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

General Information of Drug (ID: DR0252)
Drug Name
Cabazitaxel
Synonyms
Cabazitaxel (Jevtana); Cabazitaxel (USAN/INN); Cabazitaxel Injection; Cabazitaxel [USAN:INN]; Cabazitaxelum; Jevanta; Jevtana; Jevtana (TN); Jevtana Kit; RPR 116258A; RPR-116258A; SCHEMBL179674; TXD 258; TXD-258; TXD258; Taxoid XRP6258; XRP 6258; XRP-6258; CABAZITAXEL; Xrp6258; ZINC85536932; cabazitaxel-jevtana; 183133-96-2; 51F690397J; ABP001072; AKOS032947285; AN-1492; BMQGVNUXMIRLCK-OAGWZNDDSA-N; C45H57NO14; CHEBI:63584; CHEMBL1201748; CS-0972; DTXSID40171389; EX-A838; GTPL6798; MFCD18827611; NSC761432; UNII-51F690397J; s3022
Indication Breast cancer [ICD11: 2C60] Approved [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 835.9 Topological Polar Surface Area 202
Heavy Atom Count 60 Rotatable Bond Count 15
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 14
Cross-matching ID
PubChem CID
9854073
PubChem SID
14816121 ; 16397389 ; 24148765 ; 45276379 ; 74383470 ; 99443289 ; 103771484 ; 124490495 ; 126731257 ; 131408692 ; 135263012 ; 135611139 ; 142086497 ; 152159611 ; 160967906 ; 162202442 ; 162224746 ; 163620896 ; 163686217 ; 164834203 ; 174007406 ; 175267969 ; 176484653 ; 178103404 ; 184812013 ; 189628693 ; 198992513 ; 210024082 ; 221678515 ; 223662379 ; 224518787 ; 226540589 ; 243273959 ; 249582877 ; 251916124 ; 251917472 ; 251971415 ; 252110248 ; 252215082
ChEBI ID
CHEBI:63584
CAS Number
890654-44-1
TTD Drug ID
D02HSB
Formula
C45H57NO14
Canonical SMILES
CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C(C(C5=CC=CC=C5)NC(=O)OC(C)(C)C)O)O)OC(=O)C6=CC=CC=C6)(CO4)OC(=O)C)OC)C)OC
InChI
1S/C45H57NO14/c1-24-28(57-39(51)33(48)32(26-17-13-11-14-18-26)46-40(52)60-41(3,4)5)22-45(53)37(58-38(50)27-19-15-12-16-20-27)35-43(8,36(49)34(55-10)31(24)42(45,6)7)29(54-9)21-30-44(35,23-56-30)59-25(2)47/h11-20,28-30,32-35,37,48,53H,21-23H2,1-10H3,(H,46,52)/t28-,29-,30+,32-,33+,34+,35-,37-,43+,44-,45+/m0/s1
InChIKey
BMQGVNUXMIRLCK-OAGWZNDDSA-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
Cabazitaxel metabolite M1 DM001074 N. A. Oxidation - Hydroxylation 1 [3]
RPR112698 DM001070
71722020
Oxidation - 7-O-Demethylation 1 [3]
RPR123142 DM001064
71722008
Oxidation - 10-O-Demethylation 1 [3]
RPR130523 DM001076 N. A. Unclear 1 [3]
Cabazitaxel metabolite M07 DM001071
156596640
Oxidation - Hydroxylation 2 [3]
Cabazitaxel metabolite M2 DM001075 N. A. Oxidation - Hydroxylation 2 [3]
RP56976 DM001065
148124
Oxidation - 10-O-Demethylation 2 [3]
RP56976 DM001065
148124
Oxidation - 7-O-Demethylation 2 [3]
Cabazitaxel metabolite M08b DM001072 N. A. Oxidation - Cleavage 3 [3]
Cabazitaxel metabolite M08b DM001072 N. A. Oxidation - Hydroxylation 3 [3]
RPR104952 DM001066 N. A. Oxidation - 10-O-Demethylation 3 [3]
RPR104952 DM001066 N. A. Oxidation - Hydroxylation 3 [3]
Cabazitaxel metabolite M02a DM001073 N. A. Oxidation - Hydroxylation 4 [3]
RPR111026 DM001067 N. A. Oxidation - 10-O-Demethylation 4 [3]
RPR111026 DM001067 N. A. Oxidation - Hydroxylation 4 [3]
Cabazitaxel metabolite M09b DM001068 N. A. Oxidation - Hydroxylation 5 [3]
RPR104943 DM001069 N. A. Oxidation - 10-O-Demethylation 5 [3]
RPR104943 DM001069 N. A. Oxidation - Hydroxylation 5 [3]
⏷ Show the Full List of 18  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR002575 Cabazitaxel RPR123142 Oxidation - 10-O-Demethylation CYP3A4 ... [3]
MR002576 Cabazitaxel RPR112698 Oxidation - 7-O-Demethylation CYP3A4 ... [3]
MR002577 Cabazitaxel Cabazitaxel metabolite M1 Oxidation - Hydroxylation CYP3A4 ... [3]
MR002578 Cabazitaxel RPR130523 Unclear Unclear [3]
MR002573 Cabazitaxel metabolite M1 Cabazitaxel metabolite M2 Oxidation - Hydroxylation Unclear [3]
MR002566 RPR112698 RP56976 Oxidation - 10-O-Demethylation Unclear [3]
MR002567 RPR112698 Cabazitaxel metabolite M07 Oxidation - Hydroxylation Unclear [3]
MR002561 RPR123142 RP56976 Oxidation - 7-O-Demethylation Unclear [3]
MR002568 Cabazitaxel metabolite M07 RPR104952 Oxidation - 10-O-Demethylation Unclear [3]
MR002569 Cabazitaxel metabolite M07 Cabazitaxel metabolite M08b Oxidation - Hydroxylation Unclear [3]
MR002574 Cabazitaxel metabolite M2 Cabazitaxel metabolite M08b Oxidation - Cleavage Unclear [3]
MR002562 RP56976 RPR104952 Oxidation - Hydroxylation Unclear [3]
MR002570 Cabazitaxel metabolite M08b RPR111026 Oxidation - 10-O-Demethylation Unclear [3]
MR002571 Cabazitaxel metabolite M08b Cabazitaxel metabolite M02a Oxidation - Hydroxylation Unclear [3]
MR002563 RPR104952 RPR111026 Oxidation - Hydroxylation Unclear [3]
MR002572 Cabazitaxel metabolite M02a RPR104943 Oxidation - 10-O-Demethylation Unclear [3]
MR002564 RPR111026 Cabazitaxel metabolite M09b Oxidation - Hydroxylation Unclear [3]
MR002565 RPR111026 RPR104943 Oxidation - Hydroxylation Unclear [3]
⏷ Show the Full List of 18 MR(s)
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 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]
References
1 Docetaxel was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 DAILYMED.nlm.nih.gov: JEVTANA- cabazitaxel kit.
3 A phase I open-label study investigating the disposition of [14C]-cabazitaxel in patients with advanced solid tumors Anticancer Drugs. 2015 Mar;26(3):350-8. doi: 10.1097/CAD.0000000000000185.

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