Structure via PubChem · Public domain (PubChem)
In the Vinony graph
Within Vinony's link graph, betulinic acid is referenced by 292 other articles, and connects out to terpene, terpenoids and farnesyl-diphosphate farnesyltransferase/squalene synthase.
It is catalogued under topics including Cyclopentanes, ECHA InfoCard ID from Wikidata and Hydroxycarboxylic acids.
Its subject is documented across 16 Wikipedia language editions.
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
Research
2,595 papers- Betulinic Acid for Glioblastoma Treatment: Reality, Challenges and Perspectives.International journal of molecular sciences · 2024
- Betulinic acid: A natural promising anticancer drug, current situation, and future perspectives.Journal of biochemical and molecular toxicology · 2022
- Advancements in Betulinic Acid-Loaded Nanoformulations for Enhanced Anti-Tumor Therapy.International journal of nanomedicine · 2024
- Betulinic acid in the treatment of tumour diseases: Application and research progress.Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie · 2021
- A Review on Preparation of Betulinic Acid and Its Biological Activities.Molecules (Basel, Switzerland) · 2021
via PubMed
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
via Wikidata · CC0
Connections
terpene
Entity
terpenoids
Entity
farnesyl-diphosphate farnesyltransferase/squalene synthase
Entity
malaria
Entity
deoxyribonucleic acid
Entity
Salvia rosmarinus
Entity
tropics
Entity
mitochondrion
Entity
cholesterol
Entity
digital object identifier
Entity
breast cancer
Entity
leukemia
Entity
chemical formula
Entity
melting point
Entity
bark
Entity
testosterone
Entity
steroid
Entity
carnivorous plant
Entity
camphor
Entity
Colorectal cancer
Concept