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
chemische verbinding
In the Vinony graph
Vinony's link graph records 52 inbound references to Lupeol, and connects out to mango, digital object identifier and chemical formula.
It sits within the topics Chembox image size set, Cyclopentanes and ECHA InfoCard ID from Wikidata.
Vinony links it to 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 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
Gallery (3)
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