CHEBI:8994 - safrole

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ChEBI Name safrole
ChEBI ID CHEBI:8994
Definition A member of the class of benzodioxoles that is 1,3-benzodioxole which is substituted by an allyl group at position 5. It is found in several plants, including black pepper, cinnamon and nutmeg, and is present in several essential oils, notably that of sassafras. It has insecticidal properties and has been used as a topical antiseptic. Although not thought to pose a significant carcinogenic risk to humans, findings of weak carcinogenicity in rats have resulted in the banning of its (previously widespread) use in perfumes and soaps, and as a food additive.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C10H10O2
Net Charge 0
Average Mass 162.18520
Monoisotopic Mass 162.068
InChI InChI=1S/C10H10O2/c1-2-3-8-4-5-9-10(6-8)12-7-11-9/h2,4-6H,1,3,7H2
InChIKey ZMQAAUBTXCXRIC-UHFFFAOYSA-N
SMILES C=CCc1ccc2OCOc2c1
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
flavouring agent
A food additive that is used to added improve the taste or odour of a food.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): flavouring agent
A food additive that is used to added improve the taste or odour of a food.
insecticide
Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.
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ChEBI Ontology
Outgoing safrole (CHEBI:8994) has role flavouring agent (CHEBI:35617)
safrole (CHEBI:8994) has role insecticide (CHEBI:24852)
safrole (CHEBI:8994) has role metabolite (CHEBI:25212)
safrole (CHEBI:8994) has role plant metabolite (CHEBI:76924)
safrole (CHEBI:8994) is a benzodioxoles (CHEBI:38298)
IUPAC Name
5-allyl-1,3-benzodioxole
Synonyms Sources
1,2-methylenedioxy-4-allylbenzene ChemIDplus
1-allyl-3,4-methylenedioxybenzene ChemIDplus
3,4-(methylenedioxy)allylbenzene ChemIDplus
3-(3,4-methylenedioxyphenyl)prop-1-ene NIST Chemistry WebBook
4-allyl-1,2-methylenedioxybenzene ChemIDplus
4-allylpyrocatechol formaldehyde acetal ChemIDplus
5-(2-propenyl)-1,3-benzodioxole ChemIDplus
5-allyl-benzo[1,3]dioxole ChEBI
allylcatechol methylene ether NIST Chemistry WebBook
m-allylpyrocatechin methylene ether ChEBI
safrol ChemIDplus
shikimol ChemIDplus
shikimole ChemIDplus
Manual Xrefs Databases
C00002771 KNApSAcK
C10490 KEGG COMPOUND
HMDB0033591 HMDB
Safrole Wikipedia
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Registry Numbers Types Sources
136380 Reaxys Registry Number Reaxys
94-59-7 CAS Registry Number NIST Chemistry WebBook
94-59-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
28 July 2014