General Information of Drug (ID: DR5308)
Drug Name
Tafluprost
Prodrug Info Tafluprost is the prodrug of Tafluprost acid
Synonyms Zioptan (TN)
Indication Glaucoma [ICD11: 9C61] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 452.5 Topological Polar Surface Area 76
Heavy Atom Count 32 Rotatable Bond Count 13
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 7
Cross-matching ID
PubChem CID
9868491
ChEBI ID
CHEBI:66899
CAS Number
209860-87-7
TTD Drug ID
D04LCQ
Formula
C25H34F2O5
Canonical SMILES
CC(C)OC(=O)CCC/C=C\\C[C@H]1[C@H](C[C@H]([C@@H]1/C=C/C(COC2=CC=CC=C2)(F)F)O)O
InChI
InChI=1S/C25H34F2O5/c1-18(2)32-24(30)13-9-4-3-8-12-20-21(23(29)16-22(20)28)14-15-25(26,27)17-31-19-10-6-5-7-11-19/h3,5-8,10-11,14-15,18,20-23,28-29H,4,9,12-13,16-17H2,1-2H3/b8-3-,15-14+/t20-,21-,22+,23-/m1/s1
InChIKey
WSNODXPBBALQOF-VEJSHDCNSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Tafluprost acid DM016586
131750728
Hydrolysis - Hydrolysis 1 [2]
1,2-dinor-tafluprost acid DM017003 N. A. Unclear - Unclear 2 [2]
Tafluprost acid glucronide DM017012 N. A. Unclear - Unclear 2 [2]
1,2,3,4-tetranor-tafluprost acid DM017004 N. A. Unclear - Unclear 3 [2]
1,2-dinor-tafluprost acid glucuronide DM017011 N. A. Unclear - Unclear 3 [2]
Hydroxylated 1,2-dinor-tafluprost acid DM017009 N. A. Unclear - Unclear 3 [2]
1,2,3,4-tetranor-tafluprost acid glucuronide DM017005 N. A. Unclear - Unclear 4 [2]
1,2,3,4-tetranor-tafluprost acid lactone DM017010 N. A. Unclear - Unclear 4 [2]
Hydroxylated 1,2,3,4-tetranor-tafluprost acid DM017007 N. A. Unclear - Unclear 4 [2]
1,2,3,4-tetranor-tafluprost acid lactone glucuronide DM017006 N. A. Unclear - Unclear 5 [2]
Hydroxylated 1,2,3,4-tetranor-tafluprost acid sulfate DM017008 N. A. Unclear - Unclear 5 [2]
⏷ Show the Full List of 11  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR007922 Tafluprost Tafluprost acid Hydrolysis - Hydrolysis HPGD [2]
MR007923 Tafluprost acid 1,2-dinor-tafluprost acid Unclear - Unclear Unclear [2]
MR007933 Tafluprost acid Tafluprost acid glucronide Unclear - Unclear Unclear [2]
MR007924 1,2-dinor-tafluprost acid 1,2,3,4-tetranor-tafluprost acid Unclear - Unclear Unclear [2]
MR007929 1,2-dinor-tafluprost acid Hydroxylated 1,2-dinor-tafluprost acid Unclear - Unclear Unclear [2]
MR007932 1,2-dinor-tafluprost acid 1,2-dinor-tafluprost acid glucuronide Unclear - Unclear Unclear [2]
MR007925 1,2,3,4-tetranor-tafluprost acid 1,2,3,4-tetranor-tafluprost acid glucuronide Unclear - Unclear Unclear [2]
MR007927 1,2,3,4-tetranor-tafluprost acid Hydroxylated 1,2,3,4-tetranor-tafluprost acid Unclear - Unclear Unclear [2]
MR007931 1,2,3,4-tetranor-tafluprost acid 1,2,3,4-tetranor-tafluprost acid lactone Unclear - Unclear Unclear [2]
MR007930 Hydroxylated 1,2-dinor-tafluprost acid Hydroxylated 1,2,3,4-tetranor-tafluprost acid Unclear - Unclear Unclear [2]
MR007926 1,2,3,4-tetranor-tafluprost acid glucuronide 1,2,3,4-tetranor-tafluprost acid lactone glucuronide Unclear - Unclear Unclear [2]
MR007928 Hydroxylated 1,2,3,4-tetranor-tafluprost acid Hydroxylated 1,2,3,4-tetranor-tafluprost acid sulfate Unclear - Unclear Unclear [2]
⏷ Show the Full List of 12 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Prostaglandin dehydrogenase 1 (HPGD) DME0566 Homo sapiens
PGDH_HUMAN
1.1.1.141
[2]
References
1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 7451).
2 Metabolism and ocular tissue distribution of an antiglaucoma prostanoid, tafluprost, after ocular instillation to monkeys

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