1'-hydroxysafrole
1,2-methylenedioxy-4-(1-hydroxyallyl)benzene
 
Notes:
None found
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CAS Number: 5208-87-7Picture of molecule3D/inchi
FDA UNII: C9B19855E2
Nikkaji Web: J2.229B
Beilstein Number: 0167676
XlogP3: 1.90 (est)
Molecular Weight: 178.18730000
Formula: C10 H10 O3
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 299.88 °C. @ 760.00 mm Hg (est)
Vapor Pressure: 0.001000 mmHg @ 25.00 °C. (est)
Flash Point: 275.00 °F. TCC ( 135.20 °C. ) (est)
logP (o/w): 1.796 (est)
Soluble in:
 water, 4254 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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Safety Information:
 
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
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for 1'-hydroxysafrole usage levels up to:
 not for fragrance use.
 
Recommendation for 1'-hydroxysafrole flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System: Search
Cancer Citations: Search
Toxicology Citations: Search
Carcinogenic Potency Database: Search
EPA GENetic TOXicology: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 21268
National Institute of Allergy and Infectious Diseases: Data
 1-(1,3-benzodioxol-5-yl)prop-2-en-1-ol
Chemidplus: 0005208877
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References:
 1-(1,3-benzodioxol-5-yl)prop-2-en-1-ol
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 21268
Pubchem (sid): 134986379
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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
HMDB (The Human Metabolome Database): Search
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 sassafras root
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Synonyms:
1-(1,3-benzodioxol-5-yl)prop-2-en-1-ol
1,3-benzodioxole-5-(2-propen-1-ol)
1,3-benzodioxole-5-methanol, alpha-ethenyl-
alpha-ethenyl-1,3-benzodioxole-5-methanol
1,2-methylenedioxy-4-(1-hydroxyallyl)benzene
 piperonyl alcohol, alpha-vinyl-
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Articles:
PubMed: Roles of human sulfotransferases in genotoxicity of carcinogens using genetically engineered umu test strains.
PubMed: Physiologically based biokinetic (PBBK) model for safrole bioactivation and detoxification in rats.
PubMed: Sulfotransferase 1A1 haplotypes associated with oral squamous cell carcinoma susceptibility in male Taiwanese.
PubMed: SULT1C3, an orphan sequence of the human genome, encodes an enzyme activating various promutagens.
PubMed: Human cytochrome p450 enzyme specificity for bioactivation of safrole to the proximate carcinogen 1'-hydroxysafrole.
PubMed: Identification of the main human cytochrome P450 enzymes involved in safrole 1'-hydroxylation.
PubMed: Safrole-like DNA adducts in oral tissue from oral cancer patients with a betel quid chewing history.
PubMed: Sulfotransferase-mediated activation of mutagens studied using heterologous expression systems.
PubMed: Sulfation and sulfotransferases 4: bioactivation of mutagens via sulfation.
PubMed: Human dehydroepiandrosterone sulfotransferase. Purification, molecular cloning, and characterization.
PubMed: Salmonella strains and mammalian cells genetically engineered for expression of sulfotransferases.
PubMed: Enhancement of computed tomography liver contrast using iomeprol-containing liposomes and detection of small liver tumors in rats.
PubMed: Structure-activity studies of the hepatocarcinogenicities of alkenylbenzene derivatives related to estragole and safrole on administration to preweanling male C57BL/6J x C3H/HeJ F1 mice.
PubMed: Inhibition by pentachlorophenol of the initiating and promoting activities of 1'-hydroxysafrole for the formation of enzyme-altered foci and tumors in rat liver.
PubMed: The metabolic sulfonation and side-chain oxidation of 3'-hydroxyisosafrole in the mouse and its inactivity as a hepatocarcinogen relative to 1'-hydroxysafrole.
PubMed: Differences in the covalent binding of benzo[a]pyrene, safrole, 1'-hydroxysafrole, and 4-aminobiphenyl to DNA of pregnant and non-pregnant mice.
PubMed: Electrophilic sulfuric acid ester metabolites as ultimate carcinogens.
PubMed: Further characterization of the DNA adducts formed by electrophilic esters of the hepatocarcinogens 1'-hydroxysafrole and 1'-hydroxyestragole in vitro and in mouse liver in vivo, including new adducts at C-8 and N-7 of guanine residues.
PubMed: Ligand-complex formation between cytochromes P-450 and P-448 and methylenedioxyphenyl compounds.
PubMed: Sulfuric acid esters as ultimate electrophilic and carcinogenic metabolites of some alkenylbenzenes and aromatic amines in mouse liver.
PubMed: Characterization of the biliary and urinary glutathione and N-acetylcysteine metabolites of the hepatic carcinogen 1'-hydroxysafrole and its 1'-oxo metabolite in rats and mice.
PubMed: Strong evidence from studies with brachymorphic mice and pentachlorophenol that 1'-sulfoöxysafrole is the major ultimate electrophilic and carcinogenic metabolite of 1'-hydroxysafrole in mouse liver.
PubMed: Structure-activity studies of the carcinogenicities in the mouse and rat of some naturally occurring and synthetic alkenylbenzene derivatives related to safrole and estragole.
PubMed: N2 atom of guanine and N6 atom of adenine residues as sites for covalent binding of metabolically activated 1'-hydroxysafrole to mouse liver DNA in vivo.
PubMed: The in vivo formation and repair of DNA adducts from 1'-hydroxysafrole.
PubMed: The mutagenicities of safrole, estragole, eugenol, trans-anethole, and some of their known or possible metabolites for Salmonella typhimurium mutants.
PubMed: In vitro assays for recombinogenic activity of chemical carcinogens and related compounds with Saccharomyces cerevisiae D3.
PubMed: Metabolism of the proximate carcinogen 1'-hydroxysafrole and the isomer 3'-hydroxyisosafrole.
PubMed: Carcinogenic and mutagenic activities of safrole, 1'-hydroxysafrole, and some known or possible metabolites.
PubMed: Absorption, metabolism and excretion of safrole in the rat and man.
PubMed: [Mutagenicity of the metabolites of the epoxide-diol pathway of safrole and its analogs. Study on Salmonella typhimurium].
PubMed: Hepatocarcinogenicity of estragole (1-allyl-4-methoxybenzene) and 1'-hydroxyestragole in the mouse and mutagenicity of 1'-acetoxyestragole in bacteria.
PubMed: The metabolic activation of the carcinogen 1'-hydroxysafrole in vivo and in vitro and the electrophilic reactivities of possible ultimate carcinogens.
PubMed: The metabolism of the naturally occurring hepatocarcinogen safrole to 1'-hydroxysafrole and the electrophilic reactivity of 1'-acetoxysafrole.
PubMed: 1'-Hydroxysafrole, a proximate carcinogenic metabolite of safrole in the rat and mouse.
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