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Showing NP-Card for Homovanillic acid (NP0001109)

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Record Information
Version1.0
Created at2005-11-16 15:48:42 UTC
Updated at2021-10-07 20:41:30 UTC
NP-MRD IDNP0001109
Secondary Accession NumbersNone
Natural Product Identification
Common NameHomovanillic acid
DescriptionHomovanillic acid (HVA), also known as homovanillate, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. HVA is also classified as a catechol. HVA is a major catecholamine metabolite that is produced by a consecutive action of monoamine oxidase and catechol-O-methyltransferase on dopamine. HVA is typically elevated in patients with catecholamine-secreting tumors (such as neuroblastoma, pheochromocytoma, and other neural crest tumors). HVA levels are also used in monitoring patients who have been treated for these kinds tumors. HVA levels may also be altered in disorders of catecholamine metabolism such as monoamine oxidase-A (MOA) deficiency. MOA deficiency can cause decreased urinary HVA values, while a deficiency of dopamine beta-hydrolase (the enzyme that converts dopamine to norepinephrine) can cause elevated urinary HVA values. Within humans, HVA participates in a number of enzymatic reactions. In particular, HVA and pyrocatechol can be biosynthesized from 3,4-dihydroxybenzeneacetic acid and guaiacol. This reaction is catalyzed by the enzyme known as catechol O-methyltransferase. In addition, HVA can be biosynthesized from homovanillin through the action of the enzyme known aldehyde dehydrogenase. HVA has recently been found in a number of beers and appears to arise from the fermentation process (https://Doi.Org/10.1006/Fstl.1999.0593). HVA is also a metabolite of Bifidobacterium (PMID: 24958563 ) And the bacterial breakdown of dietary flavonoids. Dietary flavonols commonly found in tomatoes, onions, and tea, can lead to significantly elevated levels of urinary HVA (PMID: 20933512 ). Likewise, the microbial digestion of hydroxytyrosol (found in olive oil) can also lead to elevated levels of HVA in humans (PMID: 11929304 ).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001109 (Homovanillic acid)


  Mrv1652310021912052D          

 13 13  0  0  0  0            999 V2000
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6411   -0.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0525   -0.7427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4113   -0.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5403    0.5913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  6  5  2  0  0  0  0
  3  7  1  0  0  0  0
  5  8  1  0  0  0  0
  2  9  1  0  0  0  0
  8 10  1  0  0  0  0
  7 12  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
M  STY  1   1 SUP
M  SAL   1  3  11  12  13
M  SBL   1  1  11
M  SMT   1 COOH
M  SAP   1  1  12   7  1
M  END
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3D MOL for NP0001109 (Homovanillic acid)

HMDB0000118
     RDKit          3D
Homovanillic acid
 23 23  0  0  0  0  0  0  0  0999 V2000
    2.9492    1.5629    0.3442 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5826    0.2562    0.1131 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3647   -0.3132   -0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1513    0.3494   -0.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624   -0.2861   -0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3649    0.4155   -0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3643    1.7241    0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6846    2.6765   -0.0529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0902    1.9655    1.5978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0900   -1.6437   -0.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0966   -2.3303   -0.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3114   -1.6776   -0.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5179   -2.3711   -0.2952 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8720    1.7584   -0.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2342    2.3392    0.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2624    1.7889    1.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1928    1.3945    0.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0778   -0.2955    0.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7688    0.4291   -1.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5794    1.2189    2.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0312   -2.1816   -0.5634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1112   -3.4141   -0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4673   -3.3658   -0.4545 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
  6  7  1  0
  7  8  2  0
  7  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12  3  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  6 18  1  0
  6 19  1  0
  9 20  1  0
 10 21  1  0
 11 22  1  0
 13 23  1  0
M  END
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3D SDF for NP0001109 (Homovanillic acid)


  Mrv1652310021912052D          

 13 13  0  0  0  0            999 V2000
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6411   -0.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0525   -0.7427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4113   -0.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5403    0.5913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  6  5  2  0  0  0  0
  3  7  1  0  0  0  0
  5  8  1  0  0  0  0
  2  9  1  0  0  0  0
  8 10  1  0  0  0  0
  7 12  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
M  STY  1   1 SUP
M  SAL   1  3  11  12  13
M  SBL   1  1  11
M  SMT   1 COOH
M  SAP   1  1  12   7  1
M  END
> <DATABASE_ID>
NP0001109

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12)

> <INCHI_KEY>
QRMZSPFSDQBLIX-UHFFFAOYSA-N

> <FORMULA>
C9H10O4

> <MOLECULAR_WEIGHT>
182.1733

> <EXACT_MASS>
182.057908808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
17.738134603087865

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-hydroxy-3-methoxyphenyl)acetic acid

> <ALOGPS_LOGP>
1.02

> <JCHEM_LOGP>
1.1497575179999997

> <ALOGPS_LOGS>
-1.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.948757939292548

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7448569898637887

> <JCHEM_PKA_STRONGEST_BASIC>
-4.892538176084046

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
45.8097

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.72e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
homovanillic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0001109 (Homovanillic acid)

HMDB0000118
     RDKit          3D
Homovanillic acid
 23 23  0  0  0  0  0  0  0  0999 V2000
    2.9492    1.5629    0.3442 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5826    0.2562    0.1131 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3647   -0.3132   -0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1513    0.3494   -0.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624   -0.2861   -0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3649    0.4155   -0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3643    1.7241    0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6846    2.6765   -0.0529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0902    1.9655    1.5978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0900   -1.6437   -0.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0966   -2.3303   -0.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3114   -1.6776   -0.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5179   -2.3711   -0.2952 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8720    1.7584   -0.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2342    2.3392    0.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2624    1.7889    1.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1928    1.3945    0.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0778   -0.2955    0.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7688    0.4291   -1.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5794    1.2189    2.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0312   -2.1816   -0.5634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1112   -3.4141   -0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4673   -3.3658   -0.4545 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
  6  7  1  0
  7  8  2  0
  7  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12  3  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  6 18  1  0
  6 19  1  0
  9 20  1  0
 10 21  1  0
 11 22  1  0
 13 23  1  0
M  END
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PDB for NP0001109 (Homovanillic acid)

HEADER    PROTEIN                                 02-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-OCT-19         0                                  
HETATM    1  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.197  -0.969   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   11  O   COOH     1      -3.831  -1.386   0.000  0.00  0.00           O+0
HETATM   12  C   COOH     1      -2.634  -0.417   0.000  0.00  0.00           C+0
HETATM   13  O   COOH     1      -2.875   1.104   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    5    9                                                  
CONECT    3    4    6    7                                                  
CONECT    4    1    3                                                       
CONECT    5    2    6    8                                                  
CONECT    6    3    5                                                       
CONECT    7    3   12                                                       
CONECT    8    5   10                                                       
CONECT    9    2                                                            
CONECT   10    8                                                            
CONECT   11   12                                                            
CONECT   12   11   13    7                                                  
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for NP0001109 (Homovanillic acid)

COMPND    HMDB0000118
HETATM    1  C1  UNL     1       2.949   1.563   0.344  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.583   0.256   0.113  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.365  -0.313  -0.054  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.151   0.349  -0.029  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.062  -0.286  -0.204  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.365   0.415  -0.206  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.364   1.724   0.445  1.00  0.00           C  
HETATM    8  O2  UNL     1      -1.685   2.676  -0.053  1.00  0.00           O  
HETATM    9  O3  UNL     1      -3.090   1.965   1.598  1.00  0.00           O  
HETATM   10  C7  UNL     1      -1.090  -1.644  -0.415  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.097  -2.330  -0.446  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.311  -1.678  -0.267  1.00  0.00           C  
HETATM   13  O4  UNL     1       2.518  -2.371  -0.295  1.00  0.00           O  
HETATM   14  H1  UNL     1       3.872   1.758  -0.268  1.00  0.00           H  
HETATM   15  H2  UNL     1       2.234   2.339   0.018  1.00  0.00           H  
HETATM   16  H3  UNL     1       3.262   1.789   1.390  1.00  0.00           H  
HETATM   17  H4  UNL     1       0.193   1.394   0.136  1.00  0.00           H  
HETATM   18  H5  UNL     1      -3.078  -0.296   0.327  1.00  0.00           H  
HETATM   19  H6  UNL     1      -2.769   0.429  -1.246  1.00  0.00           H  
HETATM   20  H7  UNL     1      -3.579   1.219   2.071  1.00  0.00           H  
HETATM   21  H8  UNL     1      -2.031  -2.182  -0.563  1.00  0.00           H  
HETATM   22  H9  UNL     1       0.111  -3.414  -0.613  1.00  0.00           H  
HETATM   23  H10 UNL     1       2.467  -3.366  -0.454  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3
CONECT    3    4    4   12
CONECT    4    5   17
CONECT    5    6   10   10
CONECT    6    7   18   19
CONECT    7    8    8    9
CONECT    9   20
CONECT   10   11   21
CONECT   11   12   12   22
CONECT   12   13
CONECT   13   23
END
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SMILES for NP0001109 (Homovanillic acid)

COC1=CC(CC(O)=O)=CC=C1O
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INCHI for NP0001109 (Homovanillic acid)

InChI=1S/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12)
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View in JSmol
Synonyms
ValueSource
(4-Hydroxy-3-methoxyphenyl)acetic acidChEBI
3-Methoxy-4-hydroxyphenylacetateChEBI
3-Methoxy-4-hydroxyphenylacetic acidChEBI
4-Hydroxy-3-methoxybenzeneacetic acidChEBI
HVAChEBI
Vanillacetic acidChEBI
(4-Hydroxy-3-methoxyphenyl)acetateGenerator
4-Hydroxy-3-methoxybenzeneacetateGenerator
VanillacetateGenerator
HomovanillateGenerator
3-Methoxy-4-hydroxy-phenylacetic acidHMDB
4-Hydroxy 3-methoxyphenylacetic acidHMDB
4-Hydroxy-3-methoxyphenylacetic acidHMDB
HomovanilateHMDB
Homovanilic acidHMDB
Homovanillinic acidHMDB
VanilacetateHMDB
Vanilacetic acidHMDB
3 Methoxy 4 hydroxyphenylacetic acidHMDB
Acid, 3-methoxy-4-hydroxyphenylaceticHMDB
Acid, 4-hydroxy-3-methoxyphenylaceticHMDB
4 Hydroxy 3 methoxyphenylacetic acidHMDB
Acid, homovanillicHMDB
3'-Methoxy-4'-hydroxyphenylacetic acidHMDB
3’-methoxy-4’-hydroxyphenylacetic acidHMDB
4'-Hydroxy-3'-methoxy-phenylacetic acidHMDB
2-(4-Hydroxy-3-methoxyphenyl)acetic acidHMDB
4'-Hydroxy-3'-methoxyphenylacetic acidHMDB
Homovanillic acidHMDB
4-Hydroxy-3-methoxyphanylethanoic acid
Chemical FormulaC9H10O4
Average Mass182.1733 Da
Monoisotopic Mass182.05791 Da
IUPAC Name2-(4-hydroxy-3-methoxyphenyl)acetic acid
Traditional Namehomovanillic acid
CAS Registry Number306-08-1
SMILES
COC1=C(O)C=CC(CC(O)=O)=C1
InChI Identifier
InChI=1S/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12)
InChI KeyQRMZSPFSDQBLIX-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Aloe africanaLOTUS Database
Anas platyrhynchosFooDB
AnatidaeFooDB
Annona squamosaKNApSAcK Database
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Cannabis sativaCannabisDB
      Not Available
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Ginkgo bilobaLOTUS Database
Homo sapiensLOTUS Database
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Mus musculusLOTUS Database
Numida meleagrisFooDB
OdocoileusFooDB
Olea europaeaFooDB
OryctolagusFooDB
Ovis ariesFooDB
Persea americanaKNApSAcK Database
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Vicia fabaKNApSAcK Database
Zingiber officinaleLOTUS Database
Species Where Detected
Species NameSourceReference
Homo sapiens (Urine)KNApSAcK Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • Methoxyphenol
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid
  • Organic oxygen compound
  • Organooxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point138 - 140 °CNot Available
Boiling Point368.00 to 369.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility17 mg/mLNot Available
LogP0.33Not Available
Predicted Properties
PropertyValueSource
Water Solubility2.72 g/LALOGPS
logP1.02ALOGPS
logP1.15ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)3.74ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity45.81 m³·mol⁻¹ChemAxon
Polarizability17.74 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000118
DrugBank IDNot Available
Phenol Explorer Compound ID574
FoodDB IDFDB001783
KNApSAcK IDC00029504
Chemspider ID1675
KEGG Compound IDC05582
BioCyc IDCPD-7651
BiGG ID46066
Wikipedia LinkHomovanillic_acid
METLIN ID971
PubChem Compound1738
PDB IDNot Available
ChEBI ID545959
Good Scents IDrw1250461
References
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