LOA

(3beta,5beta,9beta)-3-(acetyloxy)cholan-24-oic acid

Created:	2013-02-08
Last modified:	2021-03-01

Find Related PDB Entry
1 entries where LOA is found as a standalone ligand

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Chemical Details
Formal Charge	0
Atom Count	72
Chiral Atom Count	9
Bond Count	75
Aromatic Bond Count	0

2D diagram of LOA

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	(3beta,5beta,9beta)-3-(acetyloxy)cholan-24-oic acid
Synonyms	Lithocholic acid acetate
Systematic Name (OpenEye OEToolkits)	(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-acetyloxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
Formula	C₂₆ H₄₂ O₄
Molecular Weight	418.609
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	O=C(O)CCC(C4C3(C(C2C(C1(CCC(OC(=O)C)CC1CC2)C)CC3)CC4)C)C
SMILES	CACTVS	3.370	C[CH](CCC(O)=O)[CH]1CC[CH]2[CH]3CC[CH]4C[CH](CC[C]4(C)[CH]3CC[C]12C)OC(C)=O
SMILES	OpenEye OEToolkits	1.7.6	CC(CCC(=O)O)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)OC(=O)C)C)C
Canonical SMILES	CACTVS	3.370	C[C@H](CCC(O)=O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@@H](CC[C@]4(C)[C@H]3CC[C@]12C)OC(C)=O
Canonical SMILES	OpenEye OEToolkits	1.7.6	C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)OC(=O)C)C)C
InChI	InChI	1.03	InChI=1S/C26H42O4/c1-16(5-10-24(28)29)21-8-9-22-20-7-6-18-15-19(30-17(2)27)11-13-25(18,3)23(20)12-14-26(21,22)4/h16,18-23H,5-15H2,1-4H3,(H,28,29)/t16-,18-,19-,20+,21-,22+,23+,25+,26-/m1/s1
InChIKey	InChI	1.03	FCQRLHQHKFKTQE-HCTDMSSWSA-N

Related Resource References

Resource Name	Reference
PubChem	7203539
ChEMBL	CHEMBL272041

RCSB PDB Core Operations are funded by the U.S. National Science Foundation (DBI-2321666), the US Department of Energy (DE-SC0019749), and the National Cancer Institute, National Institute of Allergy and Infectious Diseases, and National Institute of General Medical Sciences of the National Institutes of Health under grant R01GM157729.