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

General Information of Drug (ID: DR1548)
Drug Name
Temsirolimus
Synonyms
Temserolimus; Temsirolimus; Temsirolimus - Torisel; Temsirolimus(CCI-779); Torisel; WAY-CCI 779; 162635-04-3; 42-(3-Hydroxy-2-(hydroxymethyl)-2-methylpropanoate)rapamycin; 42-[3-Hydroxy-2-methylpropanoate; 624KN6GM2T; CCI-779; CHEBI:79699; CHEMBL1201182; Cci 779; DSSTox_CID_20945; DSSTox_GSID_40945; DSSTox_RID_79605; MFCD00934421; NCGC00167518-01; NSC 683864; NSC-683864; Rapamycin 42-(2,2-bis(hydroxymethyl)propionate); SCHEMBL18792; Temsirolimus (CCI-779, NSC 683864); UNII-624KN6GM2T
Indication Renal cell carcinoma [ICD11: 2C90] Approved [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 1030.3 Topological Polar Surface Area 242
Heavy Atom Count 73 Rotatable Bond Count 11
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 16
Cross-matching ID
PubChem CID
6918289
PubChem SID
12014940 ; 14816760 ; 14914596 ; 50112771 ; 56313948 ; 91616133 ; 99436955 ; 103771165 ; 124756959 ; 125163765 ; 131346349 ; 135727446 ; 136345868 ; 137005644 ; 139209825 ; 139209826 ; 142578760 ; 144206068 ; 160967858 ; 162108260 ; 162172159 ; 174527830 ; 175437917 ; 176484822 ; 198991980 ; 204359550 ; 226408727 ; 249896045 ; 252158731
ChEBI ID
CHEBI:79699
CAS Number
162635-04-3
TTD Drug ID
D0ES1Q
Formula
C56H87NO16
Canonical SMILES
CC1CCC2CC(C(=CC=CC=CC(CC(C(=O)C(C(C(=CC(C(=O)CC(OC(=O)C3CCCCN3C(=O)C(=O)C1(O2)O)C(C)CC4CCC(C(C4)OC)OC(=O)C(C)(CO)CO)C)C)O)OC)C)C)C)OC
InChI
1S/C56H87NO16/c1-33-17-13-12-14-18-34(2)45(68-9)29-41-22-20-39(7)56(67,73-41)51(63)52(64)57-24-16-15-19-42(57)53(65)71-46(30-43(60)35(3)26-38(6)49(62)50(70-11)48(61)37(5)25-33)36(4)27-40-21-23-44(47(28-40)69-10)72-54(66)55(8,31-58)32-59/h12-14,17-18,26,33,35-37,39-42,44-47,49-50,58-59,62,67H,15-16,19-25,27-32H2,1-11H3/b14-12+,17-13+,34-18+,38-26+/t33-,35-,36-,37-,39-,40+,41+,42+,44-,45+,46+,47-,49-,50+,56-/m1/s1
InChIKey
CBPNZQVSJQDFBE-FUXHJELOSA-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
11-hydroxyl temsirolimus DM000486 N. A. Unclear 1 [3]
25-hydroxy temsirolimus DM000490 N. A. Oxidation - Hydroxylation 1 [4]
27-O-desmethyl temsirolimus DM000489 N. A. Oxidation - O-Demethylation 1 [4]
32-O-desmethyl temsirolimus DM000488
139593467
Unclear 1 [3]
35-hydroxyl temsirolimus DM000485
25031265
Unclear 1 [3]
36-hydroxyl temsirolimus DM000484
139593518
Unclear 1 [3]
Hydroxy-piperidine temsirolimus DM000491 N. A. Oxidation - Hydroxylation 1 [4]
N-oxide temsirolimus DM000487
145722616
Unclear 1 [3]
Sirolimus DM003082
5284616
Hydrolysis - Hydrolysis 1 [5]
Unclear DM009999 N. A. Unclear 1 [6]
Unclear DM009999 N. A. Unclear 2 [5]
⏷ 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
MR002380 Temsirolimus 36-hydroxyl temsirolimus Unclear Unclear [3]
MR002381 Temsirolimus 35-hydroxyl temsirolimus Unclear Unclear [3]
MR002382 Temsirolimus 11-hydroxyl temsirolimus Unclear Unclear [3]
MR002383 Temsirolimus N-oxide temsirolimus Unclear Unclear [3]
MR002384 Temsirolimus 32-O-desmethyl temsirolimus Unclear Unclear [3]
MR002385 Temsirolimus 27-O-desmethyl temsirolimus Oxidation - O-Demethylation CYP3A5 ... [4]
MR002386 Temsirolimus 25-hydroxy temsirolimus Oxidation - Hydroxylation CYP3A5 ... [4]
MR002387 Temsirolimus Hydroxy-piperidine temsirolimus Oxidation - Hydroxylation CYP3A5 ... [4]
MR002388 Temsirolimus . Unclear CYP3A7 [6]
MR002389 Temsirolimus Sirolimus Hydrolysis - Hydrolysis CYP3A4 [5]
MR002390 Sirolimus . Unclear CYP3A4 [5]
⏷ Show the Full List of 11 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A7 (CYP3A7) DME0015 Homo sapiens
CP3A7_HUMAN
1.14.14.1
[2]
References
1 Temsirolimus was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Drug Interactions Flockhart Table
3 In vitro metabolic study of temsirolimus: preparation, isolation, and identification of the metabolites Drug Metab Dispos. 2007 Sep;35(9):1554-63. doi: 10.1124/dmd.107.014746.
4 Temsirolimus metabolic pathways revisited Xenobiotica. 2020 Jun;50(6):640-653. doi: 10.1080/00498254.2019.1678793.
5 American Society of Health System Pharmacists; AHFS Drug Information 2010. Bethesda, MD. (2010), p. 2511
6 Drug Interactions Flockhart Table:Docetaxel

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