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481-18-5

481-18-5 structure
481-18-5 structure
  • Name: alpha-Spinasterol
  • Chemical Name: (3S,5S,9R,10S,13R,14R,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
  • CAS Number: 481-18-5
  • Molecular Formula: C29H48O
  • Molecular Weight: 412.691
  • Catalog: Biochemical Chinese herbal medicine ingredients
  • Create Date: 2018-06-30 20:34:46
  • Modify Date: 2024-01-02 20:52:03
  • 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].

Name (3S,5S,9R,10S,13R,14R,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Synonyms 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
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
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.

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℃

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
Hazard Codes Xi
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