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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-12 03:36:54 UTC

Update Date

2022-03-07 02:57:09 UTC

HMDB ID

HMDB0041696

Secondary Accession Numbers

HMDB41696

Metabolite Identification

Common Name

6'-Hydroxyangolensin

Description

6'-Hydroxyangolensin 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'-Hydroxyangolensin.

Structure

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

HMDB0041696
     RDKit          3D
6'-Hydroxyangolensin
 37 38  0  0  0  0  0  0  0  0999 V2000
    5.1727    1.9344   -0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2127    1.5051    0.9297 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1171    0.7345    0.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1979    0.3283    1.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1142   -0.4448    1.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9540   -0.8054   -0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1715   -1.6551   -0.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4155   -3.0779   -0.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3544   -1.6315    0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5701   -2.7176    0.8306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2722   -0.5228    0.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0803    0.6623   -0.3303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0215    0.7741   -1.2163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9144    1.7753   -0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9802    1.7176    0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7790    2.8427    0.7793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2015    0.5731    1.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3609   -0.5611    1.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6435   -1.6696    1.9721 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8776   -0.3976   -1.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9637    0.3782   -0.7467 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9464    2.5094    0.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6496    2.5852   -0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5681    1.0761   -0.6024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383    0.6183    2.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4184   -0.7396    1.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4215   -1.3762   -1.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5101   -3.0484   -0.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0047   -3.6158   -1.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1959   -3.6361    0.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8417    1.6145   -1.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6818    2.6509   -0.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5908    3.5800    1.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0245    0.5023    2.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2610   -2.5375    2.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8169   -0.6408   -2.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7065    0.7157   -1.4510 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
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
  6 20  1  0
 20 21  2  0
 21  3  1  0
 18 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  0
M  END


  Mrv1652310011709372D          

 21 22  0  0  0  0            999 V2000
    1.2928   -0.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2928   -1.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0073   -1.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7218   -1.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4363   -1.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4363   -2.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1506   -2.6610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7218   -2.6610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0073   -2.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5784   -1.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5784   -2.2485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1361   -1.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8506   -1.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8506   -2.2485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5650   -1.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5650   -0.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2795    0.2265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8506    0.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1361   -0.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8652   -2.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5784    0.2265    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
  7 20  1  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041696

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1)C(C)C(=O)C1=C(O)C=C(O)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O5/c1-9(10-3-5-12(21-2)6-4-10)16(20)15-13(18)7-11(17)8-14(15)19/h3-9,17-19H,1-2H3

> <INCHI_KEY>
UDALNYNLNYDPMV-UHFFFAOYSA-N

> <FORMULA>
C16H16O5

> <MOLECULAR_WEIGHT>
288.2952

> <EXACT_MASS>
288.099773622

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
28.907874636444607

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.21

> <JCHEM_LOGP>
4.139852202

> <ALOGPS_LOGS>
-3.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.650763295111837

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.945966952274041

> <JCHEM_PKA_STRONGEST_BASIC>
-4.6123264061509

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
78.1631

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.21e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041696
     RDKit          3D
6'-Hydroxyangolensin
 37 38  0  0  0  0  0  0  0  0999 V2000
    5.1727    1.9344   -0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2127    1.5051    0.9297 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1171    0.7345    0.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1979    0.3283    1.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1142   -0.4448    1.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9540   -0.8054   -0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1715   -1.6551   -0.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4155   -3.0779   -0.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3544   -1.6315    0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5701   -2.7176    0.8306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2722   -0.5228    0.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0803    0.6623   -0.3303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0215    0.7741   -1.2163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9144    1.7753   -0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9802    1.7176    0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7790    2.8427    0.7793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2015    0.5731    1.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3609   -0.5611    1.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6435   -1.6696    1.9721 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8776   -0.3976   -1.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9637    0.3782   -0.7467 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9464    2.5094    0.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6496    2.5852   -0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5681    1.0761   -0.6024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383    0.6183    2.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4184   -0.7396    1.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4215   -1.3762   -1.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5101   -3.0484   -0.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0047   -3.6158   -1.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1959   -3.6361    0.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8417    1.6145   -1.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6818    2.6509   -0.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5908    3.5800    1.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0245    0.5023    2.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2610   -2.5375    2.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8169   -0.6408   -2.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7065    0.7157   -1.4510 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
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
  6 20  1  0
 20 21  2  0
 21  3  1  0
 18 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  0
M  END

HEADER    PROTEIN                                 01-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-OCT-17         0                                  
HETATM    1  C   UNK     0       2.413  -0.347   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.413  -1.887   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.747  -2.657   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.081  -1.887   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.414  -2.657   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.414  -4.197   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       7.748  -4.967   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.081  -4.967   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.747  -4.197   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.080  -2.657   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.080  -4.197   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.254  -1.887   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.588  -2.657   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.588  -4.197   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.921  -1.887   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.921  -0.347   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.255   0.423   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.588   0.423   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.254  -0.347   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.082  -4.197   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.080   0.423   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   20                                                       
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   21                                                  
CONECT   20    7                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0041696
HETATM    1  C1  UNL     1       5.173   1.934  -0.016  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.213   1.505   0.930  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.117   0.735   0.574  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.198   0.328   1.504  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.114  -0.445   1.096  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.954  -0.805  -0.223  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.171  -1.655  -0.673  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.416  -3.078  -0.755  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.354  -1.632   0.187  1.00  0.00           C  
HETATM   10  O2  UNL     1      -1.570  -2.718   0.831  1.00  0.00           O  
HETATM   11  C9  UNL     1      -2.272  -0.523   0.368  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.080   0.662  -0.330  1.00  0.00           C  
HETATM   13  O3  UNL     1      -1.022   0.774  -1.216  1.00  0.00           O  
HETATM   14  C11 UNL     1      -2.914   1.775  -0.190  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.980   1.718   0.672  1.00  0.00           C  
HETATM   16  O4  UNL     1      -4.779   2.843   0.779  1.00  0.00           O  
HETATM   17  C13 UNL     1      -4.201   0.573   1.374  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.361  -0.561   1.239  1.00  0.00           C  
HETATM   19  O5  UNL     1      -3.644  -1.670   1.972  1.00  0.00           O  
HETATM   20  C15 UNL     1       1.878  -0.398  -1.160  1.00  0.00           C  
HETATM   21  C16 UNL     1       2.964   0.378  -0.747  1.00  0.00           C  
HETATM   22  H1  UNL     1       5.946   2.509   0.493  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.650   2.585  -0.764  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.568   1.076  -0.602  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.338   0.618   2.528  1.00  0.00           H  
HETATM   26  H5  UNL     1       0.418  -0.740   1.866  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.421  -1.376  -1.726  1.00  0.00           H  
HETATM   28  H7  UNL     1       1.510  -3.048  -0.895  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.005  -3.616  -1.642  1.00  0.00           H  
HETATM   30  H9  UNL     1       0.196  -3.636   0.175  1.00  0.00           H  
HETATM   31  H10 UNL     1      -0.842   1.614  -1.746  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.682   2.651  -0.777  1.00  0.00           H  
HETATM   33  H12 UNL     1      -4.591   3.580   1.461  1.00  0.00           H  
HETATM   34  H13 UNL     1      -5.024   0.502   2.052  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.261  -2.537   2.073  1.00  0.00           H  
HETATM   36  H15 UNL     1       1.817  -0.641  -2.206  1.00  0.00           H  
HETATM   37  H16 UNL     1       3.707   0.716  -1.451  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   25
CONECT    5    6    6   26
CONECT    6    7   20
CONECT    7    8    9   27
CONECT    8   28   29   30
CONECT    9   10   10   11
CONECT   11   12   12   18
CONECT   12   13   14
CONECT   13   31
CONECT   14   15   15   32
CONECT   15   16   17
CONECT   16   33
CONECT   17   18   18   34
CONECT   18   19
CONECT   19   35
CONECT   20   21   21   36
CONECT   21   37
END

HMDB0041696
     RDKit          3D
6'-Hydroxyangolensin
 37 38  0  0  0  0  0  0  0  0999 V2000
    5.1727    1.9344   -0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2127    1.5051    0.9297 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1171    0.7345    0.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1979    0.3283    1.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1142   -0.4448    1.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9540   -0.8054   -0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1715   -1.6551   -0.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4155   -3.0779   -0.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3544   -1.6315    0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5701   -2.7176    0.8306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2722   -0.5228    0.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0803    0.6623   -0.3303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0215    0.7741   -1.2163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9144    1.7753   -0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9802    1.7176    0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7790    2.8427    0.7793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2015    0.5731    1.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3609   -0.5611    1.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6435   -1.6696    1.9721 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8776   -0.3976   -1.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9637    0.3782   -0.7467 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9464    2.5094    0.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6496    2.5852   -0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5681    1.0761   -0.6024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383    0.6183    2.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4184   -0.7396    1.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4215   -1.3762   -1.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5101   -3.0484   -0.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0047   -3.6158   -1.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1959   -3.6361    0.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8417    1.6145   -1.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6818    2.6509   -0.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5908    3.5800    1.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0245    0.5023    2.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2610   -2.5375    2.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8169   -0.6408   -2.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7065    0.7157   -1.4510 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
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
  6 20  1  0
 20 21  2  0
 21  3  1  0
 18 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₆O₅

Average Molecular Weight

288.2952

Monoisotopic Molecular Weight

288.099773622

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C(C)C(=O)C1=C(O)C=C(O)C=C1O

InChI Identifier

InChI=1S/C16H16O5/c1-9(10-3-5-12(21-2)6-4-10)16(20)15-13(18)7-11(17)8-14(15)19/h3-9,17-19H,1-2H3

InChI Key

UDALNYNLNYDPMV-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
Benzoyl
Phenoxy compound
Phenol ether
Anisole
Aryl ketone
Aryl alkyl ketone
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Polyol
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

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
Water Solubility	0.082 g/L	ALOGPS
logP	3.21	ALOGPS
logP	4.14	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.95	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	78.16 m³·mol⁻¹	ChemAxon
Polarizability	28.91 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]+	169.706	31661259
DarkChem	[M-H]-	169.873	31661259
DeepCCS	[M+H]+	168.069	30932474
DeepCCS	[M-H]-	165.711	30932474
DeepCCS	[M-2H]-	199.243	30932474
DeepCCS	[M+Na]+	174.47	30932474
AllCCS	[M+H]+	167.5	32859911
AllCCS	[M+H-H2O]+	163.8	32859911
AllCCS	[M+NH4]+	170.9	32859911
AllCCS	[M+Na]+	171.9	32859911
AllCCS	[M-H]-	169.0	32859911
AllCCS	[M+Na-2H]-	168.7	32859911
AllCCS	[M+HCOO]-	168.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.52 minutes	32390414
Predicted by Siyang on May 30, 2022	13.6744 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.08 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2295.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	335.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	161.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	187.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	281.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	710.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	695.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	74.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1174.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	508.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1436.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	408.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	425.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	379.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	171.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	95.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6'-Hydroxyangolensin	COC1=CC=C(C=C1)C(C)C(=O)C1=C(O)C=C(O)C=C1O	3532.8	Standard polar	33892256
6'-Hydroxyangolensin	COC1=CC=C(C=C1)C(C)C(=O)C1=C(O)C=C(O)C=C1O	2641.9	Standard non polar	33892256
6'-Hydroxyangolensin	COC1=CC=C(C=C1)C(C)C(=O)C1=C(O)C=C(O)C=C1O	2609.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6'-Hydroxyangolensin,1TMS,isomer #1	COC1=CC=C(C(C)C(=O)C2=C(O)C=C(O)C=C2O[Si](C)(C)C)C=C1	2525.2	Semi standard non polar	33892256
6'-Hydroxyangolensin,1TMS,isomer #2	COC1=CC=C(C(C)C(=O)C2=C(O)C=C(O[Si](C)(C)C)C=C2O)C=C1	2544.8	Semi standard non polar	33892256
6'-Hydroxyangolensin,2TMS,isomer #1	COC1=CC=C(C(C)C(=O)C2=C(O[Si](C)(C)C)C=C(O)C=C2O[Si](C)(C)C)C=C1	2508.1	Semi standard non polar	33892256
6'-Hydroxyangolensin,2TMS,isomer #2	COC1=CC=C(C(C)C(=O)C2=C(O)C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)C=C1	2490.6	Semi standard non polar	33892256
6'-Hydroxyangolensin,3TMS,isomer #1	COC1=CC=C(C(C)C(=O)C2=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)C=C1	2566.2	Semi standard non polar	33892256
6'-Hydroxyangolensin,1TBDMS,isomer #1	COC1=CC=C(C(C)C(=O)C2=C(O)C=C(O)C=C2O[Si](C)(C)C(C)(C)C)C=C1	2802.4	Semi standard non polar	33892256
6'-Hydroxyangolensin,1TBDMS,isomer #2	COC1=CC=C(C(C)C(=O)C2=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C2O)C=C1	2856.8	Semi standard non polar	33892256
6'-Hydroxyangolensin,2TBDMS,isomer #1	COC1=CC=C(C(C)C(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C2O[Si](C)(C)C(C)(C)C)C=C1	3039.1	Semi standard non polar	33892256
6'-Hydroxyangolensin,2TBDMS,isomer #2	COC1=CC=C(C(C)C(=O)C2=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)C=C1	3043.7	Semi standard non polar	33892256
6'-Hydroxyangolensin,3TBDMS,isomer #1	COC1=CC=C(C(C)C(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C2O[Si](C)(C)C(C)(C)C)C=C1	3276.9	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'-Hydroxyangolensin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-1900000000-4d6cde1a72bc6c996811	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6'-Hydroxyangolensin GC-MS (3 TMS) - 70eV, Positive	splash10-000i-5623900000-63b482fed51dfe818950	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6'-Hydroxyangolensin 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'-Hydroxyangolensin 10V, Positive-QTOF	splash10-000i-0290000000-9aed387457cb9a8aaa3f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxyangolensin 20V, Positive-QTOF	splash10-0w2i-0930000000-10cb7037d37141c8d9a5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxyangolensin 40V, Positive-QTOF	splash10-0udr-2900000000-e4bcbd3f70667569a7f4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxyangolensin 10V, Negative-QTOF	splash10-000i-0190000000-ae0c32b77a060b860616	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxyangolensin 20V, Negative-QTOF	splash10-004i-0930000000-b5e4834064aa519ec781	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxyangolensin 40V, Negative-QTOF	splash10-004i-2900000000-1c5382d90953229d7d65	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxyangolensin 10V, Negative-QTOF	splash10-000i-0090000000-60138a2dd13e72fa100e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxyangolensin 20V, Negative-QTOF	splash10-0ug0-1920000000-eb81c1cae0a9c74aa1e4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxyangolensin 40V, Negative-QTOF	splash10-014l-5900000000-07686daabb1db86a5182	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxyangolensin 10V, Positive-QTOF	splash10-0gw0-0920000000-e21d7fa72ea46c26f932	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxyangolensin 20V, Positive-QTOF	splash10-000i-0900000000-9e8e1dd1d9e6ae0f8d4a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6'-Hydroxyangolensin 40V, Positive-QTOF	splash10-0udr-4910000000-d5119109313c6c664023	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)	Female	Normal	15506819	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

FDB029861

KNApSAcK ID

Not Available

Chemspider ID

8955009

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10779696

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'-Hydroxyangolensin → 6-{3,5-dihydroxy-2-[2-(4-methoxyphenyl)propanoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
6'-Hydroxyangolensin → 6-{3,5-dihydroxy-4-[2-(4-methoxyphenyl)propanoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Showing metabocard for 6'-Hydroxyangolensin (HMDB0041696)

MOL for HMDB0041696 (6'-Hydroxyangolensin)

3D MOL for HMDB0041696 (6'-Hydroxyangolensin)

3D SDF for HMDB0041696 (6'-Hydroxyangolensin)

3D-SDF for HMDB0041696 (6'-Hydroxyangolensin)

PDB for HMDB0041696 (6'-Hydroxyangolensin)

3D PDB for HMDB0041696 (6'-Hydroxyangolensin)

SMILES for HMDB0041696 (6'-Hydroxyangolensin)

INCHI for HMDB0041696 (6'-Hydroxyangolensin)

Structure for HMDB0041696 (6'-Hydroxyangolensin)

3D Structure for HMDB0041696 (6'-Hydroxyangolensin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions