betulinic acid   

GtoPdb Ligand ID: 3945

2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 57.53
Molecular weight 456.36
XLogP 9.41
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CC(=C)C1CCC2(C1C1CCC3C(C1(C)CC2)(C)CCC1C3(C)CCC(C1(C)C)O)C(=O)O
Isomeric SMILES CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C(=O)O
InChI InChI=1S/C30H48O3/c1-18(2)19-10-15-30(25(32)33)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h19-24,31H,1,8-17H2,2-7H3,(H,32,33)/t19-,20+,21-,22+,23-,24+,27-,28+,29+,30-/m0/s1
InChI Key QGJZLNKBHJESQX-FZFNOLFKSA-N
Classification
Compound class Natural product or derivative
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
Database Links
CAS Registry No. 472-15-1 (source: Scifinder)
ChEBI CHEBI:3087
ChEMBL Ligand CHEMBL269277
GtoPdb PubChem SID 178100772
PubChem CID 64971
Search Google for chemical match using the InChIKey QGJZLNKBHJESQX-FZFNOLFKSA-N
Search Google for chemicals with the same backbone QGJZLNKBHJESQX
Search UniChem for chemical match using the InChIKey QGJZLNKBHJESQX-FZFNOLFKSA-N
Search UniChem for chemicals with the same backbone QGJZLNKBHJESQX
Wikipedia Betulinic_acid

Product suppliers

View disclaimer

Tocris
Betulinic acid
Cat. No. 3906