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

General Information of Drug (ID: DR1285)
Drug Name
Pilocarpine
Synonyms
Pilocarpin; Pilocarpine chloride; Pilocarpine monohydrochloride; Pilocarpol; Pilokarpin; Pilokarpol; Salagen; Spersacarpine; Syncarpine; beta-Pilocarpine hydrochloride; pilocarpine; (+)-Pilocarpine; (3S,4R)-3-Ethyl-4-((1-methyl-1H-imidazol-5-yl)methyl)dihydrofuran-2(3H)-one; (3S,4R)-3-ethyl-4-[(1-methyl-1H-imidazol-5-yl)methyl]dihydrofuran-2(3H)-one; 92-13-7; AI3-50523; CHEMBL550; EINECS 202-128-4; HSDB 3163; UNII-01MI4Q9DI3; Epicar; Isoptocarpine; Mi-Pilo; Ocusert P 20; Ocusert Pilo-40; Ocusert pilo; Ocusert pilo-20
Indication Glaucoma [ICD11: 9C61] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 208.26 Topological Polar Surface Area 44.1
Heavy Atom Count 15 Rotatable Bond Count 3
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
5910
PubChem SID
9677 ; 605273 ; 7847591 ; 7980323 ; 8153662 ; 11113352 ; 11335533 ; 11360772 ; 11364001 ; 11366563 ; 11369125 ; 11371791 ; 11374095 ; 11377287 ; 11408793 ; 11461744 ; 11466477 ; 11467597 ; 11485023 ; 11486173 ; 11489100 ; 11490362 ; 11492293 ; 11494921 ; 11537578 ; 15195683 ; 15195684 ; 25631341 ; 26697419 ; 26751548 ; 29204486 ; 29224937 ; 46507475 ; 47213197 ; 47291056 ; 47291057 ; 47365110 ; 47440175 ; 47588917 ; 47736396 ; 47885334 ; 48110373 ; 48259150 ; 48414341 ; 48416432 ; 49698499 ; 49857637 ; 50070744 ; 50104139 ; 50104140
ChEBI ID
ChEBI:8207
CAS Number
54-71-7
TTD Drug ID
D06HLY
Formula
C11H16N2O2
Canonical SMILES
CCC1C(COC1=O)CC2=CN=CN2C
InChI
1S/C11H16N2O2/c1-3-10-8(6-15-11(10)14)4-9-5-12-7-13(9)2/h5,7-8,10H,3-4,6H2,1-2H3/t8-,10-/m0/s1
InChIKey
QCHFTSOMWOSFHM-WPRPVWTQSA-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
3-hydroxypilocarpine DM001255
129641690
Oxidation - Hydroxylation 1 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR002878 Pilocarpine 3-hydroxypilocarpine Oxidation - Hydroxylation CYP2A6 [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2A6 (CYP2A6) DME0005 Homo sapiens
CP2A6_HUMAN
1.14.14.1
[2]
References
1 Pilocarpine Nitrate was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Involvement of CYP2A6 in the formation of a novel metabolite, 3-hydroxypilocarpine, from pilocarpine in human liver microsomes

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