| Identification | More | [Name]
(-)-ALPHA-BISABOLOL | [CAS]
23089-26-1 | [Synonyms]
A-(-)-BISABOLOL
(-)-ALPHA-BISABOLOL
ALPHA-(-)-BISABOLOL
BISABOLOL, A-(-)-
BISABOLOL OXIDE A
CAMILLOL
DRAGOSANTOL
HYDAGEN B
LEVOMENOL
.alpha.-4-dimethyl-.alpha.-(4-methyl-3-pentenyl)-,[S-(R*,R*)]-3-Cyclohexene-1-methanol
[S-(R*,R*)]-alpha,4-Dimethyl-alpha-(4-methyl-3-pentenyl)cyclohex-3-ene-1-methanol
[S-(R*,R*)]-alpha-Bisabolol
1-Methyl-4-(1,5-dimethyl-1-hydroxyhex-4(5)-enyl)cyclohexen-1
3-Cyclohexene-1-methanol, alpha,4-dimethyl-alpha-(4-methyl-3-pentenyl)-
3-Cyclohexene-1-methanol, alpha,4-dimethyl-alpha-(4-methyl-3-pentenyl)-, [S-(R*,R*)]-
alpha,4-dimethyl-alpha-(4-methyl-3-pentenyl)-3-cyclohexene-1-methano[s-(
alpha-Bisabolol (-)-form
Kamillosan
theta)]-thet
levomenol,β-bisabolol | [EINECS(EC#)]
245-423-3 | [Molecular Formula]
C15H26O | [MDL Number]
MFCD03412455 | [Molecular Weight]
222.37 | [MOL File]
23089-26-1.mol |
| Questions And Answer | Back Directory | [Synthesis]
(a) Chemical Synthesis: Racemic bisabolol is prepared by chemical synthesis using farnesol (farnesol) or nerol as starting materials. The synthesized product obtained from this process is a racemic product with a content of 85%, containing two isomers: 42.5% levorotatory (-)α-bisabolol and 42.5% dextrorotatory (+)α-bisabolol. This mixture contains only 42.5% of the active levorotatory isomer. 
(II) Plant Extraction Method: Using raw materials such as chamomile and Candeia brasiliensis, natural α-bisabolol is fractionated from essential oils: the fractionation process separates components from a liquid mixture based on their boiling points, and a single configuration of bisabolol is prepared through extractive distillation. (III) Biosynthesis Method: Using corn as raw material, (-)-alpha-bisabolol is obtained through biosynthesis technology. |
| Chemical Properties | Back Directory | [alpha ]
D -55.7°; D20 -51.02° (Günther) | [Boiling point ]
bp12 153° | [density ]
d20 0.9211 | [vapor pressure ]
0.015Pa at 20℃ | [FEMA ]
4666 | ALPHA-BISABOLOL | [refractive index ]
n20/D 1.496 | [Fp ]
135 °C | [storage temp. ]
-20°C | [solubility ]
DMSO:100.0(Max Conc. mg/mL);449.7(Max Conc. mM) | [form ]
neat | [pka]
15.04±0.29(Predicted) | [color ]
Colorless to light yellow | [Odor]
at 100.00 %. fruity nutty coconut | [Odor Type]
floral | [Optical Rotation]
[α]/D -60±2°, neat | [Water Solubility ]
22mg/L at 20℃ | [JECFA Number]
2031 | [Cosmetics Ingredients Functions]
SKIN CONDITIONING
SOOTHING
FRAGRANCE | [InChI]
1S/C15H26O/c1-12(2)6-5-11-15(4,16)14-9-7-13(3)8-10-14/h6-7,14,16H,5,8-11H2,1-4H3/t14-,15+/m1/s1 | [InChIKey]
RGZSQWQPBWRIAQ-CABCVRRESA-N | [SMILES]
O[C@]([C@H]1CCC(=CC1)C)(CCC=C(C)C)C | [LogP]
5.5 at 25℃ | [CAS DataBase Reference]
23089-26-1(CAS DataBase Reference) | [EPA Substance Registry System]
Levomenol (23089-26-1) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS09 | [Hazard statements ]
H412 | [Precautionary statements ]
P273-P501 | [RIDADR ]
UN 3082 9 / PGIII | [WGK Germany ]
3 | [RTECS ]
MJ9685000 | [REACH Registrations]
Active | [HS Code ]
2906195000 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Aquatic Chronic 3 | [Toxicity]
LD50 in male, female mice, rats (ml/kg): 15.2, 15.0, 14.9, 15.6 orally (Habersang) |
| Hazard Information | Back Directory | [Description]
Bisabolol, or more formally (-)-alpha-bisabolol, also known as levomenol, is a natural monocyclic sesquiterpene alcohol. Alpha-bisabolol, an unsaturated monocyclic sesquiterpene alcohol, is known as one of the “most-used herbal constituents” worldwide. Various therapeutic and biological properties of α-bisabolol in preventing oxidative stress, inflammatory disorders, infections, neurodegenerative diseases, cancers, and metabolic disorders have been reported. It is a common additive in many PCPs, including dental care products, skin moisturisers, sunscreens, and make-up products, due to its multiple biological activities.
| [Uses]
(-)-α-Bisabolol was used to investigate the leishmanicidal and cytotoxic activity of essential oil of Vanillosmopsis arborea. | [Uses]
Reference Standard in the analysis of herbal medicinal products | [Definition]
ChEBI: (-)-alpha-Bisabolol is a sesquiterpenoid. | [benefits]
The benefits of Bisabolol (or α-bisabolol) on the skin include soothing, anti-aging, maintaining skin firmness, improving skin pigmentation and moisturising the skin to reduce the appearance of fine lines. | [General Description]
(-)-α-Bisabolol is the major constituent of essential oil from leaves of Hymenocrater yazdianus. | [Flammability and Explosibility]
Notclassified | [Biochem/physiol Actions]
α-Bisabolol is active against primary acute leukemia cells, including BCR-ABL(+) acute lymphoblastic leukemias. It is the inhibitor of voltage-dependent Ca(2+) channels in tracheal smooth muscle preparations of rat. It also inhibits human and rat glioma cell growth and survival. It is a potential new therapeutic agent against leishmaniasis. | [storage]
Store at 2-8°C |
|
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Sigma-Aldrich
|
| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
|