Compound: safrole
SMILES: O1c2c(ccc(c2)CC=C)OC1
InChIKey: ZMQAAUBTXCXRIC-UHFFFAOYSA-N
Synonyms: safrole, 94-59-7, Safrol, Shikimole, Shikomol, 5-Allyl-1,3-benzodioxole, Safrole MF, Safrene, 1,3-Benzodioxole, 5-(2-propenyl)-, Allylcatechol methylene ether, Shikimol, 5-(2-Propenyl)-1,3-benzodioxole, m-Allylpyrocatechin methylene ether, 4-Allyl-1,2-methylenedioxybenzene, 4-Allylpyrocatechol formaldehyde acetal, Allylpyrocatechol methylene ether, 3,4-(Methylenedioxy)allylbenzene, 5-prop-2-enyl-1,3-benzodioxole, 1-Allyl-3,4-methylenedioxybenzene, Benzene, 4-allyl-1,2-(methylenedioxy)-, Allyldioxybenzene methylene ether, 1,2-Methylenedioxy-4-allylbenzene, 1,3-Benzodioxole, 5-allyl-, DTXSID0021254, 5-(prop-2-en-1-yl)-2H-1,3-benzodioxole, NSC-11831, 3,4-methylenedioxy-allylbenzene, 3-(3,4-Methylenedioxyphenyl)prop-1-ene, RSB34337V9, CHEBI:8994, DTXCID601254, NSC11831, 1,2-methylenedioxy-4-allyl-Benzene, Safroles, Safrols, Shikimols, 4 Allyl 1,2 methylenedioxybenzene, 4-Allyl-1,2-methylenedioxybenzenes, RefChem:6209, 202-345-4, 616-892-5, Sassafras, RCRA waste number U203, NSC 11831, Benzene, 1,2-methylenedioxy-4-allyl-, (Allyldioxy)benzene methylene ether, 1-Allyl-3,4-(methylenedioxy)benzene, 4-Allyl-1,2-(methylenedioxy)benzene, (1,2-(Methylenedioxy)-4-allyl)benzene, 1,3-Benzodioxole, 5-(2-propen-1-yl)-, Caswell No. 729, CAS-94-59-7, [1,2-(Methylenedioxy)-4-allyl]benzene, CCRIS 553, HSDB 2653, Alda-89, EINECS 202-345-4, RCRA waste no. U203, EPA Pesticide Chemical Code 097901, BRN 0136380, saffrole, UNII-RSB34337V9, 5-allylbenzo[d][1,3]dioxole, AI3-00514, Spectrum_001446, SAFROLE [IARC], Safrole, >=97%, 1, 5-allyl-, SAFROLE [MI], 3-[(3,4-Methylenedioxy)phenyl]-1-propene, Spectrum2_000775, Spectrum3_001105, Spectrum4_001939, Spectrum5_000843, SAFROLE [USP-RS], 1, 5-(2-propenyl)-, 5-allyl-benzo-1,3-dioxole, 5-allyl-benzo[1,3]dioxole, SCHEMBL56828, BSPBio_002810, KBioGR_002319, KBioSS_001926, 5-19-01-00553 (Beilstein Handbook Reference), MLS001056251, DivK1c_001022, SPECTRUM1503620, SPBio_000850, 3,4-Methylenedioxy-allybenzene, Safrole, 10mg/ml in Methanol, CHEMBL242273, SCHEMBL5061126, SCHEMBL7261780, 5-?Allyl-?1,3-?benzodioxole, SCHEMBL13045858, SCHEMBL29368306, HMS503M05, KBio1_001022, KBio2_001926, KBio2_004494, KBio2_007062, KBio3_002030, NINDS_001022, GLXC-10201, HMS1922E22, 3, 4-(Methylenedioxy)allylbenzene, 1-Allyl,3,4-methylenedioxy benzene, Tox21_202439, Tox21_300520, 1,2-(Methylenedioxy)-4-allylbenzene, WLN: T56 BO DO CHJ G2U1, (E)5-1-Propenyl]-1,3-benzodioxole, AKOS016017163, 1, 2-(Methylenedioxy)-4-allylbenzene, 4-?Allyl-?1,2-?methylenedioxybenzene, 4-Allyl-1, 2-(methylenedioxy)benzene, 5-Allyl-1,3-benzodioxolerlet DS Base, CCG-214763, FS-3451, SDCCGMLS-0066708.P001, 3-(3,4-methylendioxyphenyl)-1-propene, IDI1_001022, NCGC00091122-01, NCGC00091122-02, NCGC00091122-03, NCGC00091122-04, NCGC00091122-05, NCGC00091122-06, NCGC00091122-07, NCGC00254416-01, NCGC00259988-01, AC-34312, M-ALLYL PYROCATECHINMETHYLENE ETHER, SMR001216599, 5-(2-Propenyl)-1,3-benzodioxole, 9CI, 4-Allyl-1,2-(methylenedioxy)benzene, 8CI, DB-057512, NS00017606, S0002, ST50406117, Q412424, SR-05000002392, Safrole, certified reference material, TraceCERT(R), SR-05000002392-1, BENZENE,1-ALLYL,3,4-METHYLENEDIOXY   SAFROLE, InChI=1/C10H10O2/c1-2-3-8-4-5-9-10(6-8)12-7-11-9/h2,4-6H,1,3,7H
Theoretical properties:
molecular_formula: C10H10O2
molecular_weight: 162.18 g/mol
exact_mass: 162.068079557 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 2
heavy_atom_count: 12
topological_polar_surface_area: 18.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Colorless or pale yellow oil
color: Colorless or pale yellow oil
odor: Sassafras odor
boiling_point: 450 to 453 °F at 760 mmHg (NTP, 1992)
melting_point: 52.2 °F (NTP, 1992)
density: 1.1 at 68 °F (NTP, 1992) - Denser than water; will sink
solubility: less than 1 mg/mL at 64 °F (NTP, 1992)
flash_point: 208 °F (NTP, 1992)
vapor_pressure: 1 mmHg at 146.8 °F (NTP, 1992)
Descriptions:
pubchem: Safrole can cause cancer according to an independent committee of scientific and health experts.
chebi: 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.
chembl: SAFROLE is a small molecule listed in the ChEMBL database and has reached clinical trial phase -1.0.
wikipedia: Safrole is an organic compound with the formula CH2O2C6H3CH2CH=CH2.  It is a colorless oily liquid, although impure samples can appear yellow.  A member of the phenylpropanoid family of natural products, it is found in sassafras plants, among others.  Small amounts are found in a wide variety of plants, where it functions as a natural antifeedant. Ocotea pretiosa, which grows in Brazil, and Sassafras albidum, which grows in eastern North America, are the main natural sources of safrole. It has a characteristic "sweet-shop" aroma.
It is a precursor in the synthesis of the insecticide synergist piperonyl butoxide, the fragrance piperonal via isosafrole, and the empathogenic/entactogenic substance MDMA.