Structure via PubChem · Public domain (PubChem)
Lupeol
Sign in to saveAlso known as fagarasterol, monogynol B, beta-viscol, (3-beta)-Lup-20(29)-en-3-ol, Faganasterol, Clerodol
compuesto químico
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 Ų
- 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
via Wikidata · CC0
Article · Español
Lupeol es un principio activo triterpenoides. Tiene varias propiedades medicinales, uno es antiinflamatorio. Un estudio de 1998 encontró que lupeol disminuía la inflamación de las patas en ratas en un 39%, en comparación con el 35% para el compuesto de control estandarizado indometacina.
Abstract from DBpedia / Wikipedia · CC BY-SA