Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00482)
Name
Obeticholic acid
Synonyms    Click to Show/Hide the Synonyms of This API
Obeticholic acid; 6-ECDCA; INT-747; 459789-99-2; 6-Ethylchenodeoxycholic acid; Ocaliva; 6alpha-Ethyl-chenodeoxycholic acid; INT747; INT 747; 6-Ethyl-CDCA; Obetichloic acid; UNII-0462Z4S4OZ; DSP-1747; 6-ETHYL-CHENODEOXYCHOLIC ACID; (4R)-4-[(3R,5S,6R,7R,8S,9S,10S,13R,14S,17R)-6-ethyl-3,7-dihydroxy-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; 6alpha-ethylchenodeoxycholic acid; 0462Z4S4OZ; 6ECDCA; (4R)-4-[(1S,2S,5R,7S,8R,9R,10S,11S,14R,15R)-8-ethyl-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid; 6-Et CDCA; Obeticholic acid [USAN:INN]; Ocaliva (TN); 6-ECDCA; Obeticholic acid; SCHEMBL715823; Obeticholic acid (INT-747); CHEMBL566315; GTPL3435; (3alpha,5beta,6alpha,7alpha)-6-Ethyl-3,7-dihydroxycholan-24-oic acid; BDBM21675; CHEBI:43602; DTXSID20196671; EX-A387; Obeticholic acid (JAN/USAN/INN); 6alpha-ethyl-3alpha,7alpha-dihydroxy-5beta-cholan-24-oic acid; ZINC14164617; AKOS024259126; Cholan-24-oic acid, 6-ethyl-3,7-dihydroxy-, (3alpha,5beta,6alpha,7alpha)-; CS-3813; DB05990; GS-6103; NCGC00480885-01; HY-12222; C15636; D09360; Q15708271; 3alpha,7alpha-dihydroxy-6alpha-ethyl-5beta-cholan-24-oic acid; (3alpha,5beta,6alpha,7alpha,8xi)-6-Ethyl-3,7-dihydroxycholan-24-oic acid; (3beta,5beta,6alpha,7beta)-6-ethyl-3,7-dihydroxycholan-24-oic acid; (R)-4-((3R,5S,6R,7R,8S,9S,10S,13R,14S,17R)-6-ethyl-3,7-dihydroxy-10,13-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid
Clinical Status
Approved
Disease Indication Cholangitis ICD-11: DC13 [1]
PubChem CID
447715
Formula
C26H44O4
Canonical SMILES
CC[C@@H]1[C@@H]2C[C@@H](CC[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3[C@@H]1O)CC[C@@H]4[C@H](C)CCC(=O)O)C)C)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
InChIKey
ZXERDUOLZKYMJM-ZWECCWDJSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=447715"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 420.6 Topological Polar Surface Area 77.8
XlogP 5.7 Complexity 649
Heavy Atom Count 30 Rotatable Bond Count 5
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 4
Full List of Drug Formulations (DFMs) Containing This API
          Obeticholic acid 10 mg tablet Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Magnesium stearate; Ferric oxide yellow; Talc; Titanium dioxide; Polyethylene glycol 3350; Microcrystalline cellulose; Polyvinyl alcohol, unspecified; Sodium starch glycolate type a potato
                   Dosage Form Oral Tablet
                   Company Intercept Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
Polyethylene glycol 3350 DIG Info Albendazole monooxygenase (Protein expression upregulation) [2]
          Obeticholic acid 5 mg tablet Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Magnesium stearate; Ferric oxide yellow; Talc; Titanium dioxide; Polyethylene glycol 3350; Microcrystalline cellulose; Polyvinyl alcohol, unspecified; Sodium starch glycolate type a potato
                   Dosage Form Oral Tablet
                   Company Intercept Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
Polyethylene glycol 3350 DIG Info Albendazole monooxygenase (Protein expression upregulation) [2]
References
1 FDA label for approved obeticholic acid from the official website of the U.S. Food and Drug Administration.
2 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.

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