alpha-Bisabolol

Names

[ CAS No. ]:
515-69-5

[ Name ]:
alpha-Bisabolol

[Synonym ]:
MFCD03846910
rel-(2R)-6-Methyl-2-[(1R)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-ol
3-Cyclohexene-1-methanol, α,4-dimethyl-α-(4-methyl-3-penten-1-yl)-, (αR,1R)-
)-α-Bisabolol
a-Bisabolol
α-Bisabolol
3-Cyclohexene-1-methanol, α,4-dimethyl-α-(4-methyl-3-pentenyl)-, (αR,1R)-rel-
dl-a-Bisabolol
(+/-)-α-Bisabolol
(2R)-6-Methyl-2-[(1R)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-ol
6-Methyl-2-(4-methyl-3-cyclohexen-1-yl)-5-hepten-2-ol
EINECS 208-205-9
(2R)-6-Methyl-2-[(1R)-4-methyl-3-cyclohexen-1-yl]-5-hepten-2-ol
Dragosantol
(R*,R*)-6-Dethyl-2-(4-methyl-3-cyclohexen-1-yl)-5-Hepten-2-ol
(±)-a-Bisabolol

Biological Activity

[Description]:

alpha-Bisabolol is a nontoxic sesquiterpene alcohol present in natural essential oil, with anticancer activity. alpha-Bisabolol exerts selective anticancer effect on A549 NSCLC cells (IC50=15 μM) via induction of cell cycle arrest, mitochondrial apoptosis and inhibition of PI3K/Akt signalling pathways. alpha-Bisabolol also strongly induces apoptosis in glioma cells[1][2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

[References]

[1]. Wu S, et al. Anticancer effects of α-Bisabolol in human non-small cell lung carcinoma cells are mediated via apoptosis induction, cell cycle arrest, inhibition of cell migration and invasion and upregulation of P13K/AKT signalling pathway. J BUON. 2018 Sep-Oct;23(5):1407-1412.

[2]. Cavalieri E, et al. alpha-Bisabolol, a nontoxic natural compound, strongly induces apoptosis in glioma cells. Biochem Biophys Res Commun. 2004 Mar 12;315(3):589-94.

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
314.5±11.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₅H₂₆O

[ Molecular Weight ]:
222.366

[ Flash Point ]:
113.2±15.6 °C

[ Exact Mass ]:
222.198364

[ PSA ]:
20.23000

[ LogP ]:
5.07

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.494

[ Stability ]:
Stable. Combustible. Incompatible with strong oxidizing agents.

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: MJ9685000

CHEMICAL NAME :: 5-Hepten-2-ol, 6-methyl-2-(4-methyl-3-cyclohexen-1-yl)-

CAS REGISTRY NUMBER :: 515-69-5

LAST UPDATED :: 199709

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C15-H26-O

MOLECULAR WEIGHT :: 222.41

WISWESSER LINE NOTATION :: L6UTJ A1 DXQ1&3UY1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 14850 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 19,615,1969

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 11350 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 19,615,1969 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X1661 No. of Facilities: 357 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 3923 (estimated) No. of Female Employees: 2853 (estimated)

Safety Information

[ Risk Phrases ]:
R33

[ RIDADR ]:
3439.0

[ WGK Germany ]:
2

[ RTECS ]:
MJ9685000

[ Hazard Class ]:
6.1

[ HS Code ]:
29061900

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 29061900