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oleanolic acid   Click here for help

GtoPdb Ligand ID: 3306

Synonyms: oleanic acid
Compound class: Natural product
Comment: Oleanolic acid is a naturally occuring triterpenoid compound found widely in food, medicinal herbs and other plants.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 57.53
Molecular weight 456.36
XLogP 9.05
No. Lipinski's rules broken 1

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey
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Canonical SMILES OC1CCC2(C(C1(C)C)CCC1(C2CC=C2C1(C)CCC1(C2CC(C)(C)CC1)C(=O)O)C)C
Isomeric SMILES O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)C)C
InChI InChI=1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,27-,28+,29+,30-/m0/s1
InChI Key MIJYXULNPSFWEK-GTOFXWBISA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

Classification Click here for help
Compound class Natural product
IUPAC Name Click here for help
(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Synonyms Click here for help
oleanic acid
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Oleanolic Acid
GPCRdb Ligand oleanolic acid
Other databases
CAS Registry No. 508-02-1 (source: Scifinder)
ChEBI CHEBI:37659
ChEMBL Ligand CHEMBL168
GtoPdb PubChem SID 178100342
LIPID MAPS LMPR0106150004
PubChem CID 10494
Search Google for chemical match using the InChIKey MIJYXULNPSFWEK-GTOFXWBISA-N
Search Google for chemicals with the same backbone MIJYXULNPSFWEK
UniChem Compound Search for chemical match using the InChIKey MIJYXULNPSFWEK-GTOFXWBISA-N
UniChem Connectivity Search for chemical match using the InChIKey MIJYXULNPSFWEK-GTOFXWBISA-N
Wikipedia Oleanolic acid

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MedChemExpress
Oleanolic acid (links to external site)
Cat. No. HY-N0156