Lupenone

Names

[ Name ]:
Lupenone

[Synonym ]:
Lupenone
(1R,3aR,4S,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-Isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-eicosahydro-cyclopenta[a]chrysen-9-one
(1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-Hexaméthyl-1-(1-propèn-2-yl)icosahydro-9H-cyclopenta[a]chrysén-9-one
(1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-Isopropenyl-3a,5a,5b,8,8,11a-hexamethylicosahydro-9H-cyclopenta[a]chrysen-9-one
Lup-2-en-1-one
(1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-Isopropenyl-3a,5a,5b,8,8,11a-hexamethylicosahydro-9H-cyclopenta[a]chrysen-9-on
Lup-20(29)-en-3-one
Lup-20(30)-en-3-one
18-lupen-3-one

Biological Activity

[Description]:

Lupenone, isolated from Rhizoma Musae, belongs to lupane type triterpenoids. Lupenone shows various pharmacological activities including anti-inflammatory, anti-virus, anti-diabetes, anti-cancer, improving Chagas disease without major toxicity[1][2].

[Related Catalog]:

Research Areas >> Cancer

Research Areas >> Infection

Signaling Pathways >> Others >> Others

Research Areas >> Inflammation/Immunology

[References]

[1]. Xu F, et al. Beneﬁcial health effects of lupenone triterpene: A review. Biomed Pharmacother. 2018 Jul;103:198-203.

[2]. Xu F, et al. Lupenone is a good anti-inflammatory compound based on the network pharmacology. Mol Divers. 2019 Feb 22.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
487.9±12.0 °C at 760 mmHg

[ Melting Point ]:
165-167ºC

[ Molecular Formula ]:
C₃₀H₄₈O

[ Molecular Weight ]:
424.702

[ Flash Point ]:
278.4±5.7 °C

[ Exact Mass ]:
424.370514

[ PSA ]:
17.07000

[ LogP ]:
10.39

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.510

Safety Information

[ Hazard Codes ]:
Xi

[ HS Code ]:
29142990

Synthetic Route

Click to get detail synthetic route

Related Compounds

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