D7927

Sigma-Aldrich

Sinapic acid

≥98%, powder

Synonym(s):
Sinapinic acid, 3,5-Dimethoxy-4-hydroxycinnamic acid, 4-Hydroxy-3,5-dimethoxy-cinnamic acid
Empirical Formula (Hill Notation):
C11H12O5
CAS Number:
Molecular Weight:
224.21
Beilstein/REAXYS Number:
2699118
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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.

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.

Packaging

1, 5 g in poly bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Jin-Feng Huang et al.
Journal of inflammation research, 13, 883-895 (2020-11-20)
Low back pain (LBP) is a very common condition and leads to serious pain, disability, and price tag all over the world. Intervertebral disk degeneration (IDD) is one of the major reasons that contributed to LBP. The levels of interleukin...
Urska Repnik et al.
The Journal of biological chemistry, 290(22), 13800-13811 (2015-04-03)
Cysteine cathepsins are primarily lysosomal proteases involved in general protein turnover, but they also have specific proteolytic functions in antigen presentation and bone remodeling. Cathepsins are most stable at acidic pH, although growing evidence indicates that they have physiologically relevant...
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)
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)
Synthesis and antioxidant activity of hydroxycinnamic acid xylan esters.
Wrigstedt P, et al.
Journal of Agricultural and Food Chemistry, 58(11), 6937-6943 (2010)

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