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CHEBI:15714 - trans-sinapic acid

ChEBI IDCHEBI:15714
ChEBI Nametrans-sinapic acid
Stars
ASCII Nametrans-sinapic acid
DefinitionA sinapic acid in which the double bond has trans-configuration.
Secondary ChEBI IDsCHEBI:9152, CHEBI:26681, CHEBI:45676
Last Modified20 May 2025
DownloadsMolfile
FormulaC11H12O5
Net Charge0
Average Mass224.212
Monoisotopic Mass224.06847
SMILESCOc1cc(/C=C/C(=O)O)cc(OC)c1O
InChIInChI=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+
InChIKeyPCMORTLOPMLEFB-ONEGZZNKSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
MALDI matrix material  A compound used to form the matrix for MALDI (matrix-assisted laser desorption/ionization) mass spectrometry. MALDI matrix materials are crystalline compounds with a fairly low molecular weight, so as to allow facile vaporization, have strong absorption at UV or IR wavelengths (to rapidly and efficiently absorb laser irradiation), generally contain polar groups (enabling them to be used in aqueous solutions) and are frequently acidic (so assisting ionisation of the compound being studied, which is contained within the matrix material).
ChEBI Ontology
Outgoing Relation(s)
trans-sinapic acid (CHEBI:15714) has role MALDI matrix material (CHEBI:64345)
trans-sinapic acid (CHEBI:15714) has role plant metabolite (CHEBI:76924)
trans-sinapic acid (CHEBI:15714) is a sinapic acid (CHEBI:77131)
trans-sinapic acid (CHEBI:15714) is conjugate acid of trans-sinapate (CHEBI:30023)
Incoming Relation(s)
N-trans-sinapoyltyramine (CHEBI:70105) has functional parent trans-sinapic acid (CHEBI:15714)
N1,N5-dihydroxyferuloyl-N10-sinapoyl spermidine (CHEBI:61516) has functional parent trans-sinapic acid (CHEBI:15714)
N1,N8-bis(sinapoyl)-spermidine (CHEBI:85300) has functional parent trans-sinapic acid (CHEBI:15714)
O-sinapoylglucaric acid (CHEBI:16681) has functional parent trans-sinapic acid (CHEBI:15714)
1-O-sinapoyl-β-D-glucose (CHEBI:16546) has functional parent trans-sinapic acid (CHEBI:15714)
1,2-di-O-sinapoyl-β-D-glucose (CHEBI:27993) has functional parent trans-sinapic acid (CHEBI:15714)
16-sinapoyloxypalmitic acid (CHEBI:145764) has functional parent trans-sinapic acid (CHEBI:15714)
2''-O-(4-sinapoylarabinosyl)isoscoparin (CHEBI:75395) has functional parent trans-sinapic acid (CHEBI:15714)
2''-O-(6-sinapoylglucosyl)isovitexin (CHEBI:75428) has functional parent trans-sinapic acid (CHEBI:15714)
3-O-sinapoylquinic acid (CHEBI:75493) has functional parent trans-sinapic acid (CHEBI:15714)
4-O-sinapoylquinic acid (CHEBI:75496) has functional parent trans-sinapic acid (CHEBI:15714)
4-O-β-D-glucosyl-trans-sinapic acid (CHEBI:145341) has functional parent trans-sinapic acid (CHEBI:15714)
4'-O-β-glucosyl-7-O-(6-O-sinapoylglucosyl)isovitexin (CHEBI:75564) has functional parent trans-sinapic acid (CHEBI:15714)
4'-O-β-glucosyl-7-O-(6-O-sinapoylglucosyl)tricin (CHEBI:75461) has functional parent trans-sinapic acid (CHEBI:15714)
5-O-sinapoylquinic acid (CHEBI:75497) has functional parent trans-sinapic acid (CHEBI:15714)
6-O-sinapoyl-D-glucono-1,5-lactone (CHEBI:60076) has functional parent trans-sinapic acid (CHEBI:15714)
6-O-sinapoylhexose (CHEBI:75467) has functional parent trans-sinapic acid (CHEBI:15714)
6-sinapoylglucoraphenin (CHEBI:136943) has functional parent trans-sinapic acid (CHEBI:15714)
7-O-(6-sinapoylglucosyl)isoorientin (CHEBI:75516) has functional parent trans-sinapic acid (CHEBI:15714)
7-O-(6-sinapoylglucosyl)isoscoparin (CHEBI:75520) has functional parent trans-sinapic acid (CHEBI:15714)
7-O-(6-sinapoylglucosyl)isovitexin (CHEBI:75413) has functional parent trans-sinapic acid (CHEBI:15714)
sinapate ester (CHEBI:60935) has functional parent trans-sinapic acid (CHEBI:15714)
sinapine (CHEBI:16353) has functional parent trans-sinapic acid (CHEBI:15714)
sinapoyl D-glucoside (CHEBI:18428) has functional parent trans-sinapic acid (CHEBI:15714)
sinapoyl-isovitexin 2''-O-arabinoside (CHEBI:75386) has functional parent trans-sinapic acid (CHEBI:15714)
sinapoyltartronic acid (CHEBI:16210) has functional parent trans-sinapic acid (CHEBI:15714)
tricin 7-O-[sinapoyl]-glucoside (CHEBI:75353) has functional parent trans-sinapic acid (CHEBI:15714)
trans-sinapate (CHEBI:30023) is conjugate base of trans-sinapic acid (CHEBI:15714)
sinapoyl group (CHEBI:50561) is substituent group from trans-sinapic acid (CHEBI:15714)
IUPAC Names 
(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid
(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)acrylic acid
Synonyms  Source
SINAPINATEPDBeChem
(E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenoic acidChemIDplus
sinapinic acidChEBI
sinapic acidChemIDplus
Manual XrefsDatabases
C00482KEGG COMPOUND
SXXPDBeChem
Sinapinic_acidWikipedia
DB08587DrugBank
C00002776KNApSAcK
HMDB0032616HMDB
Registry NumbersSources
Reaxys:2699118Reaxys
CAS:7362-37-0ChemIDplus