Skip to Content
Merck
CN

Key Documents

View All Documentation

SML3096

Obeticholic acid

≥98% (HPLC), FXR agonist, powder

Synonym(s):

(3α,5β, 6α,7α)-6-ethyl-3,7-dihydroxy-cholan-24-oic acid, 6-ECDCA, 6a-Ethyl-Chenodeoxycholic Acid, OCA

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C26H44O4
CAS Number:
459789-99-2
Molecular Weight:
420.63
NACRES:
NA.77
UNSPSC Code:
12352106
MDL number:
MFCD16621104
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Obeticholic acid, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +4 to +6°, c = 1.0 in methanol

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

C[C@@H]([C@@]1([H])CC[C@@]([H])([C@@]2([C@@H]([C@@H]([C@@]3(C[C@@H](CC[C@@]3([C@]2(CC4)[H])C)O)[H])CC)O)[H])[C@@]14C)CCC(O)=O

InChI

1S/C26H44O4/c1-5-17-21-14-16(27)10-12-26(21,4)20-11-13-25(3)18(15(2)6-9-22(28)29)7-8-19(25)23(20)24(17)30/h15-21,23-24,27,30H,5-14H2,1-4H3,(H,28,29)/t15-,16-,17-,18-,19+,20+,21+,23+,24-,25-,26-/m1/s1

InChI key

ZXERDUOLZKYMJM-ZWECCWDJSA-N

Related Categories

Biochem/physiol Actions

Obeticholic acid (6-ECDCA) is a is a semi-synthetic bile acid analogue used to treat used to treat primary biliary cholangitis. Obeticholic acid is an orally available, potent and selective FXR agonist that exhibits anticholeretic and anti-inflammation effects.
orally available, potent and selective FXR agonist that exhibits anticholeretic and anti-inflammation effects

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000532345
0000522501
0000522501
0000532345
0000448715

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Botao Gao et al.
Tissue engineering and regenerative medicine, 18(2), 217-224 (2021-02-01)
Ballooned hepatocytes (BH) are a key histological hallmark of nonalcoholic steatohepatitis (NASH), yet their consequences for liver-specific functions are unknown. In our previous study, an experimental model of human induced-BHs (iBH) has been successfully developed based on cell sheet technology. This
Roberto Pellicciari et al.
Journal of medicinal chemistry, 45(17), 3569-3572 (2002-08-09)
A series of 6alpha-alkyl-substituted analogues of chenodeoxycholic acid (CDCA) were synthesized and evaluated as potential farnesoid X receptor (FXR) ligands. Among them, 6alpha-ethyl-chenodeoxycholic acid (6-ECDCA) was shown to be a very potent and selective FXR agonist (EC(50) = 99 nM)
Lulu Sun et al.
Nature reviews. Gastroenterology & hepatology, 18(5), 335-347 (2021-02-12)
Farnesoid X receptor (FXR) is a ligand-activated transcription factor involved in the control of bile acid (BA) synthesis and enterohepatic circulation. FXR can influence glucose and lipid homeostasis. Hepatic FXR activation by obeticholic acid is currently used to treat primary

Global Trade Item Number

SKUGTIN
SML3096-5MG04065266693225
SML3096-25MG04065266693218

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service