22567-36-8

Basic information

• Product Name: (-)-ALPHA-BISABOLOL
• Synonyms: BISABOLOL, A-(-)-;BISABOLOL OXIDE A;CAMILLOL;HYDAGEN B;LEVOMENOL;DRAGOSANTOL;A-(-)-BISABOLOL;2,2,6-Trimethyl-6-(4-methyl-3-cyclohexen-1-yl)tetrahydro-2H-pyran-3-ol
• CAS NO: 22567-36-8
• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37
• EINECS: 245-086-2
• Mol File: 22567-36-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 327.7±42.0℃ (760 Torr)
• Flash Point: 125.9±22.1℃
• Appearance: /
• Density: 0.982±0.06 g/cm3 (20 ºC 760 Torr)
• Storage Temp.: ?20°C
• PKA: 14.51±0.60(Predicted)
• CAS DataBase Reference: (-)-ALPHA-BISABOLOL(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-ALPHA-BISABOLOL(22567-36-8)
• EPA Substance Registry System: (-)-ALPHA-BISABOLOL(22567-36-8)

Safety Data

• Hazard Codes: N
• Statements: 51/53
• Safety Statements: 61
• RIDADR: UN3077 9/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 22567-36-8(Hazardous Substances Data)

Usage

General Description

(-)-Alpha-Bisabolol, also known as levomenol, is a naturally occurring chemical mainly found in the essential oil of German Chamomile (Matricaria recutita) and the bark of the Candeia tree (Eremanthus erythropappus) in South America. It is primarily recognized for its significant anti-inflammatories and antimicrobial activities, contributing to its use in a variety of cosmetic and medicinal products for its soothing, healing, and skin protection properties. Despite its popularity in skincare and pharmaceuticals, (-)-alpha-bisabolol is also evaluated for possible applications in cancer therapies owing to its cytotoxic effect on certain types of human cancer cells. Amid safety assessments, it is considered non-toxic and non-irritating, thus safe for topical use.

Downstream Products

• 22567-38-0 (S)-2,2,6-trimethyl-6-((S)-4-methylcyclohex-3-en-1-yl)dihydro-2H-pyran-3(4H)-one 

Relevant articles and documents

On the Stereochemistry of the Bisaboloids from Matricaria chamomilla L.

The stereochemistry of the bisaboloids in chamomile - with the exception of bisabololoxide C - has been elucidated.The in-vitro-examination of the mutual convertibilities of some bisaboloids gave evidence for the stereochemical accordance of the common chiral centres of all the bisaboloids.The absolute configurations of the remaining third asymmetric carbon atoms in bisabololoxide A and B have been determined by NMR spectrometric studies in comparison with their unnatural semisynthetic epimers.All the stereogenic centres of the bisabololoxides A and B, of (-)-α-bisabolol and of bisabolonoxide A turn out to be S-configurated. - Key words: Matricaria chamomilla L., Bisaboloids, 13C NMR Spectra, Shift-Reagents