Cocaine hydrochlorideProduct ingredient for Cocaine
- Name
- Cocaine hydrochloride
- Drug Entry
- Cocaine
An alkaloid ester extracted from the leaves of plants including coca. It is a local anesthetic and vasoconstrictor and is clinically used for that purpose, particularly in the eye, ear, nose, and throat. It also has powerful central nervous system effects similar to the amphetamines and is a drug of abuse. Cocaine, like amphetamines, acts by multiple mechanisms on brain catecholaminergic neurons; the mechanism of its reinforcing effects is thought to involve inhibition of dopamine uptake.
- Accession Number
- DBSALT001521
- Structure
Structure for Cocaine hydrochloride (DBSALT001521)
- Synonyms
- Cocaine HCl
- UNII
- XH8T8T6WZH
- CAS Number
- 53-21-4
- Weight
- Average: 339.82
Monoisotopic: 339.1237359 - Chemical Formula
- C17H22ClNO4
- InChI Key
- PIQVDUKEQYOJNR-VZXSFKIWSA-N
- InChI
- InChI=1S/C17H21NO4.ClH/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11;/h3-7,12-15H,8-10H2,1-2H3;1H/t12-,13+,14-,15+;/m0./s1
- IUPAC Name
- methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate hydrochloride
- SMILES
- Cl.[H][C@@]12CC[C@@]([H])(N1C)[C@@]([H])(C(=O)OC)[C@]([H])(C2)OC(=O)C1=CC=CC=C1
- External Links
- ChemSpider
- 571113
- ChEBI
- 613010
- ChEMBL
- CHEMBL529437
- Wikipedia
- Cocaine
- Predicted Properties
Property Value Source Water Solubility 5.03 mg/mL ALOGPS logP 1.97 ALOGPS logP 2.28 Chemaxon logS -1.8 ALOGPS pKa (Strongest Basic) 8.85 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 55.84 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 81.16 m3·mol-1 Chemaxon Polarizability 31.96 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon