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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-12 03:36:51 UTC

Update Date

2022-03-07 02:57:09 UTC

HMDB ID

HMDB0041695

Secondary Accession Numbers

HMDB41695

Metabolite Identification

Common Name

6'-Hydroxy-O-desmethylangolensin

Description

6'-Hydroxy-O-desmethylangolensin belongs to the class of organic compounds known as alpha-methyldeoxybenzoin flavonoids. These are flavonoids with a structure based on a 1,2-diphenyl-2-propan-2-one. Based on a literature review very few articles have been published on 6'-Hydroxy-O-desmethylangolensin.

Structure

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

HMDB0041695
     RDKit          3D
6'-Hydroxy-O-desmethylangolensin
 34 35  0  0  0  0  0  0  0  0999 V2000
    0.8997   -2.9851    0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3961   -1.5231    0.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8382   -1.4239    0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2159   -2.4692   -0.4487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6756   -0.2502    0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8497   -0.2497   -0.6594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1394   -1.4317   -1.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6642    0.8546   -0.7363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3663    1.9964   -0.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1940    3.1351   -0.1460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2271    2.0439    0.6867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3995    0.9219    0.7652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735    1.0553    1.5558 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5353   -0.7191    0.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6235   -0.4192   -0.9397 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6847    0.3032   -1.4453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7037    0.7537   -0.5986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7825    1.4817   -1.0780 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6242    0.4609    0.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5624   -0.2533    1.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2654   -3.1982   -0.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6972   -3.0535    1.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0800   -3.6785    1.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2615   -1.3126    2.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9714   -1.4921   -1.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5739    0.8054   -1.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9190    3.1739    0.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9883    2.9558    1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0824    1.9151    2.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8106   -0.7870   -1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7510    0.5324   -2.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7543    2.5089   -1.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4285    0.8214    1.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5175   -0.4729    2.2634 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
  2 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 12  5  1  0
 20 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
M  END


  Mrv0541 02271201282D          

 20 21  0  0  0  0            999 V2000
    1.5004   -0.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5004   -1.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2149   -1.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9293   -1.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6438   -1.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6438   -2.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3583   -2.9027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9293   -2.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2149   -2.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7859   -1.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7859   -2.4902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0714   -1.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6430   -1.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6430   -2.4902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3575   -1.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3575   -0.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0720   -0.0152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6430   -0.0152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0714   -0.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7859   -0.0152    0.0000 O   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  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  9  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 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
 18 19  2  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041695

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C(=O)C1=C(O)C=C(O)C=C1O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O5/c1-8(9-2-4-10(16)5-3-9)15(20)14-12(18)6-11(17)7-13(14)19/h2-8,16-19H,1H3

> <INCHI_KEY>
IEFUAUZFJJOQMC-UHFFFAOYSA-N

> <FORMULA>
C15H14O5

> <MOLECULAR_WEIGHT>
274.2687

> <EXACT_MASS>
274.084123558

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
26.941776987360946

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one

> <ALOGPS_LOGP>
2.53

> <JCHEM_LOGP>
3.9939581459999998

> <ALOGPS_LOGS>
-3.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.476682130956743

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.975393753705553

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6123264061474645

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
73.6808

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.73e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041695
     RDKit          3D
6'-Hydroxy-O-desmethylangolensin
 34 35  0  0  0  0  0  0  0  0999 V2000
    0.8997   -2.9851    0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3961   -1.5231    0.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8382   -1.4239    0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2159   -2.4692   -0.4487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6756   -0.2502    0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8497   -0.2497   -0.6594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1394   -1.4317   -1.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6642    0.8546   -0.7363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3663    1.9964   -0.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1940    3.1351   -0.1460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2271    2.0439    0.6867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3995    0.9219    0.7652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735    1.0553    1.5558 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5353   -0.7191    0.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6235   -0.4192   -0.9397 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6847    0.3032   -1.4453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7037    0.7537   -0.5986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7825    1.4817   -1.0780 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6242    0.4609    0.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5624   -0.2533    1.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2654   -3.1982   -0.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6972   -3.0535    1.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0800   -3.6785    1.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2615   -1.3126    2.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9714   -1.4921   -1.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5739    0.8054   -1.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9190    3.1739    0.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9883    2.9558    1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0824    1.9151    2.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8106   -0.7870   -1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7510    0.5324   -2.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7543    2.5089   -1.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4285    0.8214    1.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5175   -0.4729    2.2634 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
  2 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 12  5  1  0
 20 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
M  END

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  C   UNK     0       2.801  -0.798   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.801  -2.338   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.134  -3.108   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.468  -2.338   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.802  -3.108   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.802  -4.648   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.135  -5.418   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.468  -5.418   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.134  -4.648   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.467  -3.108   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.467  -4.648   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.133  -2.338   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.200  -3.108   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.200  -4.648   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.534  -2.338   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.534  -0.798   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.868  -0.028   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.200  -0.028   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.133  -0.798   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.467  -0.028   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8    3                                                       
CONECT   10    2   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   19                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   12   20                                                  
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0041695
HETATM    1  C1  UNL     1       0.900  -2.985   0.918  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.396  -1.523   0.931  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.838  -1.424   0.188  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.216  -2.469  -0.449  1.00  0.00           O  
HETATM    5  C4  UNL     1      -1.676  -0.250   0.104  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.850  -0.250  -0.659  1.00  0.00           C  
HETATM    7  O2  UNL     1      -3.139  -1.432  -1.333  1.00  0.00           O  
HETATM    8  C6  UNL     1      -3.664   0.855  -0.736  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.366   1.996  -0.074  1.00  0.00           C  
HETATM   10  O3  UNL     1      -4.194   3.135  -0.146  1.00  0.00           O  
HETATM   11  C8  UNL     1      -2.227   2.044   0.687  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.399   0.922   0.765  1.00  0.00           C  
HETATM   13  O4  UNL     1      -0.273   1.055   1.556  1.00  0.00           O  
HETATM   14  C10 UNL     1       1.535  -0.719   0.416  1.00  0.00           C  
HETATM   15  C11 UNL     1       1.624  -0.419  -0.940  1.00  0.00           C  
HETATM   16  C12 UNL     1       2.685   0.303  -1.445  1.00  0.00           C  
HETATM   17  C13 UNL     1       3.704   0.754  -0.599  1.00  0.00           C  
HETATM   18  O5  UNL     1       4.782   1.482  -1.078  1.00  0.00           O  
HETATM   19  C14 UNL     1       3.624   0.461   0.747  1.00  0.00           C  
HETATM   20  C15 UNL     1       2.562  -0.253   1.206  1.00  0.00           C  
HETATM   21  H1  UNL     1       1.265  -3.198  -0.111  1.00  0.00           H  
HETATM   22  H2  UNL     1       1.697  -3.054   1.684  1.00  0.00           H  
HETATM   23  H3  UNL     1       0.080  -3.679   1.148  1.00  0.00           H  
HETATM   24  H4  UNL     1       0.261  -1.313   2.036  1.00  0.00           H  
HETATM   25  H5  UNL     1      -3.971  -1.492  -1.899  1.00  0.00           H  
HETATM   26  H6  UNL     1      -4.574   0.805  -1.348  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.919   3.174   0.567  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.988   2.956   1.216  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.082   1.915   2.033  1.00  0.00           H  
HETATM   30  H10 UNL     1       0.811  -0.787  -1.569  1.00  0.00           H  
HETATM   31  H11 UNL     1       2.751   0.532  -2.486  1.00  0.00           H  
HETATM   32  H12 UNL     1       4.754   2.509  -1.126  1.00  0.00           H  
HETATM   33  H13 UNL     1       4.429   0.821   1.389  1.00  0.00           H  
HETATM   34  H14 UNL     1       2.518  -0.473   2.263  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   14   24
CONECT    3    4    4    5
CONECT    5    6    6   12
CONECT    6    7    8
CONECT    7   25
CONECT    8    9    9   26
CONECT    9   10   11
CONECT   10   27
CONECT   11   12   12   28
CONECT   12   13
CONECT   13   29
CONECT   14   15   15   20
CONECT   15   16   30
CONECT   16   17   17   31
CONECT   17   18   19
CONECT   18   32
CONECT   19   20   20   33
CONECT   20   34
END

HMDB0041695
     RDKit          3D
6'-Hydroxy-O-desmethylangolensin
 34 35  0  0  0  0  0  0  0  0999 V2000
    0.8997   -2.9851    0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3961   -1.5231    0.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8382   -1.4239    0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2159   -2.4692   -0.4487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6756   -0.2502    0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8497   -0.2497   -0.6594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1394   -1.4317   -1.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6642    0.8546   -0.7363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3663    1.9964   -0.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1940    3.1351   -0.1460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2271    2.0439    0.6867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3995    0.9219    0.7652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735    1.0553    1.5558 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5353   -0.7191    0.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6235   -0.4192   -0.9397 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6847    0.3032   -1.4453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7037    0.7537   -0.5986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7825    1.4817   -1.0780 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6242    0.4609    0.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5624   -0.2533    1.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2654   -3.1982   -0.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6972   -3.0535    1.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0800   -3.6785    1.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2615   -1.3126    2.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9714   -1.4921   -1.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5739    0.8054   -1.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9190    3.1739    0.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9883    2.9558    1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0824    1.9151    2.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8106   -0.7870   -1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7510    0.5324   -2.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7543    2.5089   -1.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4285    0.8214    1.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5175   -0.4729    2.2634 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
  2 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 12  5  1  0
 20 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₁₄O₅

Average Molecular Weight

274.2687

Monoisotopic Molecular Weight

274.084123558

IUPAC Name

2-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one

Traditional Name

2-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one

CAS Registry Number

Not Available

SMILES

CC(C(=O)C1=C(O)C=C(O)C=C1O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C15H14O5/c1-8(9-2-4-10(16)5-3-9)15(20)14-12(18)6-11(17)7-13(14)19/h2-8,16-19H,1H3

InChI Key

IEFUAUZFJJOQMC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha-methyldeoxybenzoin flavonoids. These are flavonoids with a structure based on a 1,2-diphenyl-2-propan-2-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Alpha-methyldeoxybenzoin flavonoids

Sub Class

Not Available

Direct Parent

Alpha-methyldeoxybenzoin flavonoids

Alternative Parents

Substituents

Alpha-methyldeoxybenzoin flavonoid
Stilbene
Alkyl-phenylketone
Acylphloroglucinol derivative
Benzenetriol
Phenylpropane
Phloroglucinol derivative
Phenylketone
Aryl alkyl ketone
Aryl ketone
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Ketone
Polyol
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0041695)

Biofluid or Excreta

Urine (HMDB: HMDB0041695)

Excreta

Biofluid or Excreta

Urine (PMID: 15506819)

Cellular substructure

Membrane (HMDB: HMDB0041695)

Source

Exogenous

Food

Food (HMDB: HMDB0041695)

Endogenous

Plant

Plant (HMDB: HMDB0041695)

Not Available

Nutrient (HMDB: HMDB0041695)

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
Water Solubility	0.17 g/L	ALOGPS
logP	2.53	ALOGPS
logP	3.99	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	7.98	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	73.68 m³·mol⁻¹	ChemAxon
Polarizability	26.94 Å³	ChemAxon
Number of Rings	2	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]+	163.915	31661259
DarkChem	[M-H]-	165.152	31661259
DeepCCS	[M+H]+	165.614	30932474
DeepCCS	[M-H]-	163.256	30932474
DeepCCS	[M-2H]-	196.142	30932474
DeepCCS	[M+Na]+	171.707	30932474
AllCCS	[M+H]+	163.2	32859911
AllCCS	[M+H-H2O]+	159.4	32859911
AllCCS	[M+NH4]+	166.8	32859911
AllCCS	[M+Na]+	167.8	32859911
AllCCS	[M-H]-	163.5	32859911
AllCCS	[M+Na-2H]-	163.2	32859911
AllCCS	[M+HCOO]-	163.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6'-Hydroxy-O-desmethylangolensin	CC(C(=O)C1=C(O)C=C(O)C=C1O)C1=CC=C(O)C=C1	3695.5	Standard polar	33892256
6'-Hydroxy-O-desmethylangolensin	CC(C(=O)C1=C(O)C=C(O)C=C1O)C1=CC=C(O)C=C1	2635.7	Standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin	CC(C(=O)C1=C(O)C=C(O)C=C1O)C1=CC=C(O)C=C1	2766.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6'-Hydroxy-O-desmethylangolensin,1TMS,isomer #1	CC(C(=O)C1=C(O)C=C(O)C=C1O[Si](C)(C)C)C1=CC=C(O)C=C1	2654.1	Semi standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin,1TMS,isomer #2	CC(C(=O)C1=C(O)C=C(O[Si](C)(C)C)C=C1O)C1=CC=C(O)C=C1	2655.9	Semi standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin,1TMS,isomer #3	CC(C(=O)C1=C(O)C=C(O)C=C1O)C1=CC=C(O[Si](C)(C)C)C=C1	2570.4	Semi standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin,2TMS,isomer #1	CC(C(=O)C1=C(O[Si](C)(C)C)C=C(O)C=C1O[Si](C)(C)C)C1=CC=C(O)C=C1	2598.1	Semi standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin,2TMS,isomer #2	CC(C(=O)C1=C(O)C=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C)C1=CC=C(O)C=C1	2547.4	Semi standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin,2TMS,isomer #3	CC(C(=O)C1=C(O)C=C(O)C=C1O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1	2529.2	Semi standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin,2TMS,isomer #4	CC(C(=O)C1=C(O)C=C(O[Si](C)(C)C)C=C1O)C1=CC=C(O[Si](C)(C)C)C=C1	2539.6	Semi standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin,3TMS,isomer #1	CC(C(=O)C1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C)C1=CC=C(O)C=C1	2556.2	Semi standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin,3TMS,isomer #2	CC(C(=O)C1=C(O[Si](C)(C)C)C=C(O)C=C1O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1	2559.0	Semi standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin,3TMS,isomer #3	CC(C(=O)C1=C(O)C=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1	2541.4	Semi standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin,4TMS,isomer #1	CC(C(=O)C1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1	2627.9	Semi standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin,1TBDMS,isomer #1	CC(C(=O)C1=C(O)C=C(O)C=C1O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C=C1	2943.0	Semi standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin,1TBDMS,isomer #2	CC(C(=O)C1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C1O)C1=CC=C(O)C=C1	2942.5	Semi standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin,1TBDMS,isomer #3	CC(C(=O)C1=C(O)C=C(O)C=C1O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	2884.2	Semi standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin,2TBDMS,isomer #1	CC(C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C1O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C=C1	3130.9	Semi standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin,2TBDMS,isomer #2	CC(C(=O)C1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C=C1	3064.6	Semi standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin,2TBDMS,isomer #3	CC(C(=O)C1=C(O)C=C(O)C=C1O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3076.6	Semi standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin,2TBDMS,isomer #4	CC(C(=O)C1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C1O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3145.9	Semi standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin,3TBDMS,isomer #1	CC(C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C=C1	3272.2	Semi standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin,3TBDMS,isomer #2	CC(C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C1O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3333.3	Semi standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin,3TBDMS,isomer #3	CC(C(=O)C1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3341.6	Semi standard non polar	33892256
6'-Hydroxy-O-desmethylangolensin,4TBDMS,isomer #1	CC(C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3574.2	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 - 6'-Hydroxy-O-desmethylangolensin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-2900000000-ebb5bb2632a486e4274d	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6'-Hydroxy-O-desmethylangolensin GC-MS (4 TMS) - 70eV, Positive	splash10-0002-5522290000-cbfb0afdd249309c6cea	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6'-Hydroxy-O-desmethylangolensin 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 - 6'-Hydroxy-O-desmethylangolensin 10V, Positive-QTOF	splash10-004i-0290000000-81570553703952a0d233	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxy-O-desmethylangolensin 20V, Positive-QTOF	splash10-0ufs-0950000000-1fba8c295a95ebcd6730	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxy-O-desmethylangolensin 40V, Positive-QTOF	splash10-0udj-3900000000-a2718e794373ac91969d	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxy-O-desmethylangolensin 10V, Negative-QTOF	splash10-00di-0290000000-52b950d625d409dc95fd	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxy-O-desmethylangolensin 20V, Negative-QTOF	splash10-004i-0930000000-8dbece1307963e1d7437	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxy-O-desmethylangolensin 40V, Negative-QTOF	splash10-004l-3910000000-71bcadf997d342ab4585	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxy-O-desmethylangolensin 10V, Positive-QTOF	splash10-00fr-0930000000-a95757856b127a93263b	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxy-O-desmethylangolensin 20V, Positive-QTOF	splash10-00di-0900000000-cf64c2eed153171dac55	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxy-O-desmethylangolensin 40V, Positive-QTOF	splash10-0umi-6900000000-c7633facbbee4fa044c2	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxy-O-desmethylangolensin 10V, Negative-QTOF	splash10-00di-0090000000-7dbb1e549f6404042b70	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxy-O-desmethylangolensin 20V, Negative-QTOF	splash10-00di-2970000000-b46231811dbfaf81f802	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxy-O-desmethylangolensin 40V, Negative-QTOF	splash10-00kf-8900000000-7581bbc42382f7593c34	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	7662591	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Normal	15506819	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	15113171	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Available	Normal	10527518	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

FDB029860

KNApSAcK ID

Not Available

Chemspider ID

19283896

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20601635

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

Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

6'-Hydroxy-O-desmethylangolensin → 6-{3,5-dihydroxy-2-[2-(4-hydroxyphenyl)propanoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
6'-Hydroxy-O-desmethylangolensin → 6-{3,5-dihydroxy-4-[2-(4-hydroxyphenyl)propanoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
6'-Hydroxy-O-desmethylangolensin → 3,4,5-trihydroxy-6-{4-[1-oxo-1-(2,4,6-trihydroxyphenyl)propan-2-yl]phenoxy}oxane-2-carboxylic acid	details

Enzyme Details

2. Sulfotransferase 1A3

General function:: sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P0DMM9
Molecular weight:: 34195.96

Reactions

6'-Hydroxy-O-desmethylangolensin → {4-[1-oxo-1-(2,4,6-trihydroxyphenyl)propan-2-yl]phenyl}oxidanesulfonic acid	details

Showing metabocard for 6'-Hydroxy-O-desmethylangolensin (HMDB0041695)

MOL for HMDB0041695 (6'-Hydroxy-O-desmethylangolensin)

3D MOL for HMDB0041695 (6'-Hydroxy-O-desmethylangolensin)

3D SDF for HMDB0041695 (6'-Hydroxy-O-desmethylangolensin)

3D-SDF for HMDB0041695 (6'-Hydroxy-O-desmethylangolensin)

PDB for HMDB0041695 (6'-Hydroxy-O-desmethylangolensin)

3D PDB for HMDB0041695 (6'-Hydroxy-O-desmethylangolensin)

SMILES for HMDB0041695 (6'-Hydroxy-O-desmethylangolensin)

INCHI for HMDB0041695 (6'-Hydroxy-O-desmethylangolensin)

Structure for HMDB0041695 (6'-Hydroxy-O-desmethylangolensin)

3D Structure for HMDB0041695 (6'-Hydroxy-O-desmethylangolensin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions