Navigation

name Structure Reference Source Properties Activities Metabolism

Deoxy Cholate

AlkaPlorer ID: AK019799

Synonym: None

IUPAC Name: 2-[[(4R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-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]pentanoyl]amino]ethanesulfonic acid

Structure

SMILES: C[C@H](CCC(O)=NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C

copy

InChI: InChI=1S/C26H45NO6S/c1-16(4-9-24(30)27-12-13-34(31,32)33)20-7-8-21-19-6-5-17-14-18(28)10-11-25(17,2)22(19)15-23(29)26(20,21)3/h16-23,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,17-,18-,19+,20-,21+,22+,23+,25+,26-/m1/s1

copy

InChIKey: AWDRATDZQPNJFN-VAYUFCLWSA-N

copy

Source

Species Genus Family Order Class Phylum Kingdom Domain
Homo sapiens Homo Hominidae Primates Mammalia Chordata Metazoa Eukaryota

Properties Information

Molecule Weight: 499.71400000000034

TPSA？: 127.42000000000002

MolLogP？: 4.237600000000004

Number of H-Donors: 4

Number of H-Acceptors: 5

RingCount: 4

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Bile acid receptor FXR Activity 8.7 % 10.1021/np8004453
Homo sapiens Bile acid receptor FXR Activity 91.5 % 10.1021/np8004453
Homo sapiens Bile acid transporter Activity 10.0 % 10.1172/jci117091
Homo sapiens G-protein coupled bile acid receptor 1 Activity 12.0 % 10.1016/j.ejmech.2015.09.024
Homo sapiens G-protein coupled bile acid receptor 1 Activity 17.0 % 10.1016/j.ejmech.2015.09.024
Homo sapiens G-protein coupled bile acid receptor 1 Activity 18.0 % 10.1016/j.ejmech.2015.09.024
Homo sapiens G-protein coupled bile acid receptor 1 Activity 57.0 % 10.1016/j.ejmech.2015.09.024
Homo sapiens G-protein coupled bile acid receptor 1 Activity 65.0 % 10.1016/j.ejmech.2015.09.024
Homo sapiens G-protein coupled bile acid receptor 1 Activity 81.0 % 10.1016/j.ejmech.2015.09.024
Homo sapiens G-protein coupled bile acid receptor 1 Activity 104.0 % 10.1016/j.ejmech.2015.09.024
Homo sapiens G-protein coupled bile acid receptor 1 Activity 117.0 % 10.1016/j.ejmech.2015.09.024
Homo sapiens G-protein coupled bile acid receptor 1 Activity 119.0 % 10.1016/j.ejmech.2015.09.024
Homo sapiens G-protein coupled bile acid receptor 1 Activity nan None 10.1016/j.ejmech.2015.09.024
Homo sapiens G-protein coupled bile acid receptor 1 EC50 680.0 nM 10.1016/j.ejmech.2015.09.024
Homo sapiens G-protein coupled bile acid receptor 1 EC50 790.0 nM 10.1021/jm7015864
Homo sapiens G-protein coupled bile acid receptor 1 EC50 8900.0 nM 10.1016/j.ejmech.2015.09.024
Homo sapiens G-protein coupled bile acid receptor 1 Efficacy 103.0 % 10.1021/jm7015864
Homo sapiens G-protein coupled bile acid receptor 1 FC 2.2 None 10.1016/j.ejmech.2015.09.024
Homo sapiens Ileal bile acid transporter Ki 17200.0 nM 10.1152/ajpgi.1998.274.1.g157
Homo sapiens Multidrug resistance associated protein Activity 9.0 % 10.1042/bj20021081
Homo sapiens Multidrug resistance-associated protein 4 IC50 60000.0 nM 10.1042/bj20021886
Homo sapiens Phospholipase A2 group 1B Activity 20.0 % 10.1021/np8004453
Homo sapiens Phospholipase A2 group 1B Activity 46.0 % 10.1021/np8004453
Homo sapiens Phospholipase A2 group 1B Activity nan None 10.1021/np8004453
Homo sapiens Solute carrier organic anion transporter family member 1B1 Inhibition 81.7 % 10.1021/jm300212s
Homo sapiens Solute carrier organic anion transporter family member 1B3 Inhibition 61.4 % 10.1021/jm300212s
Homo sapiens Solute carrier organic anion transporter family member 2B1 Inhibition 85.3 % 10.1021/jm300212s
Mus musculus Bile salt export pump Activity 5.0 % 10.1016/s0378-1119(99)00460-6
Mus musculus Bile salt export pump Activity nan None 10.1124/jpet.102.039404
Mus musculus Canalicular multispecific organic anion transporter 1 Activity nan None 10.1124/jpet.102.039404
Mus musculus Multidrug resistance-associated protein 1 Activity nan None 10.1124/jpet.102.039404
Mus musculus Solute carrier organic anion transporter family member 1A1 Activity nan None 10.1124/jpet.102.039404
Mus musculus Solute carrier organic anion transporter family member 1A4 Activity nan None 10.1124/jpet.102.039404
Rattus norvegicus Bile acid transporter Km 7400.0 nM 10.1152/ajpgi.00352.2002
Rattus norvegicus Bile salt export pump Activity nan None 10.1016/s0016-5085(00)70224-1
Rattus norvegicus Ileal sodium/bile acid cotransporter Activity nan None 10.1152/ajpgi.2000.279.6.g1188
Rattus norvegicus Solute carrier organic anion transporter family member 1A1 Activity nan None 10.1016/0270-9139(94)90194-5
Rattus norvegicus Solute carrier organic anion transporter family member 1A1 Km 3500.0 nM 10.1152/ajpgi.00352.2002
Rattus norvegicus Solute carrier organic anion transporter family member 1A3 Activity nan None None
Rattus norvegicus Solute carrier organic anion transporter family member 1A5 Activity nan None 10.1152/ajpgi.2000.279.6.g1188
Rattus norvegicus Solute carrier organic anion transporter family member 1A5 Km 5800.0 nM 10.1152/ajpgi.2000.279.6.g1188
None ADMET Activity 1.062 % 10.1016/j.bmc.2010.07.030
None ADMET Activity 1.148 % 10.1016/j.bmc.2010.07.030
None ADMET CC50 nan None 10.1016/j.bmc.2010.07.030

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT013271 C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C>>C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC(=O)[C@@]21C enzymemap_1635
AKRT013272 C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C>>C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C 47556
AKRT013273 C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C>>NCCS(=O)(=O)O 47556
AKRT013274 C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C>>C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C.NCCS(=O)(=O)O None
AKRT013341 C[C@H](CCC(=O)[CoA])[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C.NCCS(=O)(=O)O>>C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@@]21C MNXR103561