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betulinic acid

Structure via PubChem · Public domain (PubChem)

EntityQ384111· pop 17· linked from 292 articles

betulinic acid

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Also known as Mairin, beta-betulinic acid

chemical compound

Chemical data

Formula
C30H48O3
Molecular weight
456.7 g/mol
IUPAC name
(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
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(=O)O
InChIKey
QGJZLNKBHJESQX-FZFNOLFKSA-N
XLogP
8.2
Polar surface area
57.5 Ų
H-bond donors
2
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 1
Molecule type
Small molecule
Indications
melanoma, dysplastic nevus

via ChEMBL · EBI

Wikidata facts

Subclass of
carboxylic acid
Has part
carbon
Mass
456.360345
Show 6 more facts
chemical formula
C₃₀H₄₈O₃
found in taxon
Salvia officinalis
Commons category
Betulinic acid
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(=O)O
canonical SMILES
CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)C(=O)O
subject has role
bactericide
Sources (3)

via Wikidata · CC0