2-hydroxycinnamaldehyde

cinnamaldehyde, 2-hydroxy-

CAS: 3541-42-2 C9 H8 O2 MW: 148.16116000

Identification

Name2-hydroxycinnamaldehyde
IUPAC(E)-3-(2-hydroxyphenyl)prop-2-enal
CAS Number3541-42-2
FDA UNIISearch
Molecular FormulaC9 H8 O2
Molecular Weight148.16116000
MDL NumberMFCD01736614
Nikkaji NumberJ533.508F

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 311.00 to 312.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure 0.000310 mmHg @ 25.00 °C. (est)
Flash Point 269.00 °F. TCC ( 131.80 °C. ) (est)
logP (o/w) 1.674 (est)
Soluble in alcohol

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityunreported-rat LD50 750 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for 2-hydroxycinnamaldehyde usage levels up tonot for fragrance use.
Recommendation for 2-hydroxycinnamaldehyde flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

cassia leaf

Synonyms

cinnamaldehyde, 2-hydroxy- cinnamaldehyde, o-hydroxy- (E)-3-(2- hydroxy-phenyl)-propenal 2'- hydroxycinnamaldehyde o- hydroxycinnamaldehyde ortho- hydroxycinnamaldehyde 2- hydroxycinnamic aldehyde (E)-3-(2- hydroxyphenyl) prop-2-enal 3-(2- hydroxyphenyl)-2-propenal (2E)-3-(2- hydroxyphenyl)acrylaldehyde (2E)-3-(2- hydroxyphenyl)prop-2-enal (E)-3-(2- hydroxyphenyl)prop-2-enal 2- propenal, 3-(2-hydroxyphenyl)- 2- propenal, 3-(2-hydroxyphenyl)-, (2E)- PubMed: A new coumarin and cytotoxic activities of constituents from Cinnamomum cassia. PubMed: LRP1-dependent pepsin clearance induced by 2'-hydroxycinnamaldehyde attenuates breast cancer cell invasion. PubMed: [Chemical constituents from Elephantopus tomentosus]. PubMed: Antitumor activity of 2-hydroxycinnamaldehyde for human colon cancer cells through suppression of β-catenin signaling. PubMed: 2-Hydroxycinnamaldehyde inhibits the epithelial-mesenchymal transition in breast cancer cells. PubMed: Induction of tumor cell death through targeting tubulin and evoking dysregulation of cell cycle regulatory proteins by multifunctional cinnamaldehydes. PubMed: 2'-Benzoyloxycinnamaldehyde inhibits nitric oxide production in lipopolysaccharide-stimulated RAW 264.7 cells via regulation of AP-1 pathway. PubMed: 2-Hydroxycurcuminoid induces apoptosis of human tumor cells through the reactive oxygen species-mitochondria pathway. PubMed: Differential antiproliferation effect of 2'-benzoyloxycinnamaldehyde in K-ras-transformed cells via downregulation of thiol antioxidants. PubMed: 2'-Hydroxycinnamaldehyde targets low-density lipoprotein receptor-related protein-1 to inhibit lipopolysaccharide-induced microglial activation. PubMed: Platelet anti-aggregation activities of compounds from Cinnamomum cassia. PubMed: 2'-Hydroxycinnamaldehyde shows antitumor activity against oral cancer in vitro and in vivo in a rat tumor model. PubMed: Transport and metabolism of the antitumour drug candidate 2'-benzoyloxycinnamaldehyde in Caco-2 cells. PubMed: Cinnamaldehydes inhibit thioredoxin reductase and induce Nrf2: potential candidates for cancer therapy and chemoprevention. PubMed: Structure-activity analysis of 2'-modified cinnamaldehyde analogues as potential anticancer agents. PubMed: Plasma pharmacokinetics and metabolism of the antitumour drug candidate 2'-benzoyloxycinnamaldehyde in rats. PubMed: Synthesis and biological evaluation of cinnamyl compounds as potent antitumor agents. PubMed: Apoptosis induction of 2'-hydroxycinnamaldehyde as a proteasome inhibitor is associated with ER stress and mitochondrial perturbation in cancer cells. PubMed: 2-hydroxycinnamaldehyde inhibits SW620 colon cancer cell growth through AP-1 inactivation. PubMed: Delayed occurrence of H-ras12V-induced hepatocellular carcinoma with long-term treatment with cinnamaldehydes. PubMed: Synthesis and biological evaluation of dimeric cinnamaldehydes as potent antitumor agents. PubMed: Induction of apoptotic cell death by 2'-hydroxycinnamaldehyde is involved with ERK-dependent inactivation of NF-kappaB in TNF-alpha-treated SW620 colon cancer cells. PubMed: Inhibitory effect of 2'-hydroxycinnamaldehyde on nitric oxide production through inhibition of NF-kappa B activation in RAW 264.7 cells. PubMed: Physicochemical properties of 2'-benzoyloxycinnamaldehyde. PubMed: 2'-benzoyloxycinnamaldehyde induces apoptosis in human carcinoma via reactive oxygen species. PubMed: Antitumor effect of the cinnamaldehyde derivative CB403 through the arrest of cell cycle progression in the G2/M phase. PubMed: Constituents of the essential oil of the Cinnamomum cassia stem bark and the biological properties. PubMed: Inhibition of human tumor growth by 2'-hydroxy- and 2'-benzoyloxycinnamaldehydes. PubMed: Synthesis and in vitro cytotoxicity of cinnamaldehydes to human solid tumor cells. PubMed: Cinnamaldehyde inhibits lymphocyte proliferation and modulates T-cell differentiation. PubMed: 2'-Hydroxycinnamaldehyde from stem bark of Cinnamomum cassia.