precursor metabolite

Showing entry for Sinapic acid

Identification

PhytoHub ID
PHUB000638
Name
Sinapic acid
Systematic Name
3',5'-Dimethoxy-4'-hydroxycinnamic acid
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
(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid
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
Similar Structures

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 as Food Phytochemical

Family
Polyphenols
Class
Phenolic acids
Sub-class
Hydroxycinnamic acids

Taxonomy as Metabolite

Metabolite Family
(Poly)phenol metabolites
Metabolite Class
Phenolic acid metabolites
Metabolite Sub-class
Cinnamic acids

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
Cranberry (Poly)phenolsPolyphenolsNot specifiedNot specifiedShow Food Phytochemical

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 from Online Resources

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

Food Sources of its Food Phytochemical(s)

No food source information available of its precursor(s)

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Cranberry (Poly)phenols Sinapic acidhumanplasma, urinehost-gut microbiota co-metabolite5h-8h50-200 nmol/L<1%C11H12O5224.068473486 Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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