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
composto 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 · Português
O lupeol é um , produtos naturais pertencentes à classe do terpenos, presente em frutas como mangas, uvas e morangos que de acordo com estudos recentes é um importante agente supressor de células cancerígenas da cabeça e pescoço.
Abstract from DBpedia / Wikipedia · CC BY-SA