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Chenodiol

Chenodeoxycholic Acid

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Valsynthese, part of the SSE Group, is a CDMO focused on highly energetic and highly hazardous chemistry.

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Bloomage is a one-stop source for CEP Sodium Hyaluronate and Hyaluronic Acid// FDA-inspected & GMP-certified.

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26 API Suppliers, 17 USDMF, 1 CEP/COS, 2 KDMF, 2 NDC API, 11 Listed Suppliers, $ API Reference Price

26 API Suppliers
17 USDMF
1 CEP/COS
2 KDMF
2 NDC API
11 Listed Suppliers
$ API Reference Price

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2 Drugs in Development

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20 Fillers, Diluents & Binders
15 Direct Compression
14 Lubricants & Glidants
14 Disintegrants & Superdisintegrants
12 Thickeners and Stabilizers
9 Granulation
8 Co-Processed Excipients
6 Controlled & Modified Release
5 Coating Systems & Additives
4 Taste Masking
3 Emulsifying Agents
3 Parenteral
2 Chewable & Orodispersible Aids
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1 Surfactant & Foaming Agents

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1 Analytical Methods

Chenodeoxycholic Acid

Synopsis

ACTIVE PHARMA INGREDIENTS

26

API Suppliers

17

USDMF

1

CEP/COS

CEP/COS Certifications

0

JDMF

0

EU WC

2

KDMF

2

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0

VMF

11

Listed Suppliers

API REF. PRICE (USD/KG)

$

$ 101

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6

API

2

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2

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0

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0

Canada

0

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0

South Africa

0

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2DRUGS IN DEVELOPMENT

DRUG PRODUCT COMPOSITIONS

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4

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US Medicaid (USD)

19,086,742

Annual Reports (USD Million)

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Finished Drug Prices

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73 RELATED EXCIPIENT COMPANIES

122EXCIPIENTS BY APPLICATIONS

Chemistry

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Also known as: Chenodiol, 474-25-9, Chenix, Chenic acid, Cdca, Chenodeoxycholate

Molecular Formula

C₂₄H₄₀O₄

Molecular Weight

392.6 g/mol

InChI Key

RUDATBOHQWOJDD-BSWAIDMHSA-N

FDA UNII

0GEI24LG0J

Chenodeoxycholic Acid

A bile acid, usually conjugated with either glycine or taurine. It acts as a detergent to solubilize fats for intestinal absorption and is reabsorbed by the small intestine. It is used as cholagogue, a choleretic laxative, and to prevent or dissolve gallstones.

1 2D Structure

Chenodeoxycholic Acid

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(4R)-4-[(3R,5S,7R,8R,9S,10S,13R,14S,17R)-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

2.1.2 InChI

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

2.1.3 InChI Key

RUDATBOHQWOJDD-BSWAIDMHSA-N

2.1.4 Canonical SMILES

CC(CCC(=O)O)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)O)C)O)C

2.1.5 Isomeric 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

2.2 Other Identifiers

2.2.1 UNII

0GEI24LG0J

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Acid, Chenic

2. Acid, Chenique

3. Acid, Chenodeoxycholic

4. Acid, Gallodesoxycholic

5. Chenic Acid

6. Chenique Acid

7. Chenix

8. Chenodeoxycholate

9. Chenodeoxycholate, Sodium

10. Chenodiol

11. Chenofalk

12. Chenophalk

13. Gallodesoxycholic Acid

14. Henohol

15. Quenobilan

16. Quenocol

17. Sodium Chenodeoxycholate

2.3.2 Depositor-Supplied Synonyms

1. Chenodiol

2. 474-25-9

3. Chenix

4. Chenic Acid

5. Cdca

6. Chenodeoxycholate

7. Chenodesoxycholic Acid

8. Gallodesoxycholic Acid

9. Chendol

10. Anthropodeoxycholic Acid

11. Anthropodesoxycholic Acid

12. Chenofalk

13. Anthropododesoxycholic Acid

14. Chenodesoxycholsaeure

15. Chenodiol [usan]

16. Chenocol

17. Chenossil

18. Cholanorm

19. Fluibil

20. Xenbilox

21. Chenocholic Acid

22. 3alpha,7alpha-dihydroxy-5beta-cholan-24-oic Acid

23. Acido Chenodeoxicholico

24. 3alpha,7alpha-dihydroxy-5beta-cholanic Acid

25. Chenodesoxycholsaeure [german]

26. Acide Chenodeoxycholique

27. 7-alpha-hydroxylithocholic Acid

28. Acidum Chenodeoxycholicum

29. 7alpha-hydroxylithocholic Acid

30. Acide Chenodeoxycholique [inn-french]

31. Acido Chenodeoxicholico [inn-spanish]

32. Acidum Chenodeoxycholicum [inn-latin]

33. 3-alpha,7-alpha-dihydroxycholanic Acid

34. 3-alpha,7-alpha-dihydroxycholansaeure [german]

35. (4r)-4-[(3r,5s,7r,8r,9s,10s,13r,14s,17r)-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

36. 3-alpha,7-alpha-dihydroxycholansaeure

37. 0gei24lg0j

38. Chenodeoxycholic Acid [inn]

39. 3-alpha,7-alpha-dihydroxy-5-beta-cholan-24-oic Acid

40. Chebi:16755

41. Cholan-24-oic Acid, 3,7-dihydroxy-, (3alpha,5beta,7alpha)-

42. Chenodiol (usan)

43. Cholan-24-oic Acid, 3,7-dihydroxy-, (3a,5b,7a)-

44. Nsc-657949

45. Nsc-757798

46. (3alpha,5beta,7alpha)-3,7-dihydroxycholan-24-oic Acid

47. 5-beta-cholan-24-oic Acid, 3-alpha,7-alpha-dihydroxy-

48. (3alpha,5beta,7alpha,8xi)-3,7-dihydroxycholan-24-oic Acid

49. Henohol

50. Chenique Acid

51. Cholan-24-oic Acid, 3,7-dihydroxy-, (3-alpha,5-beta,7-alpha)-

52. Dsstox_cid_260

53. Dsstox_rid_75469

54. Dsstox_gsid_20260

55. 3.alpha.,7.alpha.-dihydroxy-5.beta.-cholan-24-oic Acid

56. (4r)-4-[(1s,2s,5r,7s,9r,10r,11s,14r,15r)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic Acid

57. Chendeoxycholic Acid

58. Ccris 2195

59. Einecs 207-481-8

60. Unii-0gei24lg0j

61. Nsc 657949

62. Chenocedon

63. Chendal

64. Chenodex

65. Chenorm

66. Hekbilin

67. Kebilis

68. Mfcd00064142

69. Nsc657949

70. Ncgc00016387-02

71. (r)-4-((3r,5s,7r,8r,9s,10s,13r,14s,17r)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1h-cyclopenta[a]phenanthren-17-yl)pentanoic Acid

72. Cas-474-25-9

73. Jn3

74. Chenodeoxycholic-acid

75. (+)-chenodeoxycholate

76. Chenodiol [mi]

77. Prestwick0_000285

78. Prestwick1_000285

79. Prestwick2_000285

80. Prestwick3_000285

81. Spectrum5_002009

82. Chenix (tn)

83. Chenodiol [vandf]

84. (+)-chenodeoxycholic Acid

85. Bmse000908

86. 7a-hydroxy-desoxycholsaeure

87. Ec 207-481-8

88. Bidd:pxr0056

89. Schembl25055

90. Bspbio_000190

91. Gtpl608

92. Mls002154253

93. 3a,7a-dihydroxy-5b-cholanate

94. Spbio_002409

95. 3,7-dihydroxy-5-cholanicacid

96. Bpbio1_000210

97. Chembl240597

98. Chenodeoxycholic Acid, >=97%

99. Chenodiol [orange Book]

100. Dtxsid2020260

101. 7.alpha.-hydroxylithocholic Acid

102. Bdbm21674

103. Chenodeoxycholic Acid, Free Acid

104. 3a,7a-dihydroxy-5b-cholanic Acid

105. Hms1568j12

106. Hms2095j12

107. Hms2234i22

108. Hms3712j12

109. Chenodeoxycholic Acid (jp16/inn)

110. Chenodeoxycholic Acid (jp17/inn)

111. Chenodeoxycholic Acid [jan]

112. Zinc3914808

113. Tox21_110412

114. Tox21_200491

115. (3beta,7beta,8xi,9xi,14xi,17alpha)-3,7-dihydroxycholan-24-oic Acid

116. 3a,7a-dihydroxy-5b-cholan-24-oate

117. Cholan-24-oic Acid, 3,7-dihydroxy-, (3.alpha.,5.beta.,7.alpha.)-

118. Hsci1_000210

119. Lmst04010032

120. Chenodeoxycholic Acid [mart.]

121. Akos024280614

122. Chenodeoxycholic Acid [who-dd]

123. Ccg-220285

124. Cs-0834

125. Db06777

126. 5beta-cholanic Acid-3alpha,7alpha-diol

127. Smp1_000064

128. 3.alpha.,7.alpha.-dihydroxycholansaeure

129. 3a,7a-dihydroxy-5b,14a,17b-cholanate

130. 3a,7a-dihydroxy-5b-cholan-24-oic Acid

131. Ncgc00142400-03

132. Ncgc00142400-04

133. Ncgc00142400-08

134. Ncgc00258045-01

135. (4r)-4-((1s,2s,7s,11s,5r,9r,10r,14r,15r)-5,9-dihydroxy-2,15-dimethyltetracyclo [8.7.0.0<2,7>.0<11,15>]heptadec-14-yl)pentanoic Acid

136. 24404-86-2

137. 3.alpha.,7.alpha.-dihydroxycholanic Acid

138. As-13636

139. Hy-76847

140. Smr000857194

141. Chenodeoxycholic Acid [ep Impurity]

142. Chenodeoxycholic Acid [ep Monograph]

143. 3a,7a-dihydroxy-5b,14a,17b-cholanic Acid

144. Ab00513822

145. S1843

146. (3a,5b,7a)-3,7-dihydroxy-cholan-24-oate

147. 3alpha, 7alpha-dihydroxy-5beta-cholanoic Acid

148. 3alpha, 7alpha,-dihydroxy-5beta-cholanic Acid

149. C-2900

150. C02528

151. D00163

152. (3a,5b,7a)-3,7-dihydroxy-cholan-24-oic Acid

153. Ab00513822-06

154. Ab00513822_07

155. A827222

156. Q419028

157. 3.alpha.,7.alpha.-dihydroxy-5.beta.-cholanic Acid

158. Dihydroxy-3.alpha.,7.alpha.(5.beta.)cholanic Acid

159. Leadiant (formerly Chenodeoxycholic Acid Sigma-tau)

160. (3

161. A,5

162. A,7

163. A)-3,7-dihydroxycholan-24-oic Acid

164. 3.alpha.,7.alpha.-dihydroxy-5.beta.-cholanoic Acid

165. Brd-k18135438-001-16-7

166. Ursodeoxycholic Acid Impurity A [ep Impurity]

167. 0dbbbc66-0cfa-4db9-97f4-5b1492756a02

168. Z1270387252

169. 5.beta.-cholan-24-oic Acid, 3.alpha.,7.alpha.-dihydroxy-

170. (3alpha,5alpha,7beta,8alpha,17alpha)-3,7-dihydroxycholan-24-oic Acid

171. 3,7-dihydroxycholan-24-oic Acid, (3.alpha.,5.beta.,7.alpha.)- #

172. Chenodeoxycholic Acid, 500 Mug/ml In Methanol, Certified Reference Material

173. Chenodeoxycholic Acid, European Pharmacopoeia (ep) Reference Standard

174. Cholan-24-oic Acid, 3,7-dihydroxy-, (3-.alpha., 5-.beta., 7-.alpha.)-

175. Cholan-24-oic Acid, 3,7-dihydroxy-, (3-alpha,5-beta,7-alpha)- (9ci)

176. Cholan-24-oic Acid, 3,7-dihydroxy-, (3.alpha.,5.beta.,7.alpha.)

177. (4r)-4-[(1s,2s,5r,7s,9r,10r,11s,14r,15r)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-yl]pentanoic Acid

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₄₀O₄
Molecular Weight	392.6 g/mol
XLogP3	4.9
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	4
Exact Mass	392.29265975 g/mol
Monoisotopic Mass	392.29265975 g/mol
Topological Polar Surface Area	77.8 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	605
Isotope Atom Count	0
Defined Atom Stereocenter Count	10
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Chenodiol
PubMed Health	Chenodiol (By mouth)
Drug Classes	Gastrointestinal Agent
Drug Label	Chenodiol is the non-proprietary name for chenodeoxycholic acid, a naturally occurring human bile acid. It is a bitter-tasting white powder consisting of crystalline and amorphous particles freely soluble in methanol, acetone and acetic acid and prac...
Active Ingredient	Chenodiol
Dosage Form	Tablet
Route	Oral
Strength	250mg
Market Status	Prescription
Company	Nexgen Pharma

2 of 2
Drug Name	Chenodiol
PubMed Health	Chenodiol (By mouth)
Drug Classes	Gastrointestinal Agent
Drug Label	Chenodiol is the non-proprietary name for chenodeoxycholic acid, a naturally occurring human bile acid. It is a bitter-tasting white powder consisting of crystalline and amorphous particles freely soluble in methanol, acetone and acetic acid and prac...
Active Ingredient	Chenodiol
Dosage Form	Tablet
Route	Oral
Strength	250mg
Market Status	Prescription
Company	Nexgen Pharma

4.2 Drug Indication

Chenodiol is indicated for patients with radiolucent stones in well-opacifying gallbladders, in whom selective surgery would be undertaken except for the presence of increased surgical risk due to systemic disease or age. Chenodiol will not dissolve calcified (radiopaque) or radiolucent bile pigment stones.

FDA Label

Chenodeoxycholic acid is indicated for the treatment of inborn errors of primary bile acid synthesis due to sterol 27 hydroxylase deficiency (presenting as cerebrotendinous xanthomatosis (CTX)) in infants, children and adolescents aged 1 month to 18 years and adults.

5 Pharmacology and Biochemistry

5.1 Pharmacology

It acts by reducing levels of cholesterol in the bile, helping gallstones that are made predominantly of cholesterol to dissolve. Chenodeoxycholic acid is ineffective with stones of a high calcium or bile acid content.

5.2 MeSH Pharmacological Classification

Cathartics

Agents that are used to stimulate evacuation of the bowels. (See all compounds classified as Cathartics.)

Gastrointestinal Agents

Drugs used for their effects on the gastrointestinal system, as to control gastric acidity, regulate gastrointestinal motility and water flow, and improve digestion. (See all compounds classified as Gastrointestinal Agents.)

5.3 ATC Code

A05AA01

A - Alimentary tract and metabolism

A05 - Bile and liver therapy

A05A - Bile therapy

A05AA - Bile acids and derivatives

A05AA01 - Chenodeoxycholic acid

5.4 Absorption, Distribution and Excretion

Absorption

Chenodiol is well absorbed from the small intestine.

Route of Elimination

About 80% of its bacterial metabolite lithocholate is excreted in the feces.

5.5 Metabolism/Metabolites

Chenodiol is well absorbed from the small intestine and taken up by the liver where it is converted to its taurine and glycine conjugates and secreted in bile. At steady-state, an amount of chenodiol near the daily dose escapes to the colon and is converted by bacterial action to lithocholic acid. About 80% of the lithocholate is excreted in the feces; the remainder is absorbed and converted in the liver to its poorly absorbed sulfolithocholyl conjugates. During chenodiol therapy there is only a minor increase in biliary lithocholate, while fecal bile acids are increased three- to fourfold.

5.6 Mechanism of Action

Chenodiol suppresses hepatic synthesis of both cholesterol and cholic acid, gradually replacing the latter and its metabolite, deoxycholic acid in an expanded bile acid pool. These actions contribute to biliary cholesterol desaturation and gradual dissolution of radiolucent cholesterol gallstones in the presence of a gall-bladder visualized by oral cholecystography. Bile acids may also bind the the bile acid receptor (FXR) which regulates the synthesis and transport of bile acids.

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C-24,INDUSTRIAL HYDERABAD","city":"HYDERABAD","supplier":"NINGBO MINDO PHARMACEUTICAL ","supplierCountry":"CHINA","foreign_port":"NA","customer":"MSN LABORATORIES","customerCountry":"INDIA","quantity":"1.00","actualQuantity":"1","unit":"KGS","unitRateFc":"520","totalValueFC":"526.2","currency":"USD","unitRateINR":"39416","date":"27-Oct-2021","totalValueINR":"39416","totalValueInUsd":"526.2","indian_port":"MADRAS AIR","hs_no":"29189990","bill_no":"6012671","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"NA","supplierAddress":"","customerAddress":"MSN HOUSE, PLOT NO. C-24,INDUSTRIAL HYDERABAD"},{"dataSource":"API Import","activeIngredients":"","year":"2022","qtr":"Q4","strtotime":1666377000,"product":"CHENODEOXYCHOLIC ACID","address":"RAGHAVA PRIDE,8-2-603\/1\/27,28,,RD NO.10,KRISHNAPURAM STREET,","city":"BANJARA HILLS HYDERABAD,TELANGANA","supplier":"SICHUAN CHENGHUA BIO-TECHNOLOGY CO LTD","supplierCountry":"CHINA","foreign_port":"NA","customer":"RAGHAVA LIFE SCIENCES","customerCountry":"INDIA","quantity":"3.00","actualQuantity":"3","unit":"KGS","unitRateFc":"100","totalValueFC":"305.9","currency":"USD","unitRateINR":"8390","date":"22-Oct-2022","totalValueINR":"25170","totalValueInUsd":"305.9","indian_port":"HYDERABAD AIR","hs_no":"29189990","bill_no":"3005185","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"NA","supplierAddress":"","customerAddress":"RAGHAVA PRIDE,8-2-603\/1\/27,28,,RD NO.10,KRISHNAPURAM STREET,"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q1","strtotime":1709749800,"product":"CHENODEOXYCHOLIC ACID 95% (QTY=1 CTN\/2 KGS)","address":"11\/2, KIADB AREA,","city":"ANEKAL TQ. BANGALORE","supplier":"INFOARK INTERNATIONAL CO. ","supplierCountry":"CHINA","foreign_port":"BEIJING","customer":"SONIA ORGANICS","customerCountry":"INDIA","quantity":"2.00","actualQuantity":"2","unit":"KGS","unitRateFc":"150","totalValueFC":"303.1","currency":"USD","unitRateINR":"12585","date":"07-Mar-2024","totalValueINR":"25170","totalValueInUsd":"303.1","indian_port":"Bangalore Air","hs_no":"29181990","bill_no":"2464473","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"BEIJING","supplierAddress":"ROOM 807B NEW LAND PLAZA,58 FUCHENG ROAD, HAIDIAN DISTRICT,BEIJING CHINA CN","customerAddress":"11\/2, KIADB AREA,"}]

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

Importing Country	Total Quantity (KGS)	Average Price (USD/KGS)	Number of Transactions

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