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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 01:27:41 UTC

Update Date

2021-09-24 01:27:41 UTC

HMDB ID

HMDB0303380

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Aromadendrin 7-methyl ether

Description

Aromadendrin 7-methyl ether, also known as 7-methoxy-aromadendrin, is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Aromadendrin 7-methyl ether is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Aromadendrin 7-methyl ether can be found in sweet cherry, which makes aromadendrin 7-methyl ether a potential biomarker for the consumption of this food product.

Structure

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

HMDB0303380
     RDKit          3D
Aromadendrin 7-methyl ether
 36 38  0  0  0  0  0  0  0  0999 V2000
   -6.0302    0.6890   -0.8672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6990    1.1513   -0.9971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6147    0.4137   -0.5020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8236   -0.7867    0.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7379   -1.5225    0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9726   -2.7233    1.2484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4805   -0.9874    0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2412    0.2356   -0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3435    0.9246   -0.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0490    0.7368   -0.3461 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1144   -0.1705   -0.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4354    0.4630   -0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7684    1.5980    0.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0199    2.1638    0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9422    1.5652   -0.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2069    2.1137   -0.7789 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6553    0.4090   -1.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3871   -0.1109   -1.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9644   -0.9282    1.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0575   -1.7429    1.2996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2961   -1.6938    0.9198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3034   -2.9044    1.2100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1583   -0.1656   -1.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2203    0.2833    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7706    1.4768   -1.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8174   -1.1916    0.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3738   -3.3729    1.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1768    1.8802   -1.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9903   -0.9562   -1.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0027    2.0434    0.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2722    3.0798    0.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9099    1.7103   -1.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4035   -0.0450   -1.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1663   -1.0145   -1.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8728   -0.1220    1.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8415   -2.4990    1.8746 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
  9  3  1  0
 18 12  1  0
 21  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
  9 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
M  END

  Mrv0541 02241218532D          

 22 24  0  0  0  0            999 V2000
    2.8573   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8573   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1437   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4287   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4287   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1437   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4287    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4287    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4287   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7151   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7151    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4287    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723   -0.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  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
  5 19  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 15  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 22  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 18  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 20  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303380

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(O)=C2C(=O)C(O)C(OC2=C1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O6/c1-21-10-6-11(18)13-12(7-10)22-16(15(20)14(13)19)8-2-4-9(17)5-3-8/h2-7,15-18,20H,1H3

> <INCHI_KEY>
LZLGHWHSUZVUFZ-UHFFFAOYSA-N

> <FORMULA>
C16H14O6

> <MOLECULAR_WEIGHT>
302.2788

> <EXACT_MASS>
302.07903818

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
30.152362530841202

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
1.78

> <JCHEM_LOGP>
2.265843645666667

> <ALOGPS_LOGS>
-2.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.941597916787153

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.291140087000118

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9292704190853494

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
77.11030000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303380
     RDKit          3D
Aromadendrin 7-methyl ether
 36 38  0  0  0  0  0  0  0  0999 V2000
   -6.0302    0.6890   -0.8672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6990    1.1513   -0.9971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6147    0.4137   -0.5020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8236   -0.7867    0.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7379   -1.5225    0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9726   -2.7233    1.2484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4805   -0.9874    0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2412    0.2356   -0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3435    0.9246   -0.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0490    0.7368   -0.3461 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1144   -0.1705   -0.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4354    0.4630   -0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7684    1.5980    0.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0199    2.1638    0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9422    1.5652   -0.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2069    2.1137   -0.7789 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6553    0.4090   -1.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3871   -0.1109   -1.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9644   -0.9282    1.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0575   -1.7429    1.2996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2961   -1.6938    0.9198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3034   -2.9044    1.2100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1583   -0.1656   -1.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2203    0.2833    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7706    1.4768   -1.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8174   -1.1916    0.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3738   -3.3729    1.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1768    1.8802   -1.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9903   -0.9562   -1.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0027    2.0434    0.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2722    3.0798    0.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9099    1.7103   -1.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4035   -0.0450   -1.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1663   -1.0145   -1.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8728   -0.1220    1.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8415   -2.4990    1.8746 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
  9  3  1  0
 18 12  1  0
 21  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
  9 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       5.334  -1.155   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.334  -2.695   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.002  -3.465   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -2.695   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -1.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.002  -0.385   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.668  -3.465   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -2.667   3.465   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.667   1.925   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.002   1.155   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.002  -0.385   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -5.334  -1.155   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.667  -1.155   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.335  -0.385   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.335   1.155   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.000   1.925   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.000   3.465   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -0.000  -1.155   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.334  -0.385   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334   1.155   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.667   1.925   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -6.668  -0.388   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   19                                                  
CONECT    6    1    5                                                       
CONECT    7    2                                                            
CONECT    8    9                                                            
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11   22                                                       
CONECT   13   11   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15    9   14   16                                                  
CONECT   16   15   17   20                                                  
CONECT   17   16                                                            
CONECT   18   14   19                                                       
CONECT   19    5   18   20                                                  
CONECT   20   16   19   21                                                  
CONECT   21   20                                                            
CONECT   22   12                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0303380
HETATM    1  C1  UNL     1      -6.030   0.689  -0.867  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.699   1.151  -0.997  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.615   0.414  -0.502  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.824  -0.787   0.126  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.738  -1.522   0.620  1.00  0.00           C  
HETATM    6  O2  UNL     1      -2.973  -2.723   1.248  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.480  -0.987   0.445  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.241   0.236  -0.193  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.343   0.925  -0.663  1.00  0.00           C  
HETATM   10  O3  UNL     1       0.049   0.737  -0.346  1.00  0.00           O  
HETATM   11  C8  UNL     1       1.114  -0.171  -0.269  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.435   0.463  -0.372  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.768   1.598   0.305  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.020   2.164   0.183  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.942   1.565  -0.639  1.00  0.00           C  
HETATM   16  O4  UNL     1       6.207   2.114  -0.779  1.00  0.00           O  
HETATM   17  C13 UNL     1       4.655   0.409  -1.350  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.387  -0.111  -1.188  1.00  0.00           C  
HETATM   19  C15 UNL     1       0.964  -0.928   1.058  1.00  0.00           C  
HETATM   20  O5  UNL     1       2.057  -1.743   1.300  1.00  0.00           O  
HETATM   21  C16 UNL     1      -0.296  -1.694   0.920  1.00  0.00           C  
HETATM   22  O6  UNL     1      -0.303  -2.904   1.210  1.00  0.00           O  
HETATM   23  H1  UNL     1      -6.158  -0.166  -1.561  1.00  0.00           H  
HETATM   24  H2  UNL     1      -6.220   0.283   0.170  1.00  0.00           H  
HETATM   25  H3  UNL     1      -6.771   1.477  -1.015  1.00  0.00           H  
HETATM   26  H4  UNL     1      -4.817  -1.192   0.255  1.00  0.00           H  
HETATM   27  H5  UNL     1      -2.374  -3.373   1.662  1.00  0.00           H  
HETATM   28  H6  UNL     1      -2.177   1.880  -1.163  1.00  0.00           H  
HETATM   29  H7  UNL     1       0.990  -0.956  -1.055  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.003   2.043   0.950  1.00  0.00           H  
HETATM   31  H9  UNL     1       4.272   3.080   0.736  1.00  0.00           H  
HETATM   32  H10 UNL     1       6.910   1.710  -1.367  1.00  0.00           H  
HETATM   33  H11 UNL     1       5.404  -0.045  -1.994  1.00  0.00           H  
HETATM   34  H12 UNL     1       3.166  -1.015  -1.745  1.00  0.00           H  
HETATM   35  H13 UNL     1       0.873  -0.122   1.833  1.00  0.00           H  
HETATM   36  H14 UNL     1       1.841  -2.499   1.875  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5   26
CONECT    5    6    7    7
CONECT    6   27
CONECT    7    8   21
CONECT    8    9    9   10
CONECT    9   28
CONECT   10   11
CONECT   11   12   19   29
CONECT   12   13   13   18
CONECT   13   14   30
CONECT   14   15   15   31
CONECT   15   16   17
CONECT   16   32
CONECT   17   18   18   33
CONECT   18   34
CONECT   19   20   21   35
CONECT   20   36
CONECT   21   22   22
END

HMDB0303380
     RDKit          3D
Aromadendrin 7-methyl ether
 36 38  0  0  0  0  0  0  0  0999 V2000
   -6.0302    0.6890   -0.8672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6990    1.1513   -0.9971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6147    0.4137   -0.5020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8236   -0.7867    0.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7379   -1.5225    0.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9726   -2.7233    1.2484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4805   -0.9874    0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2412    0.2356   -0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3435    0.9246   -0.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0490    0.7368   -0.3461 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1144   -0.1705   -0.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4354    0.4630   -0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7684    1.5980    0.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0199    2.1638    0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9422    1.5652   -0.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2069    2.1137   -0.7789 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6553    0.4090   -1.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3871   -0.1109   -1.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9644   -0.9282    1.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0575   -1.7429    1.2996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2961   -1.6938    0.9198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3034   -2.9044    1.2100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1583   -0.1656   -1.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2203    0.2833    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7706    1.4768   -1.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8174   -1.1916    0.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3738   -3.3729    1.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1768    1.8802   -1.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9903   -0.9562   -1.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0027    2.0434    0.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2722    3.0798    0.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9099    1.7103   -1.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4035   -0.0450   -1.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1663   -1.0145   -1.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8728   -0.1220    1.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8415   -2.4990    1.8746 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
  9  3  1  0
 18 12  1  0
 21  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
  9 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-Methoxy-aromadendrin	ChEMBL

Chemical Formula

C₁₆H₁₄O₆

Average Molecular Weight

302.2788

Monoisotopic Molecular Weight

302.07903818

IUPAC Name

3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C2C(=O)C(O)C(OC2=C1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C16H14O6/c1-21-10-6-11(18)13-12(7-10)22-16(15(20)14(13)19)8-2-4-9(17)5-3-8/h2-7,15-18,20H,1H3

InChI Key

LZLGHWHSUZVUFZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

7-O-methylated flavonoids

Alternative Parents

Substituents

7-methoxyflavonoid-skeleton
3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Flavanone
Flavanonol
Hydroxyflavonoid
Flavan
Chromone
Chromane
Benzopyran
1-benzopyran
Anisole
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Ketone
Secondary alcohol
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Alcohol
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0303380)

Food

Fruit

Drupe

Sweet cherry (FooDB: FOOD00145)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.78	ALOGPS
logP	2.27	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	9.29	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	77.11 m³·mol⁻¹	ChemAxon
Polarizability	30.15 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
AllCCS	[M+H]+	171.163	32859911
AllCCS	[M+H-H2O]+	167.548	32859911
AllCCS	[M+Na]+	175.482	32859911
AllCCS	[M+NH4]+	174.518	32859911
AllCCS	[M-H]-	170.95	32859911
AllCCS	[M+Na-2H]-	170.479	32859911
AllCCS	[M+HCOO]-	170.098	32859911
DeepCCS	[M+H]+	172.192	30932474
DeepCCS	[M-H]-	169.834	30932474
DeepCCS	[M-2H]-	203.571	30932474
DeepCCS	[M+Na]+	178.798	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrin 7-methyl ether 10V, Positive-QTOF	splash10-0udi-0139000000-3d001fea9798a00fa93a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrin 7-methyl ether 20V, Positive-QTOF	splash10-0v4i-0943000000-9058f0c38fbb5883ca55	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrin 7-methyl ether 40V, Positive-QTOF	splash10-00di-3900000000-c31b22a759a19c82ea1c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrin 7-methyl ether 10V, Negative-QTOF	splash10-0udi-0219000000-0b14661f38b7633fbbee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrin 7-methyl ether 20V, Negative-QTOF	splash10-0v4r-1944000000-182176261c015d80cb5b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrin 7-methyl ether 40V, Negative-QTOF	splash10-00rm-5910000000-ab9ec644ac85d4ed0128	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrin 7-methyl ether 10V, Positive-QTOF	splash10-0udi-0409000000-a2ab31c5228f28769ce4	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrin 7-methyl ether 20V, Positive-QTOF	splash10-014i-0900000000-a7ee695a918b69294573	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrin 7-methyl ether 40V, Positive-QTOF	splash10-014i-0900000000-ff30aa4d3f57671329de	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB012429

KNApSAcK ID

Not Available

Chemspider ID

4477798

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Aromadendrin 7-methyl ether (HMDB0303380)

MOL for HMDB0303380 (Aromadendrin 7-methyl ether)

3D MOL for HMDB0303380 (Aromadendrin 7-methyl ether)

3D SDF for HMDB0303380 (Aromadendrin 7-methyl ether)

3D-SDF for HMDB0303380 (Aromadendrin 7-methyl ether)

PDB for HMDB0303380 (Aromadendrin 7-methyl ether)

3D PDB for HMDB0303380 (Aromadendrin 7-methyl ether)

SMILES for HMDB0303380 (Aromadendrin 7-methyl ether)

INCHI for HMDB0303380 (Aromadendrin 7-methyl ether)

Structure for HMDB0303380 (Aromadendrin 7-methyl ether)

3D Structure for HMDB0303380 (Aromadendrin 7-methyl ether)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra