alpha-Spinasterol

Names

[ CAS No. ]:
481-18-5

[ Name ]:
alpha-Spinasterol

[Synonym ]:
a-Spinasterin
Bessisterol
UNII:0LG993QX1A
Spinasterol
(3b,5a,22E)-Stigmasta-7,22-dien-3-ol
Alpha-Spinasterol
spinasta-7,22-dien-3-ol
Hitodesterol
Chondrillasterol
a-Spinasterol
Stigmasta-7,22-dien-3-ol, (3β,5α,22E)-
α-Spinasterin
(3β,5α,22E)-Stigmasta-7,22-dien-3-ol

Biological Activity

[Description]:

α-Spinasterol, isolated from Spinacia oleracea, has antibacterial activity[1]. α-Spinasterol is a transient receptor potential vanilloid 1 (TRPV1) antagonist, has anti-inflammatory, antidepressant, antioxidant and antinociceptive effects. α-Spinasterol inhibits COX-1 andCOX-2 activities with IC50 values of 16.17 μM and 7.76 μM, respectively[2].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> TRP Channel

Research Areas >> Infection

Signaling Pathways >> Immunology/Inflammation >> COX

Research Areas >> Neurological Disease

[Target]

COX-1:16.17 μM (IC50)

COX-2:7.76 μM (IC50)

TRPV1

[References]

[1]. Brusco I, et al. α-Spinasterol: a COX inhibitor and a transient receptor potential vanilloid 1 antagonist presents an antinociceptive effect in clinically relevant models of pain in mice. Br J Pharmacol. 2017 Dec;174(23):4247-4262.

[2]. Yang X, et al. A novel method for synthesis of α-spinasterol and its antibacterial activities in combination with ceftiofur. Fitoterapia. 2017 Jun;119:12-19.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
500.0±44.0 °C at 760 mmHg

[ Melting Point ]:
168-169°

[ Molecular Formula ]:
C₂₉H₄₈O

[ Molecular Weight ]:
412.691

[ Flash Point ]:
219.1±20.7 °C

[ Exact Mass ]:
412.370514

[ PSA ]:
20.23000

[ LogP ]:
10.13

[ Vapour Pressure ]:
0.0±2.9 mmHg at 25°C

[ Index of Refraction ]:
1.531

[ Storage condition ]:
2-8℃

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: WJ2480000

CHEMICAL NAME :: 5-alpha-Stigmasta-7,22-dien-3-beta-ol, (E)-

CAS REGISTRY NUMBER :: 481-18-5

LAST UPDATED :: 198608

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C29-H48-O

MOLECULAR WEIGHT :: 412.77

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 479 mg/kg

TOXIC EFFECTS :: Biochemical - Metabolism (Intermediary) - effect on inflammation or mediation of inflammation

REFERENCE :: YHHPAL Yaoxue Xuebao. Acta Pharmaceutica Sinica. Pharmaceutical Journal. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1953- Suspended 1966-78. Volume(issue)/page/year: 20,257,1985

Safety Information

[ Hazard Codes ]:
Xi