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Showing metabocard for Vanillin acetate (HMDB0029663)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:31:54 UTC
Update Date2023-02-21 17:18:59 UTC
HMDB IDHMDB0029663
Secondary Accession Numbers
  • HMDB29663
Metabolite Identification
Common NameVanillin acetate
DescriptionVanillin acetate, also known as 4-O-acetylvanillin, belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. Vanillin acetate is a sweet, creamy, and heliotropin tasting compound. Vanillin acetate has been detected, but not quantified in, pulses. This could make vanillin acetate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Vanillin acetate.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0029663 (Vanillin acetate)

  Mrv0541 05061304502D          

 14 14  0  0  0  0            999 V2000
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    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    1.2375    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
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  7  1  1  0  0  0  0
  8  3  1  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 10  9  2  0  0  0  0
 11  6  2  0  0  0  0
 12  7  2  0  0  0  0
 13  2  1  0  0  0  0
 13 10  1  0  0  0  0
 14  7  1  0  0  0  0
 14  9  1  0  0  0  0
M  END
Download

3D MOL for HMDB0029663 (Vanillin acetate)

HMDB0029663
     RDKit          3D
Vanillin acetate
 24 24  0  0  0  0  0  0  0  0999 V2000
   -0.1778    3.0298    0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3737    1.7717   -0.1487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3442    0.5889   -0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7111    0.5045   -0.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3681   -0.7066   -0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8136   -0.7636    0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4399   -1.8508    0.0461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6857   -1.8878   -0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3246   -1.8142   -0.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3309   -0.5989   -0.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7158   -0.5638   -0.5900 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5777   -0.6807    0.4896 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0515   -0.6403    0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1603   -0.8213    1.6536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0898    3.0237    0.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5383    3.7324    0.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3989    3.5027   -0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2376    1.4397    0.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3664    0.1517    0.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2525   -2.8093   -0.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1959   -2.7500   -0.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3297    0.4165    0.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3269   -1.2382   -0.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6094   -1.0362    1.1312 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  2  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 10  3  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  6 19  1  0
  8 20  1  0
  9 21  1  0
 13 22  1  0
 13 23  1  0
 13 24  1  0
M  END
Download

3D SDF for HMDB0029663 (Vanillin acetate)

  Mrv0541 05061304502D          

 14 14  0  0  0  0            999 V2000
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    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    1.2375    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
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  7  1  1  0  0  0  0
  8  3  1  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 10  9  2  0  0  0  0
 11  6  2  0  0  0  0
 12  7  2  0  0  0  0
 13  2  1  0  0  0  0
 13 10  1  0  0  0  0
 14  7  1  0  0  0  0
 14  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029663

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O4/c1-7(12)14-9-4-3-8(6-11)5-10(9)13-2/h3-6H,1-2H3

> <INCHI_KEY>
PZSJOBKRSVRODF-UHFFFAOYSA-N

> <FORMULA>
C10H10O4

> <MOLECULAR_WEIGHT>
194.184

> <EXACT_MASS>
194.057908808

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
19.200947977320826

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-formyl-2-methoxyphenyl acetate

> <ALOGPS_LOGP>
1.51

> <JCHEM_LOGP>
1.1353378693333331

> <ALOGPS_LOGS>
-2.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.9047114780159635

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
50.237600000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.54e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-formyl-2-methoxyphenyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0029663 (Vanillin acetate)

HMDB0029663
     RDKit          3D
Vanillin acetate
 24 24  0  0  0  0  0  0  0  0999 V2000
   -0.1778    3.0298    0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3737    1.7717   -0.1487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3442    0.5889   -0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7111    0.5045   -0.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3681   -0.7066   -0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8136   -0.7636    0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4399   -1.8508    0.0461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6857   -1.8878   -0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3246   -1.8142   -0.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3309   -0.5989   -0.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7158   -0.5638   -0.5900 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5777   -0.6807    0.4896 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0515   -0.6403    0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1603   -0.8213    1.6536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0898    3.0237    0.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5383    3.7324    0.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3989    3.5027   -0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2376    1.4397    0.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3664    0.1517    0.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2525   -2.8093   -0.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1959   -2.7500   -0.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3297    0.4165    0.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3269   -1.2382   -0.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6094   -1.0362    1.1312 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  2  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 10  3  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  6 19  1  0
  8 20  1  0
  9 21  1  0
 13 22  1  0
 13 23  1  0
 13 24  1  0
M  END
Download

PDB for HMDB0029663 (Vanillin acetate)

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2   13                                                            
CONECT    3    4    8                                                       
CONECT    4    3    9                                                       
CONECT    5    8   10                                                       
CONECT    6    8   11                                                       
CONECT    7    1   12   14                                                  
CONECT    8    3    5    6                                                  
CONECT    9    4   10   14                                                  
CONECT   10    5    9   13                                                  
CONECT   11    6                                                            
CONECT   12    7                                                            
CONECT   13    2   10                                                       
CONECT   14    7    9                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END
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3D PDB for HMDB0029663 (Vanillin acetate)

COMPND    HMDB0029663
HETATM    1  C1  UNL     1      -0.178   3.030   0.067  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.374   1.772  -0.149  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.344   0.589  -0.194  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.711   0.505  -0.029  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.368  -0.707  -0.086  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.814  -0.764   0.092  1.00  0.00           C  
HETATM    7  O2  UNL     1      -4.440  -1.851   0.046  1.00  0.00           O  
HETATM    8  C6  UNL     1      -1.686  -1.888  -0.309  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.325  -1.814  -0.474  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.331  -0.599  -0.417  1.00  0.00           C  
HETATM   11  O3  UNL     1       1.716  -0.564  -0.590  1.00  0.00           O  
HETATM   12  C9  UNL     1       2.578  -0.681   0.490  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.051  -0.640   0.279  1.00  0.00           C  
HETATM   14  O4  UNL     1       2.160  -0.821   1.654  1.00  0.00           O  
HETATM   15  H1  UNL     1      -1.090   3.024   0.715  1.00  0.00           H  
HETATM   16  H2  UNL     1       0.538   3.732   0.585  1.00  0.00           H  
HETATM   17  H3  UNL     1      -0.399   3.503  -0.907  1.00  0.00           H  
HETATM   18  H4  UNL     1      -2.238   1.440   0.146  1.00  0.00           H  
HETATM   19  H5  UNL     1      -4.366   0.152   0.268  1.00  0.00           H  
HETATM   20  H6  UNL     1      -2.253  -2.809  -0.344  1.00  0.00           H  
HETATM   21  H7  UNL     1       0.196  -2.750  -0.649  1.00  0.00           H  
HETATM   22  H8  UNL     1       4.330   0.416   0.031  1.00  0.00           H  
HETATM   23  H9  UNL     1       4.327  -1.238  -0.632  1.00  0.00           H  
HETATM   24  H10 UNL     1       4.609  -1.036   1.131  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3
CONECT    3    4    4   10
CONECT    4    5   18
CONECT    5    6    8    8
CONECT    6    7    7   19
CONECT    8    9   20
CONECT    9   10   10   21
CONECT   10   11
CONECT   11   12
CONECT   12   13   14   14
CONECT   13   22   23   24
END
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SMILES for HMDB0029663 (Vanillin acetate)

COC1=C(OC(C)=O)C=CC(C=O)=C1
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INCHI for HMDB0029663 (Vanillin acetate)

InChI=1S/C10H10O4/c1-7(12)14-9-4-3-8(6-11)5-10(9)13-2/h3-6H,1-2H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
4-(Acetyloxy)-3-methoxybenzaldehydeChEBI
4-O-AcetylvanillinChEBI
AcetylvanillinChEBI
Vanillin acetic acidGenerator
Benzaldehyde, 4-acetoxy-3-methoxyHMDB
FEMA 3108HMDB
Chemical FormulaC10H10O4
Average Molecular Weight194.184
Monoisotopic Molecular Weight194.057908808
IUPAC Name4-formyl-2-methoxyphenyl acetate
Traditional Name4-formyl-2-methoxyphenyl acetate
CAS Registry Number881-68-5
SMILES
COC1=C(OC(C)=O)C=CC(C=O)=C1
InChI Identifier
InChI=1S/C10H10O4/c1-7(12)14-9-4-3-8(6-11)5-10(9)13-2/h3-6H,1-2H3
InChI KeyPZSJOBKRSVRODF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol esters
Sub ClassNot Available
Direct ParentPhenol esters
Alternative Parents
Substituents
  • Phenol ester
  • Phenoxy compound
  • Anisole
  • Benzaldehyde
  • Methoxybenzene
  • Phenol ether
  • Benzoyl
  • Alkyl aryl ether
  • Aryl-aldehyde
  • Monocyclic benzene moiety
  • Carboxylic acid ester
  • Ether
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Carbonyl group
  • Organooxygen compound
  • Aldehyde
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point77 - 79 °CNot Available
Boiling Point287.00 to 288.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0The Good Scents Company Information System
LogP1.576 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB000839
KNApSAcK IDNot Available
Chemspider ID55171
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61229
PDB IDNot Available
ChEBI ID86956
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1035181
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .