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

General Information of Drug (ID: DR1121)
Drug Name
GW-1000
Synonyms
Cannador; Nabiximols; Nabiximols [USAN]; Sativex; 56575-23-6; Cannabidiol and delta-9-tetrahydrocarnabinol; Cannabidiol mixture with Tetrahydrocannabinol; DTXSID40972015; GW 1000; GW-1000; GW-1000-02; GW1000; Tetrahydrocannabinol-cannabidiol combination; delta-9-Tetrahydrocannabinol and cannabidiol
Indication Cerebral vasospasm [ICD11: BA85] Phase 3 []
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 628.9 Topological Polar Surface Area 69.9
Heavy Atom Count 46 Rotatable Bond Count 10
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
44148067
PubChem SID
135262436 ; 202535631
CAS Number
56575-23-6
TTD Drug ID
D0C5CE
Formula
C42H60O4
Canonical SMILES
CCCCCC1=CC(=C(C(=C1)O)C2C=C(CCC2C(=C)C)C)O.CCCCCC1=CC(=C2C3C=C(CCC3C(OC2=C1)(C)C)C)O
InChI
1S/2C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15;1-5-6-7-8-16-12-19(22)21(20(23)13-16)18-11-15(4)9-10-17(18)14(2)3/h11-13,16-17,22H,5-10H2,1-4H3;11-13,17-18,22-23H,2,5-10H2,1,3-4H3/t16-,17-;17-,18?/m10/s1
InChIKey
SSNHGLKFJISNTR-FWUPRJFYSA-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
CBD DM003201
644019
Unclear 1 [4]
THC DM003197
16078
Unclear 1 [4]
11-OH-THC DM003198
644022
Oxidation - Hydrolyzationn 2 [4]
7-OH-CBD DM000542
11301963
Unclear 2 [4]
CBD-glucuronide DM003206 N. A. Unclear 2 [4]
THC-glucuronide DM003205 N. A. Unclear 2 [4]
7-OH-CBD-glucuronide DM003204 N. A. Unclear 3 [4]
CBD-7-oic acid DM003203 N. A. Oxidation - Oxidationn 3 [4]
THC-COOH DM003199
108207
Oxidation - Oxidationn 3 [4]
THC-COOH-glu DM003200 N. A. Unclear 4 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003640 GW-1000 THC Unclear Unclear [4]
MR003644 GW-1000 CBD Unclear Unclear [4]
MR003645 CBD 7-OH-CBD Unclear Unclear [4]
MR003649 CBD CBD-glucuronide Unclear UGT [4]
MR003641 THC 11-OH-THC Oxidation - Hydrolyzationn Unclear [4]
MR003648 THC THC-glucuronide Unclear UGT [4]
MR003642 11-OH-THC THC-COOH Oxidation - Oxidationn Unclear [4]
MR003646 7-OH-CBD CBD-7-oic acid Oxidation - Oxidationn Unclear [4]
MR003647 7-OH-CBD 7-OH-CBD-glucuronide Unclear UGT [4]
MR003643 THC-COOH THC-COOH-glu Unclear UGT [4]
⏷ Show the Full List of 10 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2C9 (CYP2C9) DME0019 Homo sapiens
CP2C9_HUMAN
1.14.14.1
[1]
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[3]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[2]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[1]
References
1 Molecular targets of cannabidiol in neurological disorders. Neurotherapeutics. 2015 Oct;12(4):699-730.
2 Exogenous cannabinoids as substrates, inhibitors, and inducers of human drug metabolizing enzymes: a systematic review. Drug Metab Rev. 2014 Feb;46(1):86-95.
3 Pharmacokinetic evaluation of nabiximols for the treatment of multiple sclerosis pain. Expert Opin Drug Metab Toxicol. 2013 Sep;9(9):1219-28.
4 Techniques and technologies for the bioanalysis of Sativex?, metabolites and related compounds

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