ルペオール

Also known as fagarasterol, monogynol B, beta-viscol, (3-beta)-Lup-20(29)-en-3-ol, Faganasterol, Clerodol, Lupeol

Lupeol is a pharmacologically active pentacyclic triterpenoid. It has several potential medicinal properties, like anticancer and anti-inflammatory activity.

In the Vinony graph

Within Vinony's link graph, ルペオール is referenced by 52 other articles, and connects out to mango, digital object identifier and chemical formula.

It is catalogued under topics including Chembox image size set, Cyclopentanes and ECHA InfoCard ID from Wikidata.

Its subject is documented across 14 Wikipedia language editions.

Chemical data

Formula: C30H50O
Molecular weight: 426.7 g/mol
IUPAC name: (1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol
SMILES: CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)C
InChIKey: MQYXUWHLBZFQQO-QGTGJCAVSA-N
XLogP: 9.9
Polar surface area: 20.2 Å²
H-bond donors: 1
H-bond acceptors: 1
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Research

1,647 papers

Lupeol protects against cardiac hypertrophy via TLR4-PI3K-Akt-NF-κB pathways.Acta pharmacologica Sinica · 2022
Lupeol: A dietary and medicinal triterpene with therapeutic potential.Biochemical pharmacology · 2024
Lupeol alleviates autoimmune myocarditis by suppressing macrophage pyroptosis and polarization via PPARα/LACC1/NF-κB signaling pathway.Phytomedicine : international journal of phytotherapy and phytopharmacology · 2024
Lupeol and its derivatives as anticancer and anti-inflammatory agents: Molecular mechanisms and therapeutic efficacy.Pharmacological research · 2021
Lupeol and Its Role in Chronic Diseases.Advances in experimental medicine and biology · 2016

via PubMed

Wikidata facts

Mass: 426.386166

Show 6 more facts

found in taxon: Curatella americana
chemical formula: C₃₀H₅₀O
isomeric SMILES: CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)C
canonical SMILES: CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)C
subject has role: anti-inflammatory agent
Commons category: Lupeol

Sources (5)

via Wikidata · CC0