S9652

Safrole

≥97%

• Synonym(s): 4-Allyl-1,2-methylenedioxybenzene, 5-Allyl-1,3-benzodioxole
• Empirical Formula (Hill Notation): C₁₀H₁₀O₂
• CAS Number: 94-59-7
• Molecular Weight: 162.19
• UNSPSC Code: 12352200
• NACRES: NA.25
• PubChem Substance ID: 24899851
• EC Number: 202-345-4
• Beilstein/REAXYS Number: 136380
• MDL number: MFCD00005841

Properties

• vapor pressure: 1 mmHg ( 63.8 °C)
• Quality Segment: 200
• assay: ≥97%
• color: yellow
• refractive index: n20/D 1.537 (lit.)
• bp: 232-234 °C (lit.)
• mp: 11.2 °C (lit.)
• density: 1.095 g/mL at 25 °C (lit.)
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• SMILES string: C=CCc1ccc2OCOc2c1
• InChI: 1S/C10H10O2/c1-2-3-8-4-5-9-10(6-8)12-7-11-9/h2,4-6H,1,3,7H2
• InChI key: ZMQAAUBTXCXRIC-UHFFFAOYSA-N

Description

General description

Safrole is used as a counter irritant and for treating parasitic infections.

Application

Safrole has been used to investigate the role of aldehyde dehydrogenase 3A1 (ALDH3A1) in conferring cisplatin resistance to head and neck squamous cell carcinoma (HNSCC).

Biochem/physiol Actions

Safrole is one of the vital food‐borne phytotoxins. It is present in various natural products such as spices including anise, basil, nutmeg and pepper. It exhibits cytotoxic effect in human tongue squamous carcinoma SCC‐4 cells by promoting apoptosis via mitochondria‐ and caspase‐dependent signal pathways.

Safrole is a naturally-occurring genotoxic compound found in Sassafras root and Areca (betel) quid. It is a hepatocarcinogen, and safrole-DNA adducts have also been seen in oral cancers of Areca users. Metabolites of safrole form adducts with DNA and induce chromasomal aberrations and sister chromatid exchanges.

Other Notes

Principal constituent of sassafras oil

Safety Information

• pictograms: GHS08,GHS07
• signalword: Danger
• hcodes: H302,H315,H341,H350
• pcodes: P202 - P264 - P280 - P301 + P312 - P302 + P352 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Carc. 1B - Muta. 2 - Skin Irrit. 2
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: 212.0 °F - closed cup
• flash_point_c: 100 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter