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D7927

Sigma-Aldrich

Sinapic acid

≥98%, powder

Synonym(s):

3,5-Dimethoxy-4-hydroxycinnamic acid, 4-Hydroxy-3,5-dimethoxy-cinnamic acid, Sinapinic acid

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About This Item

Empirical Formula (Hill Notation):
C11H12O5
CAS Number:
Molecular Weight:
224.21
Beilstein/REAXYS Number:
2699118
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

≥98%

form

powder

mol wt

monoisotopic mol wt 224.06839 Da

mp

~202 °C

solubility

H2O: slightly soluble (lit.)(lit.)
methanol: water: soluble (lit.)(lit.)
polar organic solvents: soluble (lit.)(lit.)

SMILES string

COc1cc(\C=C\C(O)=O)cc(OC)c1O

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 key

PCMORTLOPMLEFB-ONEGZZNKSA-N

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General description

Sinapic acid is an hydroxycinnamic acid derivative that occurs naturally in Brassicaceae species .

Sinapic acid is a phenylpropanoid derivative that acts as a radical scavenger with antioxidant, antimicrobial, anti-inflammatory, and anticancer properties.

Application

Sinapic acid can be used:
  • As a potent peroxynitrite (ONOO−) oxidant scavenger for the protection of the cellular constituents against peroxynitrite cytotoxic species.
  • In the synthesis of antioxidant hydroxycinnamic acid xylan esters via esterification reaction.
  • In the synthesis of pseudo-cinnamic derivatives effective against mycobacterium tuberculosis.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sinapic acid: is it safe for humans?
Hasan H et al.
FABAD Journal of Pharmaceutical Sciences, 41, 39-39 (2016)
Synthesis and antioxidant activity of hydroxycinnamic acid xylan esters.
Wrigstedt P, et al.
Journal of Agricultural and Food Chemistry, 58(11), 6937-6943 (2010)
Synthesis and evaluation of a novel series of pseudo-cinnamic derivatives as antituberculosis agents.
Yoya GK, et al.
Bioorganic & Medicinal Chemistry, 19(2), 341-343 (2009)
Sinapic acid and its derivatives: natural sources and bioactivity.
Niciforovic N and Abramovivc H
Comprehensive Reviews in Food Science and Food Safety, 13(1), 34-51 (2014)
Peroxynitrite scavenging activity of sinapic acid (3, 5-dimethoxy-4-hydroxycinnamic acid) isolated from Brassica juncea.
Zou Y, et al.
Journal of Agricultural and Food Chemistry, 50(21), 5884-5890 (2002)

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