Compound: URSODEOXYCHOLIC ACID
SMILES: O=C(O)CC[C@H]([C@@H]1[C@@]2([C@H]([C@@H]3[C@@H](O)C[C@@H]4C[C@H](O)CC[C@@]4([C@H]3CC2)C)CC1)C)C
InChIKey: RUDATBOHQWOJDD-UZVSRGJWSA-N
Synonyms: URSODEOXYCHOLIC ACID, ursodiol, 128-13-2, UDCA, Actigall, Ursodesoxycholic acid, Urso Forte, Deursil, 3alpha,7beta-Dihydroxy-5beta-cholan-24-oic acid, Acido ursodeoxicolico, Urso 250, Ursonorm, Acidum ursodeoxycholicum, (3alpha,5beta,7beta)-3,7-dihydroxycholan-24-oic acid, (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, acide ursodeoxycholique, DTXSID6023731, 724L30Y2QR, Deoxyursocholic Acid, NSC-683769, Ursacholic Acid, CHEBI:9907, Cholan-24-oic acid, 3,7-dihydroxy-, (3alpha,5beta,7beta)-, Cholan-24-oic acid, 3,7-dihydroxy-, (3-alpha,5-beta,7-beta)-, 3 alpha,7 beta Dihydroxy 5 beta cholan 24 oic Acid, Acid, Ursacholic, Acid, Deoxyursocholic, Acid, Ursodeoxycholic, Ursodeoxycholate, Sodium, 3 alpha,7 beta-Dihydroxy-5 beta-cholan-24-oic Acid, Cholurso, Usodiol, NSC657950, NSC683769, (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, Ursodiol 200 mg, Ursodiol 400 mg, Reltone 200 mg, Reltone 400 mg, URUSA, acido ursodesossicolico, acidum ursodesoxycholicum, RefChem:56193, DTXCID003731, Ursodeoxycholic Acid (Ursodiol), A05AA02, 204-879-3, ursodeoxycholate, Ursofalk, Ursolvan, UrSO, Delursan, Destolit, Cholit-ursan, Ursochol, Ursacol, Litursol, Solutrat, Ursobilin, Ursodamor, Arsacol, Lyeton, Urso DS, Ursosan, 3-alpha,7-beta-Dioxycholanic acid, Ursocholic acid, deoxy-, Ursodeoxycholicacid, 3-alpha,7-beta-Dihydroxycholanic acid, 3-alpha,7-beta-Dihydroxy-5-beta-cholanoic acid, MFCD00003680, NSC 683769, 7-beta-Hydroxylithocholic acid, Peptarom, Ursodeoxycholic acid [INN], CHEMBL1551, MLS000028461, (R)-4-((3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid, Ursodiol [USAN], 3a,7b-dihydroxy-5b-cholan-24-oic acid, Antigall, SMR000058403, Urosiol, Cholan-24-oic acid, 3,7-dihydroxy-, (3.alpha.,5.beta.,7.beta.)-, Ursodexycholic Acid, Acido ursodeossicolico [Italian], Acido ursodeossicolico, Acido ursodeoxicolico [INN-Spanish], Acidum ursodeoxycholicum [INN-Latin], Acide ursodesoxycholique, Acide ursodesoxycholique [INN-French], Actigall (TN), Ursodiol (USP), CCRIS 5502, Urso (TN), SR-01000737091, Ursodiol [USAN:USP], IU5, EINECS 204-879-3, NSC 657950, 5beta-Cholanic Acid-3alpha,7beta-diol, BRN 3219888, Tauroursodiol, Ursodexycholate, Paptarom, Udiliv, Desol, Urdes, UNII-724L30Y2QR, 3alpha,7beta-Dihydroxy-5beta-cholanic acid, Urosdesoxycholate, 17-beta-(1-Methyl-3-carboxypropyl)etiocholane-3-alpha,7-beta-diol, Ursodeoxycholoc acid, Urosdesoxycholic acid, Ursodeoxycholic acid CRS, URSODIOL [MI], Ursodiol (Actigal Urso), URSODIOL [VANDF], Prestwick0_000958, Prestwick1_000958, Prestwick2_000958, Prestwick3_000958, U0030, 7A-Hydroxylithocholic acid, URSODIOL [USP-RS], EC 204-879-3, SCHEMBL27200, BSPBio_000956, 4-10-00-01604 (Beilstein Handbook Reference), cid_31401, MLS001066373, MLS002548885, SPBio_003105, Ursodeoxycholic acid, >=99%, URSODIOL [ORANGE BOOK], BPBio1_001052, GTPL7104, orb1310372, orb3140783, 7.beta.-Hydroxylithocholic acid, 5-beta-Cholan-24-oic acid, 3-alpha,7-beta-dihydroxy-, URSODIOL [USP MONOGRAPH], BDBM53721, Ursodoxicoltaurine impurity A CRS, (3alpha,5beta,7beta,8xi)-3,7-dihydroxycholan-24-oic acid, GLXC-06706, HMS1570P18, HMS2097P18, HMS2233L14, HMS3259A13, HMS3714P18, Ursodeoxycholic acid (JP18/INN), URSODEOXYCHOLIC ACID [JAN], 3alpha,7beta-dihydroxycholanic acid, MSK10386, 3a,7b-dihydroxy-5b-cholan-24-oate, EBC-11069, HB4645, LMST04010033, s1643, URSODEOXYCHOLIC ACID [MART.], URSODEOXYCHOLIC ACID [WHO-DD], 5A-Cholan-24-oic acid-3A,7A-diol, AKOS015955898, Ursodeoxycholic Acid Impurity Standard, CCG-220958, CS-1932, DB01586, FU09676, KS-5243, NC00487, SMP2_000012, 3.alpha.,7.beta.-Dihydroxycholanic acid, 3A,7A-Dihydroxy-5A-holan-24-oic acid, NCGC00179363-01, NCGC00179363-12, (4R)-4-[(1R,3aS,3bR,4S,5aS,7R,9aS,9bS,11aR)-4,7-dihydroxy-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]pentanoic acid, AC-18919, CAS#128-13-2, CPD000058403, HY-13771, NCI60_028904, URSODEOXYCHOLIC ACID [EP IMPURITY], URSODEOXYCHOLIC ACID [EP MONOGRAPH], AB00513977, NS00003715, T0700, (3a,5b,7b)-3,7-dihydroxy-cholan-24-oate, 3alpha, 7beta-dihydroxy-5beta-cholanoic acid, C07880, D00734, EN300-373707, Ursodeoxycholic acid for system suitability CRS, (3a,5b,7b)-3,7-dihydroxy-cholan-24-oic acid, AB00513977-09, AB00513977_10, F095820, Q241374, 3.alpha.,7.beta.-Dihydroxy-5.beta.-cholanic acid, SR-01000737091-3, SR-01000737091-4, BRD-K15697815-001-15-4, BRD-K15697815-001-16-2, 3.alpha.,7.beta.-Dihydroxy-5.beta.-cholan-24-oic acid, Z2588039022, 3.ALPHA.,7.BETA.-DIHYDROXY-5B-CHOLAN-24-OIC ACID, 5.beta.-Cholan-24-oic acid, 3.alpha.,7.beta.-dihydroxy-, Ursodeoxycholic Acid; Chenodeoxycholic Acid EP Impurity A, Ursodiol, United States Pharmacopeia (USP) Reference Standard, Ursodeoxycholic acid, British Pharmacopoeia (BP) Reference Standard, Ursodeoxycholic acid, European Pharmacopoeia (EP) Reference Standard, 17.beta.-(1-Methyl-3-carboxypropyl)etiocholane-3.alpha.,7.beta.-diol, 3,7-Dihydroxycholan-24-oic acid-, (3.alpha.,5.beta.,7.beta.)- #, Ursodeoxycholic acid, 500 mug/mL in methanol, certified reference material, Ursodiol, Pharmaceutical Secondary Standard; Certified Reference Material, Ursodeoxycholic acid for system suitability, European Pharmacopoeia (EP) Reference Standard, (4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3,7-bis(oxidanyl)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid, (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]pentanoicacid, (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]valeric acid, 108609-27-4
Theoretical properties:
molecular_formula: C24H40O4
molecular_weight: 392.6 g/mol
exact_mass: 392.29265975 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 4
heavy_atom_count: 28
topological_polar_surface_area: 77.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 200-205
solubility: 0.02 mg/mL
Descriptions:
pubchem: Ursodeoxycholic acid is a bile acid found in the bile of bears (Ursidae) as a conjugate with taurine. Used therapeutically, it prevents the synthesis and absorption of cholesterol and can lead to the dissolution of gallstones. It has a role as a mouse metabolite and a human metabolite. It is a C24-steroid, a dihydroxy-5beta-cholanic acid and a bile acid. It is a conjugate acid of an ursodeoxycholate.
chebi: A bile acid found in the bile of bears (Ursidae) as a conjugate with taurine. Used therapeutically, it prevents the synthesis and absorption of cholesterol and can lead to the dissolution of gallstones.
chembl: URSODIOL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Ursodeoxycholic acid (UDCA), also known as ursodiol, is a secondary bile acid, produced in humans and most other species from metabolism by intestinal bacteria. It is synthesized in the liver in some species, and was first identified in bile of bears of genus Ursus, from which its name derived. In purified form, it has been used to treat or prevent several diseases of the liver or bile ducts.
It is available as a generic medication.