Properties
Active ingredient in
Orphacol, Cholbam
Canonical smiles
CC(CCC(=O)O)C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C
Catalog
CAS COVID-19 Anti-Viral Candidate Compounds
Chemical formula
C₂₄H₄₀O₅
Conjugate base
cholate
Has active ingredient
Cholic Acid
Isomeric smiles
C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)O)C
Mass
408.288
Melting point
201.0
Stereoisomer of
(4R)-4-[(3S,5R,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-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, 3beta,7alpha,12alpha-Trihydroxy-5beta-cholan-24-oic Acid, (4R)-4-[(3S,5S,7S,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-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, (4R)-4-[(3R,5R,7S,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-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, Allocholic acid, (4R)-4-[(3S,5S,7R,8R,9S,10S,12R,13R,14S,17R)-3,7,12-trihydroxy-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, (4R)-4-[(3S,5R,7R,8R,9S,10S,12R,13R,14S,17R)-3,7,12-trihydroxy-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, (4R)-4-[(3R,5S,7S,8R,9S,10S,12R,13R,14S,17R)-3,7,12-trihydroxy-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, (4R)-4-[(3R,5R,7R,8R,9S,10S,12R,13R,14S,17R)-3,7,12-trihydroxy-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, (4R)-4-[(3S,5S,7S,8R,9S,10S,12R,13R,14S,17R)-3,7,12-trihydroxy-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, 3alpha,7alpha,12beta-Trihydroxy-5beta-cholanic acid, ursocholic acid, (4S)-4-[(3R,5S,7R,8R,9S,10S,12R,13R,14S,17R)-3,7,12-trihydroxy-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, (4R)-4-[(3S,5R,7S,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-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, (4R)-4-[(3R,5R,7S,8R,9S,10S,12R,13R,14S,17R)-3,7,12-trihydroxy-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, (4R)-4-[(3S,5R,7S,8R,9S,10S,12R,13R,14S,17R)-3,7,12-trihydroxy-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
External References (53)
Atc code
A05AA03
Cas registry number
81-25-4
Chebi id
16359
Chembl id
CHEMBL205596
Chemspider id
192176
Drugbank id
DB02659
Drugcentral id
3096
Dsstox compound identifier
DTXCID4020660
Dsstox substance id
DTXSID6040660
E number
E1000
Ec number
201-337-8
Echa substance infocard id
100.001.217
Freebase id
/m/08hqqf, /m/02kcrkf
Gnd id
4147874-5
Great russian encyclopedia portal id
kholevaia-kislota-8e9601
Guide to pharmacology ligand id
609
Hsdb id
982
Human metabolome database id
HMDB0000619
Inchi
InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1
Inchikey
BHQCQFFYRZLCQQ-OELDTZBJSA-N
Interlingual index id
i116316
Jstor topic id (archived)
cholic-acids
Kegg id
C00695
Library of congress authority id
sh85024655
Lipid maps id
LMST04010001
Livertox id
CholicAcid
Massbank accession id
MSBNK-Fac_Eng_Univ_Tokyo-JP011901, MSBNK-Metabolon-MT000010, MSBNK-Nihon_Univ-NU000191, MSBNK-Nihon_Univ-NU000192, MSBNK-Nihon_Univ-NU000193, MSBNK-Nihon_Univ-NU000194, MSBNK-Nihon_Univ-NU000195, MSBNK-RIKEN-PR100737, MSBNK-RIKEN-PR100738, MSBNK-UFZ-UF415351, MSBNK-UFZ-UF415352, MSBNK-UFZ-UF415353, MSBNK-UFZ-UF415354, MSBNK-UFZ-UF422951, MSBNK-UFZ-UF422952, MSBNK-UFZ-UF422953, MSBNK-UFZ-UF422954, MSBNK-Univ_Toyama-TY000180, MSBNK-Keio_Univ-KO000461, MSBNK-Keio_Univ-KO000462, MSBNK-Keio_Univ-KO000463, MSBNK-Keio_Univ-KO000464, MSBNK-Keio_Univ-KO000465, MSBNK-Keio_Univ-KO000495, MSBNK-Keio_Univ-KO000496, MSBNK-Keio_Univ-KO000497, MSBNK-Keio_Univ-KO000498, MSBNK-Keio_Univ-KO000499
Mesh concept id
M0029428
Mesh descriptor id
D019826
Mesh tree code
D04.210.500.105.225.130, D04.210.500.221.430.130
Microsoft academic id (discontinued)
2775900799, 2909695434
Nalt id
17158
National drug code
46438-0669, 47049-002, 83511-036, 58159-101, 58979-001, 12598-9622, 12598-9642, 47049-001
National library of israel j9u id
987007285757305171
Ndf-rt id
N0000191551
Nsc number
6135
Openalex id
C2775900799, C2911023556
Pdb ligand id
CHD
Pdb structure id
4KLR, 4KLA, 4MK4, 2QD5, 2QD4, 2QD3, 2QD2, 2QD1, 2FT9, 1V54, 1V55, 3QPS, 1TW4, 5B1A, 5B1B, 3U88, 4KMM, 2HRE, 2HRC, 3HCP, 3HCR, 3HCN, 3HCO, 2Y69, 3W1W, 2AZY, 2EIL, 2EIM, 2EIN, 2EIJ, 3ASN, 2RLC, 2QO6, 2QO4, 2QO5, 2DQY, 2PO5, 2DYS, 2DYR, 3HGG, 3AQI, 3ABK, 3ABL, 3ABM, 5L8O, 3EM0, 3AG1, 3AG3, 3AG2, 3AG4, 3X2Q, 2PNJ, 2PO7, 1ON5, 2EIK, 1S9Q, 3ELZ, 4N16, 4F4D, 2ZXW, 3ASO, 4WG0, 3WG7, 1EE2, 1HRK, 4PXX
Probes and drugs id
PD009388
Psh id
6050
Pubchem cid
221493
Reaxys registry number
2822009
Rxnorm cui
1440856
Römpp online id
RD-03-01639
Splash
splash10-0a4i-0000900000-806d3b03c76019afbf7d, splash10-0a4i-0000900000-4edb603ca5534669120e, splash10-0a4i-0000900000-4a76e64b2f0411d0b701, splash10-0a4i-0001900000-41aa3a7cb25fcf549046, splash10-0a4i-0057900000-790a3808fa512d5d1687, splash10-0a4i-0010900000-e6bedfc253363160a37e, splash10-0a4i-0030900000-da4a7bfccbaf1e42171c, splash10-0a4i-0020900000-772055897702843a1d50, splash10-0a4i-0021900000-0405fe63d70d3a88bf6f, splash10-0aou-3844900000-cb3c2aba1b9a29785616, splash10-0007-0019000000-fb9a5b5952cf65eb7988, splash10-01ot-9410000000-d64429cf1fdf18d9e442, splash10-07bb-9210200000-91758926bda67bc42491, splash10-0bta-9310400000-6cea8268d85b6399046e, splash10-0a4j-9200500000-89603f2eee9caddc8179, splash10-0a4j-9211300000-cb20cba7b03ae224bd45, splash10-0a4i-0001900000-9583bd9c6c0d2b069b68, splash10-0a4i-1027900000-31f3cf065ad48561c0a2, splash10-0a4i-0000900000-b0504ee652d51a711f3a, splash10-0a4i-0000900000-18dd8b6be45775ec83c2, splash10-0007-0019000000-285d3d0d87f5471b419a, splash10-0007-0019000000-0fcb0f6819b05ab63c12, splash10-017r-0001300090-78c39360c33d484b69ce, splash10-0a4m-0009300000-028d519ec49c6d1dac71, splash10-052g-0009200000-722d74b7f7df0e544d37, splash10-0a4i-0000900000-b3f0179c3baac33b682c, splash10-0a4i-0000900000-a677cbef04c2bc5db5d3, splash10-00nf-0039000000-7d99cff6d7f3f48feb6b, splash10-05po-0039000000-94631a6502a79370df1b, splash10-00di-0009000000-21af1dcd75cafa4e2871, splash10-00di-0009000000-cb08258a00457381e18b, splash10-0007-0019000000-11ecb5d45f1f9ff66635, splash10-0007-0009000000-342688ab5fa3eb63bea4, splash10-0a4i-0000900000-203e3d6e54612a5a8e0d, splash10-0007-0009200000-756a5a1dca44154cbeaa, splash10-0a4i-0000900000-2b26fc820bb23f6c295f, splash10-00di-0009000000-388976119d1a51609351, splash10-004i-0000900000-81abb517a10763f85539, splash10-05fr-0009000200-6671f5886642d77bd00b, splash10-0ue9-0000192550-87590864da6e6f4863b9, splash10-0002-0002900000-41ffe13b9cf4945b357a, splash10-05fr-0009000200-8e9d67c3a9323a8ddd59, splash10-00mo-0029000000-e504cdcc7d02b2ef40d9, splash10-0002-0002900000-c4cced703aba49e2ec02, splash10-00di-0009000000-b5b0d795d0dedca48c5e, splash10-0a4i-0000900000-f4d9db8ab075010acfed, splash10-0a4i-0000900000-64108402e10a3b7405b8, splash10-0a4i-0000900000-7d22727927692256df58, splash10-0a4i-2000900000-0610ff1ca356e8f30fe5, splash10-0a4i-0000900000-0d04712d0f17b7680d4c, splash10-0a4i-0000900000-039e9836d566a2868c66, splash10-0a4i-0000900000-d78ab95808aadf85744e, splash10-0a4i-0000900000-365891426afd8d2a632f, splash10-0a4i-0000900000-932624419afeb50bd292, splash10-0596-9642000000-e425981b8a0ac72ea6ee
Surechembl id
27461
Treccani id
acido-colico
Umls cui
C0055568
Unichem compound id
522446
Unii
G1JO7801AE
Yale lux id
concept/dfe5c5b5-4300-40b1-8bbe-8f92fe01e161
Zvg number
100680
🏷️ Also known as
en Cholic Acid
en Colalin
en 17b-[1-Methyl-3-carboxypropyl]etiocholane-3a,7a,12a-triol
en 3a,7a,12a-Trihydroxy-5b-cholan-24-oate
en 3a,7a,12a-Trihydroxy-5b-cholan-24-oic acid
en 3a,7a,12a-Trihydroxy-5b-cholanate
en 3a,7a,12a-Trihydroxy-5b-cholanic acid
en 3a,7a,12a-Trihydroxy-5b-cholanoate
en 3a,7a,12a-Trihydroxy-5b-cholanoic acid
en 3a,7a,12a-Trihydroxy-b-cholanate
en 3a,7a,12a-Trihydroxy-b-cholanic acid
en 3a,7a,12a-Trihydroxy-beta-cholanate
en 3a,7a,12a-Trihydroxy-beta-cholanic acid
en 3a,7a,12a-Trihydroxycholanate
en 3a,7a,12a-Trihydroxycholanic acid
en (3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxycholan-24-oic acid
en 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanate
en 3alpha,7alpha,12alpha-trihydroxy-5beta-cholanic acid
en (4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid
en (4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-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