Lithocholic Acid

Catalog	DGS434139
CAS	434-13-9
Structure
Description	A cholic acid derivative as TGR5 modulator. Found in ox bile, human bile, rabbit bile, and in ox and pig gallstones.
Synonyms	3α-Hydroxy-5β-cholanic acid
IUPAC Name	(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-Hydroxy-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
Molecular Weight	376.57
Molecular Formula	C24H40O3
Canonical SMILES	CC(CCC(=O)O)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C
InChI	InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17-,18+,19-,20+,21+,23+,24-/m1/s1
InChI Key	SMEROWZSTRWXGI-HVATVPOCSA-N
Boiling Point	445.09 °C
Melting Point	183-188 °C(lit.)
Flash Point	9 °C
Purity	98%
Density	1.0454 g/cm³
Solubility	Soluble in DMSO or EtOH
Appearance	White to off-white powder
Storage	Room temperature
Complexity	574
EC Number	207-099-1
Exact Mass	376.29774513
Formal Charge	0
Heavy Atom Count	27
Hydrogen Bond Acceptor Count	3
Hydrogen Bond Donor Count	2
Isomeric SMILES	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)O)C)C
MDL Number	MFCD00003682
Monoisotopic Mass	376.29774513
pKa	4.76±0.10(Predicted)
Rotatable Bond Count	4
Shipping	Room temperature
Storage Conditions	Room temperature
Topological Polar Surface Area	57.5 Ų
XLogP3-AA	6.3