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Showing Compound methyl 4-hydroxy-3-methoxybenzoate (FDB029771)

Record Information
Version1.0
Creation date2011-09-26 22:56:16 UTC
Update date2025-11-19 02:59:00 UTC
Primary IDFDB029771
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namemethyl 4-hydroxy-3-methoxybenzoate
DescriptionMethyl vanillate, also known as vanillATE or vanillic acid, belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group. Methyl vanillate is a butterscotch, caramel, and spicy tasting compound. Based on a literature review a significant number of articles have been published on Methyl vanillate.
CAS Number3943-74-6
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
4-Hydroxy-3-methoxybenzoic acid methyl esterChEBI
Methyl 3-methoxy-4-hydroxybenzoateChEBI
Methyl vanillic acidChEBI
VANILLATEChEBI
Vanillic acid, methyl esterChEBI
4-Hydroxy-3-methoxybenzoate methyl esterGenerator
Methyl 3-methoxy-4-hydroxybenzoic acidGenerator
VANILLic acidGenerator
Vanillate, methyl esterGenerator
MethylvanillateHMDB
Methylvanillic acidHMDB
Methyl 4-hydroxy-3-methoxybenzoic acidHMDB
4-Hydroxy-3-methoxy methyl benzoateHMDB
Methyl 4-hydroxy-3-methoxybenzoateHMDB
4-Hydroxy-3-methoxy methyl benzoic acidHMDB
Predicted Properties
PropertyValueSource
Water Solubility3.57 g/LALOGPS
logP2.12ALOGPS
logP1.52ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)9ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity46.53 m³·mol⁻¹ChemAxon
Polarizability18.09 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC9H10O4
IUPAC namemethyl 4-hydroxy-3-methoxybenzoate
InChI IdentifierInChI=1S/C9H10O4/c1-12-8-5-6(9(11)13-2)3-4-7(8)10/h3-5,10H,1-2H3
InChI KeyBVWTXUYLKBHMOX-UHFFFAOYSA-N
Isomeric SMILESCOC(=O)C1=CC(OC)=C(O)C=C1
Average Molecular Weight182.1733
Monoisotopic Molecular Weight182.057908808
Classification
Description Belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentM-methoxybenzoic acids and derivatives
Alternative Parents
Substituents
  • P-hydroxybenzoic acid alkyl ester
  • P-hydroxybenzoic acid ester
  • M-methoxybenzoic acid or derivatives
  • Methoxyphenol
  • Benzoate ester
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Benzoyl
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Phenol
  • Methyl ester
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Ether
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSmethyl 4-hydroxy-3-methoxybenzoate, non-derivatized, GC-MS Spectrumsplash10-0udi-3900000000-baea5cfe4e199a5ff3bcSpectrum
GC-MSmethyl 4-hydroxy-3-methoxybenzoate, non-derivatized, GC-MS Spectrumsplash10-0ue9-0900000000-c2808da990a74bab5038Spectrum
GC-MSmethyl 4-hydroxy-3-methoxybenzoate, non-derivatized, GC-MS Spectrumsplash10-0udi-3900000000-baea5cfe4e199a5ff3bcSpectrum
GC-MSmethyl 4-hydroxy-3-methoxybenzoate, non-derivatized, GC-MS Spectrumsplash10-0ue9-0900000000-c2808da990a74bab5038Spectrum
Predicted GC-MSmethyl 4-hydroxy-3-methoxybenzoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0uk9-0900000000-8058aca97e516d13c287Spectrum
Predicted GC-MSmethyl 4-hydroxy-3-methoxybenzoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSmethyl 4-hydroxy-3-methoxybenzoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0zor-5900000000-a4ed8f03061acdf96ef72021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0a6r-9400000000-bc72ccdad3422a05a9842021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-1000-0900000000-ebaae574a4f0209032d02021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-002f-9100000000-ae59e1a1723666bf192b2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0udi-9200000000-5f071ead2181ac329e6a2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0pvi-0900000000-18ac4d71743edfc16d7a2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-4ec70507ab24e73fa6292021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-6b73fb15e83c912383652016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f89-0900000000-d82161f65e3b085bdacb2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uk9-2900000000-65592de2b7ae3ee7aa942016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-0252284dd0d745a2e0ae2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0900000000-0da26709ef2caf03994a2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00ks-4900000000-6ec4c48ab5df172a962b2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-f31118255833f0bedd5a2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0aca-0900000000-6c702260f9d096ceb11d2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9200000000-548a6adb75eeb4caefdd2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-98a5dc0bd0bee77718862021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0kji-1900000000-708fba6151de4d11d60e2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uk9-9500000000-ccb31762970f385033702021-09-22View Spectrum
NMRNot Available
ChemSpider ID18693
ChEMBL IDCHEMBL486214
KEGG Compound IDNot Available
Pubchem Compound ID19844
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID3943-74-6
GoodScent IDrw1047511
SuperScent IDNot Available
Wikipedia IDVanillic acid
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
caramel
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
butterscotch
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
vanilla
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
warm
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
spicy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference