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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:51:13 UTC
Update Date2019-07-23 06:15:04 UTC
HMDB IDHMDB0034069
Secondary Accession Numbers
  • HMDB34069
Metabolite Identification
Common Namecis-Sinapic acid
Descriptioncis-Sinapic acid is found in pulses. cis-Sinapic acid is a constituent of shoots of Medicago sativa (alfalfa).
Structure
Data?1563862504
Synonyms
ValueSource
(Z)-4-Hydroxy-3,5-dimethoxycinnamic acidChEBI
cis-4-Hydroxy-3,5-dimethoxycinnamic acidChEBI
(Z)-4-Hydroxy-3,5-dimethoxycinnamateGenerator
cis-4-Hydroxy-3,5-dimethoxycinnamateGenerator
cis-SinapateGenerator
trans-Sinapinic acidMeSH
3,5-Dimethoxy-4-hydroxycinnamic acidMeSH
(e)-Sinapic acidMeSH
Sinapic acidMeSH
Sinapinic acidMeSH
Synapitic acidMeSH
4-Hydroxy-3,5-dimethoxycinnamic acidMeSH
trans-Sinapic acidMeSH
(2Z)-3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenoic acidHMDB
(Z)-3,5-Dimethoxy-4-hydroxycinnamic acidHMDB
(Z)-3-(4-Hydroxy-3,5-dimethoxyphenyl)acrylic acidHMDB
(Z)-Sinapic acidHMDB
3,5-Dimethoxy-4-hydroxy-cis-cinnamic acidHMDB
3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenoic acidHMDB
Z-Sinapinic acidHMDB
cis-Sinapic acidHMDB
cis-Sinapinic acidHMDB
Chemical FormulaC11H12O5
Average Molecular Weight224.21
Monoisotopic Molecular Weight224.068473494
IUPAC Name(2Z)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid
Traditional Name(2Z)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid
CAS Registry Number7361-90-2
SMILES
COC1=CC(\C=C/C(O)=O)=CC(OC)=C1O
InChI Identifier
InChI=1S/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)/b4-3-
InChI KeyPCMORTLOPMLEFB-ARJAWSKDSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassHydroxycinnamic acids and derivatives
Direct ParentHydroxycinnamic acids
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.63 g/LALOGPS
logP1.63ALOGPS
logP1.52ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)3.11ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area75.99 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity57.97 m³·mol⁻¹ChemAxon
Polarizability21.81 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-00kr-3659000000-141953a5d5d848f1aa51JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-00kr-3659000000-141953a5d5d848f1aa51JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-000i-2958000000-16d208a44d4442af41c5JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-05di-1960000000-e20c10aa0bcc765f8c28JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0umi-8196000000-afceb35e7a5f28ec225cJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-056r-0190000000-6e81a94093485194a43fJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-1960000000-18717b9e874f0901ea68JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06vj-2900000000-254ee08e710708eb6545JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0190000000-89ae701e731ef1f24fd7JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0890000000-74c0bdbe7769b328017aJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-1910000000-69bbc48ce24397a342a2JSpectraViewer | MoNA
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
FoodDB IDFDB012318
KNApSAcK IDNot Available
Chemspider ID1266059
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound1549091
PDB IDNot Available
ChEBI ID76350
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.. .