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

General Information of Drug (ID: DR1479)
Drug Name
Sibutramine
Synonyms
Sibutramina; Sibutramina [Spanish]; Sibutramine [INN:BAN]; Sibutramine hydrochloride; Sibutraminum; Sibutraminum [Latin]; UNAANXDKBXWMLN-UHFFFAOYSA-N; Butramin; Butramin (TN); Medaria; sibutramine; 1-(1-(4-chlorophenyl)cyclobutyl)-N,N,3-trimethylbutan-1-amine; 1-[1-(4-chlorophenyl)cyclobutyl]-N,N,3-trimethyl-butan-1-amine; 1-[1-(4-chlorophenyl)cyclobutyl]-N,N,3-trimethylbutan-1-amine; 106650-56-0; BTS-54524; CHEBI:9137; Cyclobutanemethanamine, 1-(4-chlorophenyl)-N,N-dimethyl-alpha-(2-methylpropyl)-; DEA No. 1675; HSDB 7209
Indication Obesity [ICD11: 5B81] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 279.8 Topological Polar Surface Area 3.2
Heavy Atom Count 19 Rotatable Bond Count 5
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 1
Cross-matching ID
PubChem CID
5210
PubChem SID
9456 ; 3206268 ; 4368412 ; 7980597 ; 8153202 ; 11364918 ; 11367480 ; 11370042 ; 11372056 ; 11374791 ; 11378212 ; 11485348 ; 11489502 ; 11490824 ; 11492951 ; 11495775 ; 14750864 ; 29224267 ; 46387014 ; 46507740 ; 47509538 ; 47805058 ; 48416537 ; 49732001 ; 49816816 ; 49830262 ; 50064120 ; 50105677 ; 50474598 ; 57322655 ; 81040718 ; 85279508 ; 92308675 ; 92309273 ; 92714514 ; 93625048 ; 96025198 ; 103498411 ; 104308577 ; 108667174 ; 118048829 ; 121147434 ; 124659142 ; 124813324 ; 125311920 ; 125325628 ; 125337324 ; 126629463 ; 126655363 ; 126682940
ChEBI ID
CHEBI:9137
CAS Number
106650-56-0
TTD Drug ID
D08KVZ
Formula
C17H26ClN
Canonical SMILES
CC(C)CC(C1(CCC1)C2=CC=C(C=C2)Cl)N(C)C
InChI
1S/C17H26ClN/c1-13(2)12-16(19(3)4)17(10-5-11-17)14-6-8-15(18)9-7-14/h6-9,13,16H,5,10-12H2,1-4H3
InChIKey
UNAANXDKBXWMLN-UHFFFAOYSA-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
Sibutramine metabolite M1 DM001311 N. A. Oxidation - Demethylation 1 [2] , [3]
Sibutramine metabolite M2 DM001313 N. A. Oxidation - Demethylation 1 [2] , [3]
Sibutramine metabolite M5 DM001312 N. A. Oxidation - Hydroxylation; Conjugation 2 [2] , [3]
Sibutramine metabolite M6 DM001314 N. A. Oxidation - Hydroxylation; Conjugation 2 [2] , [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR002250 Sibutramine Sibutramine metabolite M1 Oxidation - Demethylation CYP3A4 [2], [3]
MR002251 Sibutramine Sibutramine metabolite M2 Oxidation - Demethylation CYP3A4 [2], [3]
MR002248 Sibutramine metabolite M1 Sibutramine metabolite M5 Oxidation - Hydroxylation; Conjugation Unclear [2], [3]
MR002249 Sibutramine metabolite M2 Sibutramine metabolite M6 Oxidation - Hydroxylation; Conjugation Unclear [2], [3]
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]
References
1 Sibutramine was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Sibutramine: a serotonin-norepinephrine reuptake-inhibitor for the treatment of obesity. Ann Pharmacother. 1999 Sep;33(9):968-78.
3 Metabolic analysis of the illegal analogues of anti-obesity drugs using LC-Q-TOF-MS/MS. J Chromatogr B Analyt Technol Biomed Life Sci. 2021 Jan 15;1163:122502. doi: 10.1016/j.jchromb.2020.122502.

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.