025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1433   -1.9487   -1.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0075   -2.5832   -1.9356 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2057   -2.1862   -1.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3645   -2.8223   -1.7806 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5591    2.6514    0.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5813    0.9661   -0.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2516    2.0520   -0.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7939    2.7989    2.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5341    3.3082    2.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9073    1.9272    3.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8447    0.0769    2.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2717   -0.5742   -0.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9702   -1.7539    0.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0769    0.2002    0.7034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6570    1.6929   -0.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8801    2.6819    1.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3339    1.6605    2.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8478   -1.0911    1.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8451   -2.2493    0.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1232   -2.2192   -1.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807   -3.3711   -2.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3439   -3.5522   -2.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  8 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23  6  1  0
 19  9  1  0
 18 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  7 34  1  0
 10 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 21 40  1  0
 22 41  1  0
 24 42  1  0
M  END

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.001  -0.770   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       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   24                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10                                                            
CONECT   12    7   13   22                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   15   22                                                  
CONECT   22   21   12   23                                                  
CONECT   23   22                                                            
CONECT   24    2                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0255518
HETATM    1  C1  UNL     1       4.910   1.799  -0.114  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.053   1.445   1.046  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.864   2.451   2.122  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.455   0.272   1.155  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.566  -0.812   0.150  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.246  -1.184  -0.414  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.066  -0.581  -0.036  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.149  -0.946  -0.577  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.386  -0.308  -0.174  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.506   1.056  -0.041  1.00  0.00           C  
HETATM   11  O1  UNL     1      -2.639   1.626   0.326  1.00  0.00           O  
HETATM   12  C11 UNL     1      -3.730   0.933   0.591  1.00  0.00           C  
HETATM   13  C12 UNL     1      -4.877   1.593   0.969  1.00  0.00           C  
HETATM   14  C13 UNL     1      -6.012   0.879   1.244  1.00  0.00           C  
HETATM   15  O2  UNL     1      -7.203   1.518   1.634  1.00  0.00           O  
HETATM   16  C14 UNL     1      -5.975  -0.487   1.136  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.837  -1.150   0.760  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.702  -0.435   0.484  1.00  0.00           C  
HETATM   19  C17 UNL     1      -2.532  -1.051   0.103  1.00  0.00           C  
HETATM   20  O3  UNL     1      -2.475  -2.283  -0.003  1.00  0.00           O  
HETATM   21  C18 UNL     1      -0.143  -1.949  -1.522  1.00  0.00           C  
HETATM   22  C19 UNL     1       1.008  -2.583  -1.936  1.00  0.00           C  
HETATM   23  C20 UNL     1       2.206  -2.186  -1.367  1.00  0.00           C  
HETATM   24  O4  UNL     1       3.364  -2.822  -1.781  1.00  0.00           O  
HETATM   25  H1  UNL     1       5.559   2.651   0.159  1.00  0.00           H  
HETATM   26  H2  UNL     1       5.581   0.966  -0.423  1.00  0.00           H  
HETATM   27  H3  UNL     1       4.252   2.052  -0.974  1.00  0.00           H  
HETATM   28  H4  UNL     1       2.794   2.799   2.039  1.00  0.00           H  
HETATM   29  H5  UNL     1       4.534   3.308   2.050  1.00  0.00           H  
HETATM   30  H6  UNL     1       3.907   1.927   3.110  1.00  0.00           H  
HETATM   31  H7  UNL     1       2.845   0.077   2.025  1.00  0.00           H  
HETATM   32  H8  UNL     1       4.272  -0.574  -0.672  1.00  0.00           H  
HETATM   33  H9  UNL     1       3.970  -1.754   0.625  1.00  0.00           H  
HETATM   34  H10 UNL     1       1.077   0.200   0.703  1.00  0.00           H  
HETATM   35  H11 UNL     1      -0.657   1.693  -0.240  1.00  0.00           H  
HETATM   36  H12 UNL     1      -4.880   2.682   1.048  1.00  0.00           H  
HETATM   37  H13 UNL     1      -7.334   1.661   2.636  1.00  0.00           H  
HETATM   38  H14 UNL     1      -6.848  -1.091   1.344  1.00  0.00           H  
HETATM   39  H15 UNL     1      -4.845  -2.249   0.683  1.00  0.00           H  
HETATM   40  H16 UNL     1      -1.123  -2.219  -1.936  1.00  0.00           H  
HETATM   41  H17 UNL     1       0.981  -3.371  -2.684  1.00  0.00           H  
HETATM   42  H18 UNL     1       3.344  -3.552  -2.473  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    4    4
CONECT    3   28   29   30
CONECT    4    5   31
CONECT    5    6   32   33
CONECT    6    7    7   23
CONECT    7    8   34
CONECT    8    9   21   21
CONECT    9   10   10   19
CONECT   10   11   35
CONECT   11   12
CONECT   12   13   13   18
CONECT   13   14   36
CONECT   14   15   16   16
CONECT   15   37
CONECT   16   17   38
CONECT   17   18   18   39
CONECT   18   19
CONECT   19   20   20
CONECT   21   22   40
CONECT   22   23   23   41
CONECT   23   24
CONECT   24   42
END

HMDB0255518
     RDKit          3D
Neobavaisoflavone
 42 44  0  0  0  0  0  0  0  0999 V2000
    4.9098    1.7991   -0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0531    1.4454    1.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8636    2.4508    2.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4549    0.2720    1.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5660   -0.8121    0.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2462   -1.1836   -0.4141 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0662   -0.5812   -0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1486   -0.9461   -0.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3860   -0.3080   -0.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5063    1.0557   -0.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6389    1.6258    0.3260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7297    0.9332    0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8766    1.5934    0.9686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0117    0.8790    1.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2034    1.5181    1.6338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9754   -0.4870    1.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8373   -1.1501    0.7599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7022   -0.4351    0.4842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5317   -1.0511    0.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4747   -2.2831   -0.0025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1433   -1.9487   -1.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0075   -2.5832   -1.9356 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2057   -2.1862   -1.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3645   -2.8223   -1.7806 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5591    2.6514    0.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5813    0.9661   -0.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2516    2.0520   -0.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7939    2.7989    2.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5341    3.3082    2.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9073    1.9272    3.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8447    0.0769    2.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2717   -0.5742   -0.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9702   -1.7539    0.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0769    0.2002    0.7034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6570    1.6929   -0.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8801    2.6819    1.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3339    1.6605    2.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8478   -1.0911    1.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8451   -2.2493    0.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1232   -2.2192   -1.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807   -3.3711   -2.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3439   -3.5522   -2.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  8 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23  6  1  0
 19  9  1  0
 18 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  7 34  1  0
 10 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 21 40  1  0
 22 41  1  0
 24 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7,4'-Dihydroxy-3'-(3-methyl-buten-2-yl)isoflavone	ChEBI
7,4'-Dihydroxy-3'-(gamma,gamma-dimethylallyl)isoflavone	ChEBI
7-Hydroxy-3-[4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-4H-1-benzopyran-4-one	ChEBI
7,4'-Dihydroxy-3'-(g,g-dimethylallyl)isoflavone	Generator
7,4'-Dihydroxy-3'-(γ,γ-dimethylallyl)isoflavone	Generator

Chemical Formula

C₂₀H₁₈O₄

Average Molecular Weight

322.36

Monoisotopic Molecular Weight

322.12050906

IUPAC Name

7-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-4H-chromen-4-one

Traditional Name

neobavaisoflavone

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=CC(=CC=C1O)C1=COC2=CC(O)=CC=C2C1=O

InChI Identifier

InChI=1S/C20H18O4/c1-12(2)3-4-14-9-13(5-8-18(14)22)17-11-24-19-10-15(21)6-7-16(19)20(17)23/h3,5-11,21-22H,4H2,1-2H3

InChI Key

OBGPEBYHGIUFBN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflav-2-enes

Direct Parent

Isoflavones

Alternative Parents

Substituents

Isoflavone
Hydroxyisoflavonoid
Chromone
Benzopyran
1-benzopyran
Pyranone
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Pyran
Heteroaromatic compound
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

7-hydroxyisoflavones (CHEBI:66614 )
Isoflavonoids (LMPK12050027 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.24	ALOGPS
logP	4.46	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	6.48	ChemAxon
pKa (Strongest Basic)	-5.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	93.94 m³·mol⁻¹	ChemAxon
Polarizability	35.33 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]+	172.179	30932474
DeepCCS	[M-H]-	169.821	30932474
DeepCCS	[M-2H]-	202.951	30932474
DeepCCS	[M+Na]+	178.273	30932474
AllCCS	[M+H]+	177.9	32859911
AllCCS	[M+H-H2O]+	174.4	32859911
AllCCS	[M+NH4]+	181.1	32859911
AllCCS	[M+Na]+	182.0	32859911
AllCCS	[M-H]-	177.1	32859911
AllCCS	[M+Na-2H]-	176.4	32859911
AllCCS	[M+HCOO]-	175.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Neobavaisoflavone	CC(C)=CCC1=CC(=CC=C1O)C1=COC2=CC(O)=CC=C2C1=O	4321.8	Standard polar	33892256
Neobavaisoflavone	CC(C)=CCC1=CC(=CC=C1O)C1=COC2=CC(O)=CC=C2C1=O	2953.9	Standard non polar	33892256
Neobavaisoflavone	CC(C)=CCC1=CC(=CC=C1O)C1=COC2=CC(O)=CC=C2C1=O	3303.2	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 - Neobavaisoflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-3194000000-c11834217ec9bef41344	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neobavaisoflavone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neobavaisoflavone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neobavaisoflavone GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neobavaisoflavone GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neobavaisoflavone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neobavaisoflavone GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neobavaisoflavone GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Neobavaisoflavone 6V, Positive-QTOF	splash10-014i-0192000000-797f3cf11d9bf5bfcad1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Neobavaisoflavone 40V, Negative-QTOF	splash10-016r-0290000000-6cb9b508a2f831d59020	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Neobavaisoflavone 20V, Negative-QTOF	splash10-00di-0039000000-8fc5901d22d63cf3828c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Neobavaisoflavone 40V, Positive-QTOF	splash10-014i-5960000000-46c6313bd4422815ee81	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Neobavaisoflavone 10V, Negative-QTOF	splash10-00di-0009000000-b257d2c17e9e2cd06d40	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Neobavaisoflavone 6V, Positive-QTOF	splash10-00xs-0395000000-b00e69c0b54f1e6fab65	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Neobavaisoflavone 6V, Positive-QTOF	splash10-014i-0192000000-23bdb0f00d5cd085c9ee	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Neobavaisoflavone 10V, Positive-QTOF	splash10-00di-0049000000-aa933ba627e335dfa52d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Neobavaisoflavone 20V, Positive-QTOF	splash10-066r-0090000000-adb213d90a860058f325	2021-09-20	HMDB team, MONA	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

66614

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 Neobavaisoflavone (HMDB0255518)

MOL for HMDB0255518 (Neobavaisoflavone)

3D MOL for HMDB0255518 (Neobavaisoflavone)

3D SDF for HMDB0255518 (Neobavaisoflavone)

3D-SDF for HMDB0255518 (Neobavaisoflavone)

PDB for HMDB0255518 (Neobavaisoflavone)

3D PDB for HMDB0255518 (Neobavaisoflavone)

SMILES for HMDB0255518 (Neobavaisoflavone)

INCHI for HMDB0255518 (Neobavaisoflavone)

Structure for HMDB0255518 (Neobavaisoflavone)

3D Structure for HMDB0255518 (Neobavaisoflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra