D7927

Sinapic acid

Name: Sinapic acid
Brand: ALDRICH

≥98%, powder

Synonym(s):

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

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All Photos(3)

About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₂O₅

CAS Number:

530-59-6

Molecular Weight:

224.21

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

57654131

EC Number:

208-487-3

Beilstein/REAXYS Number:

2699118

MDL number:

MFCD00004401

Product Name

Sinapic acid, ≥98%, powder

InChI key

PCMORTLOPMLEFB-ONEGZZNKSA-N

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 string

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

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.)

Quality Level

200

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Related Categories

Chemical Building Blocks

Chemistry & Biochemicals

Organic Building Blocks

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.

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.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Sinapic acid: is it safe for humans?

Hasan H et al.

FABAD Journal of Pharmaceutical Sciences, 41, 39-39 (2016)

Sinapic Acid Inhibits IL-1β-Induced Apoptosis and Catabolism in Nucleus Pulposus Cells and Ameliorates Intervertebral Disk Degeneration.

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)

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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