218391

(S)-(−)-Perillyl alcohol

96%

• Synonym(s): p-Mentha-1,8-diene-7-ol
• Empirical Formula (Hill Notation): C₁₀H₁₆O
• CAS Number: 18457-55-1
• Molecular Weight: 152.23
• MDL number: MFCD00062995
• UNSPSC Code: 12352002
• PubChem Substance ID: 24853064
• NACRES: NA.22

Properties

• Assay: 96%
• form: liquid
• optical activity: [α]22/D −88°, c = 1 in methanol
• refractive index: n20/D 1.501 (lit.)
• bp: 119-121 °C/11 mmHg (lit.)
• density: 0.96 g/mL at 25 °C (lit.)
• SMILES string: CC(=C)[C@H]1CCC(CO)=CC1
• InChI: 1S/C10H16O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,10-11H,1,4-7H2,2H3/t10-/m1/s1
• InChI key: NDTYTMIUWGWIMO-SNVBAGLBSA-N

Description

General description

(S)-(-)-Perillyl alcohol is a monoterpenoid compound found in the essential oils of cherries, lavender and spearmint. It shows potent anticancer activity.

Application

(S)-(−)-Perillyl alcohol (POH or 4-isopropenyl cyclohexene carbinol) can be used as a starting material in the synthesis of:

• Perillyl alcohol neoglycoside derivatives as potential anti cancer agents.   
• Amino-modified derivatives of (S)-perillyl alcohol as potent antiproliferative agents.        
• Perillaldehyde 8,9-epoxide, a para-menthane class derivative as an in vivo anti-tumor agent.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 230.0 °F - closed cup
• Flash Point(C): 110 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves