EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

2-hydroxychavicol
1,2-benzenediol, 4-(2-propenyl)-

Supplier Sponsors

Name:4-prop-2-enylbenzene-1,2-diol
CAS Number: 1126-61-0Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J126.217C
Beilstein Number:1937030
MDL:MFCD01548379
XlogP3:0.80 (est)
Molecular Weight:150.17710000
Formula:C9 H10 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
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:colorless crystalline needles (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Refractive Index:1.56000 @ 29.00 °C.
Refractive Index:1.56890 @ 7.50 °C.
Melting Point: 48.00 to 49.00 °C. @ 760.00 mm Hg
Boiling Point: 147.00 to 149.00 °C. @ 10.00 mm Hg
Boiling Point: 156.00 to 158.00 °C. @ 16.00 mm Hg
Vapor Pressure:0.001000 mmHg @ 25.00 °C. (est)
Flash Point: 287.00 °F. TCC ( 141.70 °C. ) (est)
logP (o/w): 1.809 (est)
Soluble in:
 alcohol
 water, 2.50E+04 mg/L @ 26C (exp)
 
Organoleptic Properties:
Odor Description:slight creosote
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
2-hydroxychavicol 98%
BOC Sciences
For experimental / research use only.
4-Allylpyrocatechol
Carbosynth
For experimental / research use only.
4-Allylpyrocatechol
Sigma-Aldrich
For experimental / research use only.
4-Allylpyrocatechol
analytical standard
TCI AMERICA
For experimental / research use only.
4-Allylpyrocatechol >98.0%(GC)
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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for 2-hydroxychavicol usage levels up to:
 not for fragrance use.
 
Recommendation for 2-hydroxychavicol flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :70775
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
4-prop-2-enylbenzene-1,2-diol
Chemidplus:0001126610
RTECS:CZ9029440 for cas# 1126-61-0
 
References:
 4-prop-2-enylbenzene-1,2-diol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):70775
Pubchem (sid):135026793
 
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
Export Tariff Code:2907.29.9000
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
 betel leaf oil
Search Trop Picture
 
Synonyms:
4-allyl catechol
4-allyl pyrocatechol
4-allyl-1,2-benzenediol
4-allyl-benzene-1,2-diol
4-allylbenzene-1,2-diol
4-allylcatechol
4-allylpyrocatechol
1,2-benzenediol, 4-(2-propen-1-yl)-
1,2-benzenediol, 4-(2-propenyl)-
3,4-dihydroxy-allylbenzene
2-hydroxy chavicol
 hydroxychavicol
4-(prop-2-en-1-yl)benzene-1,2-diol
4-prop-2-enyl benzene-1,2-diol
4-prop-2-enylbenzene-1,2-diol
4-(2-propenyl)-1,2-benzene diol
 

Articles:

PubMed:Growth inhibitory response and ultrastructural modification of oral-associated candidal reference strains (ATCC) by Piper betle L. extract.
PubMed:Synergistic apoptosis of CML cells by buthionine sulfoximine and hydroxychavicol correlates with activation of AIF and GSH-ROS-JNK-ERK-iNOS pathway.
PubMed:A new hydroxychavicol dimer from the roots of Piper betle.
PubMed:Piper betel leaf extract: anticancer benefits and bio-guided fractionation to identify active principles for prostate cancer management.
PubMed:Identification of hydroxychavicol and its dimers, the lipase inhibitors contained in the Indonesian spice, Eugenia polyantha.
PubMed:Antimycobacterial activity of constituents from Foeniculum vulgare var. dulce grown in Mexico.
PubMed:Hydroxychavicol, a Piper betle leaf component, induces apoptosis of CML cells through mitochondrial reactive oxygen species-dependent JNK and endothelial nitric oxide synthase activation and overrides imatinib resistance.
PubMed:Simultaneous estimation of hydroxychavicol and chlorogenic acid from Piper betel L. through RP-HPLC.
PubMed:Physiologically based biokinetic model of bioactivation and detoxification of the alkenylbenzene methyleugenol in rat.
PubMed:Hydroxychavicol inhibits immune responses to mitigate cognitive dysfunction in rats.
PubMed:In vitro antifungal activity of hydroxychavicol isolated from Piper betle L.
PubMed:Modulation of Th1/Th2 cytokines and inflammatory mediators by hydroxychavicol in adjuvant induced arthritic tissues.
PubMed:Biotransformation and cytotoxic effects of hydroxychavicol, an intermediate of safrole metabolism, in isolated rat hepatocytes.
PubMed:Hydroxychavicol: a potent xanthine oxidase inhibitor obtained from the leaves of betel, Piper betle.
PubMed:Evaluation of the antimicrobial, antioxidant, and anti-inflammatory activities of hydroxychavicol for its potential use as an oral care agent.
PubMed:Hydroxychavicol, a novel betel leaf component, inhibits platelet aggregation by suppression of cyclooxygenase, thromboxane production and calcium mobilization.
PubMed:Hydroxychavicol modulates benzo[a]pyrene-induced genotoxicity through induction of dihydrodiol dehydrogenase.
PubMed:Reactive oxygen species are crucial for hydroxychavicol toxicity toward KB epithelial cells.
PubMed:Elevated expression of cyclooxygenase (COX)-2 in oral squamous cell carcinoma--evidence for COX-2 induction by areca quid ingredients in oral keratinocytes.
PubMed:Isolation and structural elucidation of some glycosides from the rhizomes of smaller galanga (Alpinia officinarum Hance).
PubMed:Inducing the cell cycle arrest and apoptosis of oral KB carcinoma cells by hydroxychavicol: roles of glutathione and reactive oxygen species.
PubMed:Enhanced hydroxychavicol-induced cytotoxic effects in glutathione-depleted HepG2 cells.
PubMed:Role of oxidative DNA damage in hydroxychavicol-induced genotoxicity.
PubMed:Hydroxychavicol: a new anti-nitrosating phenolic compound from betel leaf.
PubMed:Protective effect of hydroxychavicol, a phenolic component of betel leaf, against the tobacco-specific carcinogens.
PubMed:Hydroxychavicol: a new phenolic antimutagen from betel leaf.
 
Notes:
antimutagen from betel leaf.
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