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

General Information of Drug (ID: DR1917)
Drug Name
U-14,583
Synonyms
Cerviprost; Dinoprosta; Dinoprosta [INN-Spanish]; Dinoprostum; Dinoprostum [INN-Latin]; Enzaprost; Enzaprost F; PGF-2alpha; PGF2 alpha; PGF2-alpha; PGF2alpha; Prostaglandin F(sub 2a); Prostaglandin F2; Prostaglandin F2 alpha; Prostaglandin F2-alpha; Pgf2Alpha; Prostaglandin F2a; Prostarmon F; Prostin F2-alpha; Prostin F2alpha; Protamodin; U 14583; U-14583; amoglandin; cyclosin; dinoprost; l-PGF2-alpha; l-Prostaglandin F2-alpha; panacelan; prostaglandin F2alpha; 551-11-1; 9alpha,11alpha-PGF2; CCRIS 4253; HSDB 3315; PGF2; UNII-B7IN85G1HY
Indication Ovarian cancer [ICD11: 2C73] Phase 2 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 354.5 Topological Polar Surface Area 98
Heavy Atom Count 25 Rotatable Bond Count 12
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
5280363
PubChem SID
3912 ; 613198 ; 4265953 ; 7847149 ; 7980284 ; 8143215 ; 8616237 ; 14852168 ; 15398784 ; 26754609 ; 29216066 ; 39289529 ; 47588758 ; 47588759 ; 48258963 ; 48415906 ; 50026801 ; 50110092 ; 53789218 ; 56311306 ; 56313004 ; 56313208 ; 57357710 ; 77668180 ; 92308787 ; 92309910 ; 99300824 ; 99302342 ; 103214323 ; 103943633 ; 104046437 ; 113853160 ; 124892254 ; 124892255 ; 125307573 ; 126662422 ; 134340899 ; 134978425 ; 135651540 ; 137006907 ; 142063920 ; 144205330 ; 162205063 ; 175268163 ; 175607780 ; 176484109 ; 179116866 ; 211534905 ; 223673680 ; 226412676
ChEBI ID
CHEBI:15553
CAS Number
551-11-1
TTD Drug ID
D00HTY
Formula
C20H34O5
Canonical SMILES
CCCCCC(C=CC1C(CC(C1CC=CCCCC(=O)O)O)O)O
InChI
1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1
InChIKey
PXGPLTODNUVGFL-YNNPMVKQSA-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
PGFM DM003627
5283039
Unclear 1 [2]
2,3,4,5-tetranor-PGFM DM003629
3246853
Unclear 2 [2]
2,3-dinor-PGF2a DM003628 N. A. Oxidation - Oxidationn 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR004061 U-14,583 PGFM Unclear RD13 [2]
MR004062 PGFM 2,3-dinor-PGF2a Oxidation - Oxidationn Unclear [2]
MR004063 PGFM 2,3,4,5-tetranor-PGFM Unclear Unclear [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
?13-Reductase (RD13) DMEN145 Bacteroides fragilis Not Available Not Available [2]
NADPH-dependent carbonyl reductase 1 (CBR1) DME0067 Homo sapiens
CBR1_HUMAN
1.1.1.184
[3]
References
1 Stereocontrolled organocatalytic synthesis of prostaglandin PGF2alpha in seven steps. Nature. 2012 Sep 13;489(7415):278-81.
2 Metabolism of prostaglandin F2alpha in Eurasian lynx (Lynx lynx) and Asian leopard cat (Prionailurus bengalensis euptilura)
3 Metabolism of prostaglandins by the nonpregnant human uterus. J Clin Endocrinol Metab. 1983 Apr;56(4):678-85.

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