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2-hydroxycinnamaldehyde
cinnamaldehyde, 2-hydroxy-

Supplier Sponsors

Name:(E)-3-(2-hydroxyphenyl)prop-2-enal
CAS Number: 3541-42-2Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J533.508F
MDL:MFCD01736614
XlogP3-AA:1.50 (est)
Molecular Weight:148.16116000
Formula:C9 H8 O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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
 water, 2.117e+004 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
2-Hydroxycinnamaldehyde 95%
Santa Cruz Biotechnology
For experimental / research use only.
2-Hydroxycinnamaldehyde
TCI AMERICA
For experimental / research use only.
2-Hydroxycinnamaldehyde
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
unreported-rat LD50 750 mg/kg
Pharmaceutical Chemistry Journal Vol. 19, Pg. 191, 1985.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for 2-hydroxycinnamaldehyde usage levels up to:
 not for fragrance use.
 
Recommendation for 2-hydroxycinnamaldehyde flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5318169
National Institute of Allergy and Infectious Diseases:Data
(E)-3-(2-hydroxyphenyl)prop-2-enal
Chemidplus:0003541422
 
References:
 (E)-3-(2-hydroxyphenyl)prop-2-enal
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5318169
Pubchem (sid):135057339
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEMBL:View
HMDB (The Human Metabolome Database):Search
FooDB:FDB011996
Export Tariff Code:2912.49.2600
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 cassia leaf
Search Trop Picture
 
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)-
 

Articles:

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.
 
Notes:
None found
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