Identification

PhytoHub ID
PHUB000638
Name
Sinapic acid
Systematic Name
Not Available
Synonyms
  • 3,5-Dimethoxy-4-hydroxycinnamic acid
  • Sinapate
  • Sinapinic acid
  • Synapoic acid
CAS Number
Not Available
Average Mass
224.212
Monoisotopic Mass
224.068473486
Chemical Formula
C11H12O5
IUPAC Name
sinapinate
InChI Key
PCMORTLOPMLEFB-ONEGZZNKSA-N
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+
SMILES
COC1=CC(\C=C\C(O)=O)=CC(OC)=C1O
Structure

Calculated Properties

Solubility (ALOGPS)
6.31e-01 g/l
LogS (ALOGPS)
-2.55
LogP (ALOGPS)
1.63
Hydrogen Acceptors
5
Hydrogen Donors
2
Rotatable Bond Count
4
Polar Surface Area
75.99000000000001
Refractivity
57.967200000000005
Polarizability
22.320413122411523
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-4.6047167103077165
pKa (strongest acidic)
3.414650379012406
Number of Rings
1
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy

Family
Polyphenols
Class
Phenolic acids
Sub-class
Hydroxycinnamic acids

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Cinnamic acids and derivatives
Super-class
Phenylpropanoids and polyketides
Sub-class
Hydroxycinnamic acids and derivatives
Direct Parent Name
Hydroxycinnamic acids
Alternative Parent Names
["Alkyl aryl ethers", "Anisoles", "Carbonyl compounds", "Carboxylic acids", "Cinnamic acids", "Coumaric acids and derivatives", "Dimethoxybenzenes", "Hydrocarbon derivatives", "Methoxyphenols", "Monocarboxylic acids and derivatives", "Organic oxides", "Phenoxy compounds", "Styrenes"]
External Descriptor Annotations
["3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid", "Sinapate derivatives"]
Substituent Names
["Alkyl aryl ether", "Anisole", "Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Cinnamic acid", "Coumaric acid or derivatives", "Dimethoxybenzene", "Ether", "Hydrocarbon derivative", "Hydroxycinnamic acid", "M-dimethoxybenzene", "Methoxybenzene", "Methoxyphenol", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol", "Phenol ether", "Phenoxy compound", "Styrene"]

Spectra

Record IDSourceDescriptionView
JP005225MassBankEI-B Spectrum - -, [M]+*View Spectra
JP007240MassBankEI-B Spectrum - -, [M]+*View Spectra
KO001822MassBankLC-ESI-QQ Spectrum - 10 V, unspecifiedView Spectra
KO001823MassBankLC-ESI-QQ Spectrum - 20 V, unspecifiedView Spectra
KO001824MassBankLC-ESI-QQ Spectrum - 30 V, unspecifiedView Spectra
KO001825MassBankLC-ESI-QQ Spectrum - 40 V, unspecifiedView Spectra
KO001826MassBankLC-ESI-QQ Spectrum - 50 V, unspecifiedView Spectra
KZ000073MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
OUF00459MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
PR010129MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
PR010130MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
PR100093MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100527MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100984MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR101042MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PS015601ReSpectN/A Spectrum - 10, [M+H]+View Spectra
PS015602ReSpectN/A Spectrum - 20, [M+H]+View Spectra
PS045301ReSpectN/A Spectrum - 10, [M+H]+View Spectra
PS045302ReSpectN/A Spectrum - 20, [M+H]+View Spectra
PS045307ReSpectN/A Spectrum - 10, [M-H]-View Spectra
PS108801ReSpectN/A Spectrum - 10, [M+H]+View Spectra
PS108802ReSpectN/A Spectrum - 20, [M+H]+View Spectra
PS108807ReSpectN/A Spectrum - 10, [M-H]-View Spectra

Food Sources

NameGroup
American cranberryFruit, Berries PublicationsShow
BeerBeverages, Alcoholic PublicationsShow
CranberryFruit, BerriesShow
Olive, blackFruit, Drupes PublicationsShow
Olive, greenFruit, Drupes PublicationsShow
Orange juiceBeverages, Non-alcoholic PublicationsShow
RapeseedOilseed crops PublicationsShow
VinegarCondiments and seasoningsShow
White wineBeverages, AlcoholicShow

Metabolism

PrecursorMetaboliteSpeciesBiofluidsOriginFormulaMonoisotopic mass
Sinapic acid Sinapic acid O-glucuronideNot AvailableNot Availablehost metabolismC17H20O11400.100561464
Sinapic acid Sinapic acid-O-sulfateNot AvailableNot Availablehost metabolismC11H12O8S304.02528852
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