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D7927

Sigma-Aldrich

Sinapic acid

≥98%, powder

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Synonym(s):
3,5-Dimethoxy-4-hydroxycinnamic acid, 4-Hydroxy-3,5-dimethoxy-cinnamic acid, Sinapinic acid
Empirical Formula (Hill Notation):
C11H12O5
CAS Number:
530-59-6
Molecular Weight:
224.21
Beilstein:
2699118
EC Number:
208-487-3
MDL number:
MFCD00004401
UNSPSC Code:
12352100
PubChem Substance ID:
57654131
NACRES:
NA.22

Quality Level

200

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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)
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
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
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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