Ursodeoxycholic acid

• CAS: 128-13-2
• Catalog Number: ACM128132
• Category: Steroidal Compounds
• Molecular Weight: 392.57
• Molecular Formula: C24H40O4
• Description: Ursodeoxycholic acid (INN, BAN and AAN), also known as ursodiol (USAN) and the abbreviation UDCA, from the root-word for bear urso, as bear bile contains the substance, is one of the secondary bile acids, which are metabolic byproducts of intestinal bacteria.
• Synonyms: Tauroursodiol
• IUPAC Name: (4R)-4-[(3R,5S,7S,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
• Canonical SMILES: CC(CCC(=O)O)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)O)C)O)C
• 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
• InChI Key: RUDATBOHQWOJDD-UZVSRGJWSA-N
• Boiling Point: 437.26 °C
• Melting Point: 203-204 °C(lit.)
• Flash Point: 9 °C
• Density: 0.9985 g/cm³
• Solubility: Practically insoluble in water
• Appearance: Solid
• Storage: 2-8 °C
• Complexity: 605
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 10
• EC Number: 204-879-3
• Exact Mass: 392.29265975
• Formal Charge: 0
• Hazard Codes: Xi
• Heavy Atom Count: 28
• HS Code: 2918199090
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 3
• 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
• LogP: 4.47790
• MDL Number: MFCD00003680
• Monoisotopic Mass: 392.29265975
• Physical State: Powder
• PSA: 77.76
• Rotatable Bond Count: 4
• Safety Description: S24/25
• Stability: Stable under normal temperatures and pressures.
• Storage Conditions: Store in a tightly closed container. Store in a cool, dry area away from incompatible substances.
• Topological Polar Surface Area: 77.8 Ų
• WGK Germany: 2
• XLogP3-AA: 4.9

Custom Q&A

What is the molecular formula of Ursodeoxycholic acid?

The molecular formula of Ursodeoxycholic acid is C24H40O4.

What is the molecular weight of Ursodeoxycholic acid?

The molecular weight of Ursodeoxycholic acid is 392.6 g/mol.

What is another name for Ursodeoxycholic acid?

Another name for Ursodeoxycholic acid is ursodiol.

What is the role of Ursodeoxycholic acid in the body?

Ursodeoxycholic acid prevents the synthesis and absorption of cholesterol and can lead to the dissolution of gallstones.

What is the IUPAC name of Ursodeoxycholic acid?

The IUPAC name of Ursodeoxycholic acid is (4R)-4-[(3R,5S,7S,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.

What is the InChIKey of Ursodeoxycholic acid?

The InChIKey of Ursodeoxycholic acid is RUDATBOHQWOJDD-UZVSRGJWSA-N.

What is the canonical SMILES of Ursodeoxycholic acid?

The canonical SMILES of Ursodeoxycholic acid is CC(CCC(=O)O)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)O)C)O)C.

What is the DrugBank classification of Ursodeoxycholic acid?

Ursodeoxycholic acid is classified as a Bile Acid in DrugBank.

What is the CAS number of Ursodeoxycholic acid?

The CAS number of Ursodeoxycholic acid is 128-13-2.

How does the administration of Ursodeoxycholic acid affect bile composition?

The administration of Ursodeoxycholic acid changes the composition of bile and may dissolve gallstones.