Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00118)
Name
Chenodeoxycholic acid
Synonyms    Click to Show/Hide the Synonyms of This API
chenodeoxycholic acid; Chenodiol; Chenix; Chenic acid; Chenodeoxycholate; 474-25-9; Chenodesoxycholic acid; Gallodesoxycholic acid; Chendol; Anthropodeoxycholic acid; Anthropodesoxycholic acid; Chenofalk; Anthropododesoxycholic acid; Chenodesoxycholsaeure; Xenbilox; Chenocholic acid; Chenodiol [USAN]; 3alpha,7alpha-Dihydroxy-5beta-cholan-24-oic acid; Sodium chenodeoxycholate; Acido chenodeoxicholico; 3alpha,7alpha-Dihydroxy-5beta-cholanic acid; Chenodesoxycholsaeure [German]; Acide chenodeoxycholique; 7-alpha-Hydroxylithocholic acid; Acidum chenodeoxycholicum; UNII-0GEI24LG0J; 7alpha-hydroxylithocholic acid; Acide chenodeoxycholique [INN-French]; Acido chenodeoxicholico [INN-Spanish]; Acidum chenodeoxycholicum [INN-Latin]; 3-alpha,7-alpha-Dihydroxycholanic acid; 3-alpha,7-alpha-Dihydroxycholansaeure [German]; 3-alpha,7-alpha-Dihydroxycholansaeure; 0GEI24LG0J; 3-alpha,7-alpha-Dihydroxy-5-beta-cholan-24-oic acid; CHEBI:16755; Cholan-24-oic acid, 3,7-dihydroxy-, (3alpha,5beta,7alpha)-; Chenodiol (USAN); Cholan-24-oic acid, 3,7-dihydroxy-, (3a,5b,7a)-; 5-beta-Cholan-24-oic acid, 3-alpha,7-alpha-dihydroxy-; (3alpha,5beta,7alpha,8xi)-3,7-dihydroxycholan-24-oic acid; Henohol; Chenique Acid; DSSTox_CID_260; DSSTox_RID_75469; DSSTox_GSID_20260; Cholan-24-oic acid, 3,7-dihydroxy-, (3-alpha,5-beta,7-alpha)- (9CI); 5beta-Cholanic acid-3alpha,7alpha-diol; Chendeoxycholic Acid; CCRIS 2195; EINECS 207-481-8; NSC 657949; Chenocedon; Chendal; Chenocol; Chenodex; Chenorm; Chenossil; Cholanorm; Fluibil; Hekbilin; Kebilis; Cholan-24-oic acid, 3,7-dihydroxy-, (3.alpha.,5.beta.,7.alpha.)-; MFCD00064142; NSC657949; NSC-657949; NCGC00016387-02; CAS-474-25-9; (+)-chenodeoxycholate; Prestwick0_000285; Prestwick1_000285; Prestwick2_000285; Prestwick3_000285; Spectrum5_002009; CHENIX (TN); (+)-chenodeoxycholic acid; bmse000908; (3alpha,5beta,7alpha)-3,7-dihydroxycholan-24-oic acid; 7a-Hydroxy-desoxycholsaeure; EC 207-481-8; BIDD:PXR0056; Chenodeoxycholic acid [INN]; SCHEMBL25055; BSPBio_000190; GTPL608; MLS002154253; 3a,7a-dihydroxy-5b-cholanate; SPBio_002409; BPBio1_000210; CHEMBL240597; Chenodeoxycholic acid, >=97%; DTXSID2020260; 7.alpha.-Hydroxylithocholic acid; BDBM21674; 3a,7a-dihydroxy-5b-cholanic acid; HMS1568J12; HMS2095J12; HMS2234I22; HMS3712J12; Chenodeoxycholic acid (JP16/INN); Chenodeoxycholic acid (JP17/INN); ZINC3914808; Tox21_110412; Tox21_200491; (3beta,7beta,8xi,9xi,14xi,17alpha)-3,7-dihydroxycholan-24-oic acid; 3a,7a-dihydroxy-5b-cholan-24-oate; Cholan-24-oic acid, 3,7-dihydroxy-, (3-alpha,5-beta,7-alpha)-; HSCI1_000210; LMST04010032; SBB002935; AKOS024280614; CCG-220285; CS-0834; DB06777; MCULE-3421183878; SMP1_000064; 3.alpha.,7.alpha.-Dihydroxycholansaeure; 3a,7a-dihydroxy-5b,14a,17b-cholanate; 3a,7a-dihydroxy-5b-cholan-24-oic acid; NCGC00142400-03; NCGC00142400-04; NCGC00142400-08; NCGC00258045-01; 3.alpha.,7.alpha.-Dihydroxycholanic acid; AS-13636; HY-76847; SMR000857194; ST033520; 3a,7a-dihydroxy-5b,14a,17b-cholanic acid; AB00513822; (3a,5b,7a)-3,7-dihydroxy-cholan-24-oate; 3alpha, 7alpha-dihydroxy-5beta-cholanoic acid; 3alpha, 7alpha,-dihydroxy-5beta-cholanic acid; C-2900; C02528; D00163; J10019; W-5059; (3a,5b,7a)-3,7-dihydroxy-cholan-24-oic acid; 25795-EP2289883A1; 25795-EP2295411A1; 25795-EP2315303A1; AB00513822-06; AB00513822_07; Q419028; 3.alpha.,7.alpha.-Dihydroxy-5.beta.-cholanic acid; Dihydroxy-3.alpha.,7.alpha.(5.beta.)Cholanic acid; Leadiant (formerly Chenodeoxycholic acid sigma-tau); A)-3,7-Dihydroxycholan-24-oic Acid; 3.alpha.,7.alpha.-Dihydroxy-5.beta.-cholanoic acid; BRD-K18135438-001-16-7; 0DBBBC66-0CFA-4DB9-97F4-5B1492756A02; Z1270387252; 3.alpha.,7.alpha.-Dihydroxy-5.beta.-cholan-24-oic acid; UNII-JIY1ILR284 component RUDATBOHQWOJDD-BSWAIDMHSA-N; 5.beta.-Cholan-24-oic acid, 3.alpha.,7.alpha.-dihydroxy-; (3alpha,5alpha,7beta,8alpha,17alpha)-3,7-dihydroxycholan-24-oic acid; 3,7-Dihydroxycholan-24-oic acid, (3.alpha.,5.beta.,7.alpha.)- #; Chenodeoxycholic acid, 500 mug/mL in methanol, certified reference material; Chenodeoxycholic acid, European Pharmacopoeia (EP) Reference Standard; Cholan-24-oic acid, 3,7-dihydroxy-, (3-.alpha., 5-.beta., 7-.alpha.)-; 24404-86-2
Clinical Status
Approved
Disease Indication Cholelithiasis ICD-11: DC11 [1]
PubChem CID
10133
Formula
C24H40O4
Canonical SMILES
C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)C
InChI
1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1
InChIKey
RUDATBOHQWOJDD-BSWAIDMHSA-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=10133"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 392.6 Topological Polar Surface Area 77.8
XlogP 4.9 Complexity 605
Heavy Atom Count 28 Rotatable Bond Count 4
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 4
Full List of Drug Formulations (DFMs) Containing This API
          Chenodeoxycholic acid 250 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
Sodium lauryl sulfate; Magnesium stearate; Glycerin; Silicon dioxide; Cellulose, microcrystalline; Methylcellulose (100 mpa.s); Sodium starch glycolate type a potato
                   Dosage Form Oral Tablet
                   Company Retrophin
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
          Chenodiol 250mg 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
Pregelatinized Starch; Silicon Dioxide; Microcrystalline Cellulose; Sodium Starch Glycollate; ; Magnesium Stearate; The Thin-Film Coating Contains: Opadry Ys-2-7035 [Consisting Of Methylcellulose, Glycerin]; Sodium Lauryl Sulfate
                   Dosage Form Tablet
                   Company Lgm Pharma Solutions
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
Pregelatinized starch DIG Info Multidrug resistance protein 1 (Protein expression downregulation) [3]
References
1 FDA label for approved chenodeoxycholic acid from the official website of the U.S. Food and Drug Administration.
2 Bacterial metabolism rescues the inhibition of intestinal drug absorption by food and drug additives. Proc Natl Acad Sci U S A. 2020 Jul 7;117(27):16009-16018.
3 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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