Pilocarpine nitrateProduct ingredient for Pilocarpine

Name
Pilocarpine nitrate
Drug Entry
Pilocarpine

A naturally occurring alkaloid derived from the Pilocarpus plants, pilocarpine is a muscarinic acetylcholine agonist.1,2 Pilocarpine is associated with parasympathomimetic effects by selectively working on muscarinic receptors.2 Pilocarpine is used to treat dry mouth and various ophthalmic conditions, including elevated intraocular pressure and glaucoma. The usage of glaucoma by pilocarpine dates back to 1875.3

Accession Number
DBSALT001181
Structure
Synonyms
2(3H)-FURANONE, 3-ETHYLDIHYDRO-4-((1-METHYL-1H-IMIDAZOL-5-YL)METHYL)-, (3S-CIS)-, MONONITRATE
UNII
M20T465H6J
CAS Number
148-72-1
Weight
Average: 271.273
Monoisotopic: 271.116820659
Chemical Formula
C11H17N3O5
InChI Key
PRZXEPJJHQYOGF-GNAZCLTHSA-N
InChI
InChI=1S/C11H16N2O2.HNO3/c1-3-10-8(6-15-11(10)14)4-9-5-12-7-13(9)2;2-1(3)4/h5,7-8,10H,3-4,6H2,1-2H3;(H,2,3,4)/t8-,10-;/m0./s1
IUPAC Name
(3S,4R)-3-ethyl-4-[(1-methyl-1H-imidazol-5-yl)methyl]oxolan-2-one; nitric acid
SMILES
O[N+]([O-])=O.CC[C@H]1[C@@H](CC2=CN=CN2C)COC1=O
ChemSpider
571458
ChEMBL
CHEMBL1213136
Predicted Properties
PropertyValueSource
Water Solubility2.07 mg/mLALOGPS
logP1.15ALOGPS
logP0.95Chemaxon
logS-2ALOGPS
pKa (Strongest Basic)6.61Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area44.12 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity56.53 m3·mol-1Chemaxon
Polarizability22.31 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon