Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR1632)
Drug Name
Treprostinil
Synonyms
Treprostinil; Treprostinil [USAN:INN]; Tresprostinil; Trevyent; Tyvaso; U 62840; U-62,840; Uniprost; treprostinilo; treprostinilum; LRX 15; LRX-15; Orenitram; PAJMKGZZBBTTOY-ZFORQUDYSA-N; RUM6K67ESG; Remodulin; Remodulin (TN); ((1R,2R,3aS,9aS)-2-hydroxy-1-((3S)-3-hydroxyoctyl)-2,3,3a,4,9,9a-hexahydro-1H-cylopent(b)naphthalen-5-yl)oxy)acetate; 15AU81; 2-[[(1R,2R,3aS,9aS)-2,3,3a,4,9,9a-Hexahydro-2-hydroxy-1-[(3S)-3-hydroxyoctyl]-1H-benz[f]inden-5-yl]oxy]acetic Acid; 81846-19-7; CHEBI:50861; UNII-RUM6K67ESG; UT-15
Indication Pulmonary hypertension [ICD11: BB01] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 390.5 Topological Polar Surface Area 87
Heavy Atom Count 28 Rotatable Bond Count 10
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
6918140
PubChem SID
14854155 ; 14878554 ; 23950807 ; 43529534 ; 46504572 ; 47207871 ; 50304326 ; 56394875 ; 57371812 ; 114787499 ; 128887520 ; 134224636 ; 135014308 ; 136933659 ; 137249659 ; 143205120 ; 162205084 ; 163138465 ; 164234753 ; 170467450 ; 174548947 ; 175265596 ; 178102445 ; 179117156 ; 223938513 ; 230287018 ; 250136886 ; 252356445 ; 252457273 ; 252469194
ChEBI ID
ChEBI:50861
CAS Number
81846-19-7
TTD Drug ID
D01WUA
Formula
C23H34O5
Canonical SMILES
CCCCCC(CCC1C(CC2C1CC3=C(C2)C(=CC=C3)OCC(=O)O)O)O
InChI
1S/C23H34O5/c1-2-3-4-7-17(24)9-10-18-19-11-15-6-5-8-22(28-14-23(26)27)20(15)12-16(19)13-21(18)25/h5-6,8,16-19,21,24-25H,2-4,7,9-14H2,1H3,(H,26,27)/t16-,17-,18+,19-,21+/m0/s1
InChIKey
PAJMKGZZBBTTOY-ZFORQUDYSA-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
Treprostinil metabolite HU2 DM002370
145721974
Oxidation - Oxidation 1 [4]
Treprostinil metabolite HU3 DM002371 N. A. Oxidation - Oxidation 1 [4]
Treprostinil metabolite HU4 DM002372
91618009
Oxidation - Oxidation 1 [4]
Treprostinil metabolite HU5 DM002373
155928864
Conjugation - Glucuronidation 1 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR002445 Treprostinil Treprostinil metabolite HU2 Oxidation - Oxidation Unclear [4]
MR002446 Treprostinil Treprostinil metabolite HU3 Oxidation - Oxidation Unclear [4]
MR002447 Treprostinil Treprostinil metabolite HU4 Oxidation - Oxidation Unclear [4]
MR002448 Treprostinil Treprostinil metabolite HU5 Conjugation - Glucuronidation Unclear [4]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2C8 (CYP2C8) DME0018 Homo sapiens
CP2C8_HUMAN
1.14.14.1
[2]
Cytochrome P450 2C9 (CYP2C9) DME0019 Homo sapiens
CP2C9_HUMAN
1.14.14.1
[3]
References
1 Treprostinil was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 FDA label of Treprostinil. The 2020 official website of the U.S. Food and Drug Administration.
3 Lack of a pharmacokinetic interaction between oral treprostinil and bosentan in healthy adult volunteers. J Clin Pharmacol. 2010 Jul;50(7):829-34.
4 DrugBank(Pharmacology-Metabolism)Treprostinil

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