Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:54:16 UTC

Update Date

2022-03-07 02:53:37 UTC

HMDB ID

HMDB0033189

Secondary Accession Numbers

HMDB33189

Metabolite Identification

Common Name

Isomucronulatol

Description

Isomucronulatol belongs to the class of organic compounds known as 4'-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C4' atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one. Thus, isomucronulatol is considered to be a flavonoid. Isomucronulatol has been detected, but not quantified in, several different foods, such as yellow wax beans (Phaseolus vulgaris), common beans (Phaseolus vulgaris), green beans (Phaseolus vulgaris), herbs and spices, and black tea. This could make isomucronulatol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Isomucronulatol.

Structure

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

HMDB0033189
     RDKit          3D
Isomucronulatol
 40 42  0  0  0  0  0  0  0  0999 V2000
    4.7449   -2.6351   -0.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2982   -1.6829   -0.0365 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1047   -1.0285   -0.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2473   -1.2223   -1.2593 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0387   -0.5182   -1.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6670    0.3999   -0.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6170    1.1914   -0.5065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3105    1.0495   -1.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2817    0.0076   -1.8074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2154    0.0602   -0.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5414   -0.3416   -0.9994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4715   -0.2956   -0.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7704   -0.7009   -0.2617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0497    0.1629    1.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7521    0.5569    1.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8027    0.5105    0.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4139    0.9042    0.7076 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5298    0.6063    0.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1665    1.5284    1.5961 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7051   -0.0876    0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5556    0.1247    1.8082 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5530    1.1287    1.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8692   -2.6102   -1.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5288   -3.6803   -0.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3429   -2.5198   -1.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4600   -1.9315   -2.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3893   -0.7174   -2.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2590    2.2703   -0.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6550    0.8985   -2.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8871    2.0077   -2.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8238   -0.7006   -2.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0342   -1.6707   -0.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7767    0.2033    2.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4083    0.9193    2.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4017    1.7983    1.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9032    0.1113    1.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7849    1.6796    2.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9644    1.0195    0.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3287    1.0714    2.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0968    2.1327    1.7054 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
  6 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 20  3  1  0
 17  7  1  0
 16 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 17 35  1  0
 17 36  1  0
 19 37  1  0
 22 38  1  0
 22 39  1  0
 22 40  1  0
M  END


  Mrv0541 05061306582D          

 22 24  0  0  0  0            999 V2000
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    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
    1.4289   -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
    2.1434   -0.4125    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
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    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
    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
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   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
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  5  2  0  0  0  0
 10  3  1  0  0  0  0
 10  7  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  1  0  0  0  0
 12  4  1  0  0  0  0
 12  8  2  0  0  0  0
 13  5  1  0  0  0  0
 13 11  1  0  0  0  0
 14  6  1  0  0  0  0
 15  8  1  0  0  0  0
 15 10  2  0  0  0  0
 16 13  2  0  0  0  0
 17 14  2  0  0  0  0
 17 16  1  0  0  0  0
 18 12  1  0  0  0  0
 19 16  1  0  0  0  0
 20  1  1  0  0  0  0
 20 14  1  0  0  0  0
 21  2  1  0  0  0  0
 21 17  1  0  0  0  0
 22  9  1  0  0  0  0
 22 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033189

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C(O)=C(C=C1)C1COC2=C(C1)C=CC(O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C17H18O5/c1-20-14-6-5-13(16(19)17(14)21-2)11-7-10-3-4-12(18)8-15(10)22-9-11/h3-6,8,11,18-19H,7,9H2,1-2H3

> <INCHI_KEY>
NQRBAPDEZYMKFL-UHFFFAOYSA-N

> <FORMULA>
C17H18O5

> <MOLECULAR_WEIGHT>
302.3218

> <EXACT_MASS>
302.115423686

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
32.17713433089571

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2-hydroxy-3,4-dimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol

> <ALOGPS_LOGP>
2.76

> <JCHEM_LOGP>
2.8763353459999994

> <ALOGPS_LOGS>
-3.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.444819214034608

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.673582950436826

> <JCHEM_PKA_STRONGEST_BASIC>
-4.424854346806153

> <JCHEM_POLAR_SURFACE_AREA>
68.15

> <JCHEM_REFRACTIVITY>
81.8866

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.22e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isomucronulatol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033189
     RDKit          3D
Isomucronulatol
 40 42  0  0  0  0  0  0  0  0999 V2000
    4.7449   -2.6351   -0.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2982   -1.6829   -0.0365 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1047   -1.0285   -0.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2473   -1.2223   -1.2593 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0387   -0.5182   -1.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6670    0.3999   -0.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6170    1.1914   -0.5065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3105    1.0495   -1.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2817    0.0076   -1.8074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2154    0.0602   -0.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5414   -0.3416   -0.9994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4715   -0.2956   -0.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7704   -0.7009   -0.2617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0497    0.1629    1.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7521    0.5569    1.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8027    0.5105    0.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4139    0.9042    0.7076 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5298    0.6063    0.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1665    1.5284    1.5961 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7051   -0.0876    0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5556    0.1247    1.8082 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5530    1.1287    1.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8692   -2.6102   -1.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5288   -3.6803   -0.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3429   -2.5198   -1.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4600   -1.9315   -2.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3893   -0.7174   -2.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2590    2.2703   -0.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6550    0.8985   -2.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8871    2.0077   -2.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8238   -0.7006   -2.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0342   -1.6707   -0.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7767    0.2033    2.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4083    0.9193    2.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4017    1.7983    1.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9032    0.1113    1.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7849    1.6796    2.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9644    1.0195    0.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3287    1.0714    2.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0968    2.1327    1.7054 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
  6 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 20  3  1  0
 17  7  1  0
 16 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 17 35  1  0
 17 36  1  0
 19 37  1  0
 22 38  1  0
 22 39  1  0
 22 40  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.336   3.850   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   21                                                            
CONECT    3    4   10                                                       
CONECT    4    3   12                                                       
CONECT    5    6   13                                                       
CONECT    6    5   14                                                       
CONECT    7   10   11                                                       
CONECT    8   12   15                                                       
CONECT    9   11   22                                                       
CONECT   10    3    7   15                                                  
CONECT   11    7    9   13                                                  
CONECT   12    4    8   18                                                  
CONECT   13    5   11   16                                                  
CONECT   14    6   17   20                                                  
CONECT   15    8   10   22                                                  
CONECT   16   13   17   19                                                  
CONECT   17   14   16   21                                                  
CONECT   18   12                                                            
CONECT   19   16                                                            
CONECT   20    1   14                                                       
CONECT   21    2   17                                                       
CONECT   22    9   15                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0033189
HETATM    1  C1  UNL     1       4.745  -2.635  -0.960  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.298  -1.683  -0.037  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.105  -1.029  -0.209  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.247  -1.222  -1.259  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.039  -0.518  -1.378  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.667   0.400  -0.437  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.617   1.191  -0.507  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.311   1.050  -1.814  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.282   0.008  -1.807  1.00  0.00           O  
HETATM   10  C8  UNL     1      -3.215   0.060  -0.774  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.541  -0.342  -0.999  1.00  0.00           C  
HETATM   12  C10 UNL     1      -5.472  -0.296  -0.001  1.00  0.00           C  
HETATM   13  O3  UNL     1      -6.770  -0.701  -0.262  1.00  0.00           O  
HETATM   14  C11 UNL     1      -5.050   0.163   1.237  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.752   0.557   1.461  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.803   0.511   0.447  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.414   0.904   0.708  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.530   0.606   0.638  1.00  0.00           C  
HETATM   19  O4  UNL     1       1.166   1.528   1.596  1.00  0.00           O  
HETATM   20  C16 UNL     1       2.705  -0.088   0.739  1.00  0.00           C  
HETATM   21  O5  UNL     1       3.556   0.125   1.808  1.00  0.00           O  
HETATM   22  C17 UNL     1       4.553   1.129   1.671  1.00  0.00           C  
HETATM   23  H1  UNL     1       5.869  -2.610  -1.032  1.00  0.00           H  
HETATM   24  H2  UNL     1       4.529  -3.680  -0.630  1.00  0.00           H  
HETATM   25  H3  UNL     1       4.343  -2.520  -1.975  1.00  0.00           H  
HETATM   26  H4  UNL     1       2.460  -1.931  -2.047  1.00  0.00           H  
HETATM   27  H5  UNL     1       0.389  -0.717  -2.235  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.259   2.270  -0.447  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.655   0.898  -2.680  1.00  0.00           H  
HETATM   30  H8  UNL     1      -1.887   2.008  -2.017  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.824  -0.701  -2.002  1.00  0.00           H  
HETATM   32  H10 UNL     1      -7.034  -1.671  -0.122  1.00  0.00           H  
HETATM   33  H11 UNL     1      -5.777   0.203   2.018  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.408   0.919   2.426  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.402   1.798   1.400  1.00  0.00           H  
HETATM   36  H14 UNL     1      -0.903   0.111   1.359  1.00  0.00           H  
HETATM   37  H15 UNL     1       1.785   1.680   2.378  1.00  0.00           H  
HETATM   38  H16 UNL     1       4.964   1.019   0.638  1.00  0.00           H  
HETATM   39  H17 UNL     1       5.329   1.071   2.446  1.00  0.00           H  
HETATM   40  H18 UNL     1       4.097   2.133   1.705  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   26
CONECT    5    6    6   27
CONECT    6    7   18
CONECT    7    8   17   28
CONECT    8    9   29   30
CONECT    9   10
CONECT   10   11   11   16
CONECT   11   12   31
CONECT   12   13   14   14
CONECT   13   32
CONECT   14   15   33
CONECT   15   16   16   34
CONECT   16   17
CONECT   17   35   36
CONECT   18   19   20   20
CONECT   19   37
CONECT   20   21
CONECT   21   22
CONECT   22   38   39   40
END

HMDB0033189
     RDKit          3D
Isomucronulatol
 40 42  0  0  0  0  0  0  0  0999 V2000
    4.7449   -2.6351   -0.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2982   -1.6829   -0.0365 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1047   -1.0285   -0.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2473   -1.2223   -1.2593 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0387   -0.5182   -1.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6670    0.3999   -0.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6170    1.1914   -0.5065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3105    1.0495   -1.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2817    0.0076   -1.8074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2154    0.0602   -0.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5414   -0.3416   -0.9994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4715   -0.2956   -0.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7704   -0.7009   -0.2617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0497    0.1629    1.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7521    0.5569    1.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8027    0.5105    0.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4139    0.9042    0.7076 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5298    0.6063    0.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1665    1.5284    1.5961 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7051   -0.0876    0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5556    0.1247    1.8082 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5530    1.1287    1.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8692   -2.6102   -1.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5288   -3.6803   -0.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3429   -2.5198   -1.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4600   -1.9315   -2.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3893   -0.7174   -2.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2590    2.2703   -0.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6550    0.8985   -2.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8871    2.0077   -2.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8238   -0.7006   -2.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0342   -1.6707   -0.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7767    0.2033    2.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4083    0.9193    2.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4017    1.7983    1.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9032    0.1113    1.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7849    1.6796    2.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9644    1.0195    0.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3287    1.0714    2.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0968    2.1327    1.7054 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
  6 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 20  3  1  0
 17  7  1  0
 16 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 17 35  1  0
 17 36  1  0
 19 37  1  0
 22 38  1  0
 22 39  1  0
 22 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2',7-Dihydroxy-3',4'-dimethoxyisoflavan	HMDB
7,2'-Dihydroxy-3',4'-dimethoxyisoflavan	HMDB
Astraisoflavan	HMDB

Chemical Formula

C₁₇H₁₈O₅

Average Molecular Weight

302.3218

Monoisotopic Molecular Weight

302.115423686

IUPAC Name

3-(2-hydroxy-3,4-dimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol

Traditional Name

isomucronulatol

CAS Registry Number

64474-51-7

SMILES

COC1=C(OC)C(O)=C(C=C1)C1COC2=C(C1)C=CC(O)=C2

InChI Identifier

InChI=1S/C17H18O5/c1-20-14-6-5-13(16(19)17(14)21-2)11-7-10-3-4-12(18)8-15(10)22-9-11/h3-6,8,11,18-19H,7,9H2,1-2H3

InChI Key

NQRBAPDEZYMKFL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4'-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C4' atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

4'-O-methylated isoflavonoids

Alternative Parents

Substituents

3p-methoxyisoflavonoid-skeleton
4p-methoxyisoflavonoid
Hydroxyisoflavonoid
Isoflavanol
Isoflavan
Chromane
Benzopyran
O-dimethoxybenzene
Dimethoxybenzene
1-benzopyran
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Ether
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavans (LMPK12080033 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0033189)

Cellular substructure

Membrane (HMDB: HMDB0033189)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033189)

Source

Exogenous

Food

Food (HMDB: HMDB0033189)

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0033189)
Fabaceae (HMDB: HMDB0033189)

Not Available

Nutrient (HMDB: HMDB0033189)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	152 - 153 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	109.6 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	0.062 g/L	ALOGPS
logP	2.76	ALOGPS
logP	2.88	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9.67	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	68.15 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	81.89 m³·mol⁻¹	ChemAxon
Polarizability	32.18 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]+	170.089	31661259
DarkChem	[M-H]-	171.217	31661259
DeepCCS	[M+H]+	172.732	30932474
DeepCCS	[M-H]-	170.375	30932474
DeepCCS	[M-2H]-	203.616	30932474
DeepCCS	[M+Na]+	178.843	30932474
AllCCS	[M+H]+	171.3	32859911
AllCCS	[M+H-H2O]+	167.7	32859911
AllCCS	[M+NH4]+	174.6	32859911
AllCCS	[M+Na]+	175.5	32859911
AllCCS	[M-H]-	175.1	32859911
AllCCS	[M+Na-2H]-	174.7	32859911
AllCCS	[M+HCOO]-	174.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isomucronulatol	COC1=C(OC)C(O)=C(C=C1)C1COC2=C(C1)C=CC(O)=C2	3756.8	Standard polar	33892256
Isomucronulatol	COC1=C(OC)C(O)=C(C=C1)C1COC2=C(C1)C=CC(O)=C2	2680.9	Standard non polar	33892256
Isomucronulatol	COC1=C(OC)C(O)=C(C=C1)C1COC2=C(C1)C=CC(O)=C2	2862.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isomucronulatol,1TMS,isomer #1	COC1=CC=C(C2COC3=CC(O)=CC=C3C2)C(O[Si](C)(C)C)=C1OC	2746.6	Semi standard non polar	33892256
Isomucronulatol,1TMS,isomer #2	COC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=CC=C3C2)C(O)=C1OC	2665.8	Semi standard non polar	33892256
Isomucronulatol,2TMS,isomer #1	COC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=CC=C3C2)C(O[Si](C)(C)C)=C1OC	2628.2	Semi standard non polar	33892256
Isomucronulatol,1TBDMS,isomer #1	COC1=CC=C(C2COC3=CC(O)=CC=C3C2)C(O[Si](C)(C)C(C)(C)C)=C1OC	3017.4	Semi standard non polar	33892256
Isomucronulatol,1TBDMS,isomer #2	COC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C2)C(O)=C1OC	2921.6	Semi standard non polar	33892256
Isomucronulatol,2TBDMS,isomer #1	COC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C2)C(O[Si](C)(C)C(C)(C)C)=C1OC	3076.8	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 - Isomucronulatol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dr-0791000000-5ff88a8106517a42971a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isomucronulatol GC-MS (2 TMS) - 70eV, Positive	splash10-00e9-2135900000-bf7fe61d0e04f751666e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isomucronulatol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isomucronulatol 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 - Isomucronulatol 10V, Positive-QTOF	splash10-0uk9-0918000000-426f44d8938cf414c366	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomucronulatol 20V, Positive-QTOF	splash10-00di-0941000000-cef9696906689745a0a9	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomucronulatol 40V, Positive-QTOF	splash10-05fs-2900000000-099783dc1136acd0bb86	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomucronulatol 10V, Negative-QTOF	splash10-0udi-0319000000-335940c32db176b8ef47	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomucronulatol 20V, Negative-QTOF	splash10-0uk9-0964000000-20ee6eee5fc0674818da	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomucronulatol 40V, Negative-QTOF	splash10-00di-3930000000-2ace14f2ec5d255932c6	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomucronulatol 10V, Negative-QTOF	splash10-0udi-0309000000-6ddf0f3461533ff0812f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomucronulatol 20V, Negative-QTOF	splash10-0zfs-0393000000-e7fb8b5aa46ab9c990c2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomucronulatol 40V, Negative-QTOF	splash10-0012-1790000000-79343714bf31e8495e04	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomucronulatol 10V, Positive-QTOF	splash10-0udi-0709000000-04f7c784dba0645a7b91	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomucronulatol 20V, Positive-QTOF	splash10-0udj-0902000000-d3c308f3a2724a4f7886	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomucronulatol 40V, Positive-QTOF	splash10-00yj-1920000000-6557b7f36bc6f5941c91	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011201

KNApSAcK ID

C00009714

Chemspider ID

523468

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

602152

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1833681

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 Isomucronulatol (HMDB0033189)

MOL for HMDB0033189 (Isomucronulatol)

3D MOL for HMDB0033189 (Isomucronulatol)

3D SDF for HMDB0033189 (Isomucronulatol)

3D-SDF for HMDB0033189 (Isomucronulatol)

PDB for HMDB0033189 (Isomucronulatol)

3D PDB for HMDB0033189 (Isomucronulatol)

SMILES for HMDB0033189 (Isomucronulatol)

INCHI for HMDB0033189 (Isomucronulatol)

Structure for HMDB0033189 (Isomucronulatol)

3D Structure for HMDB0033189 (Isomucronulatol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra