Please login to be able to add spectra, identifiers, links and publications.
Inherent Properties, Identifiers and References
ChemSpider ID: 10194104
Empirical Formula: C17H21NO4
Molecular Weight: 303.3529
Nominal Mass: 303 Da
Average Mass: 303.3529 Da
Monoisotopic Mass: 303.147058 Da
Quick Links: Permalink Similar Isomers
Systematic Name: methyl (1S,3S,4R,5R)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]oct​ane-4-carboxylate
SMILES: CN3[C@@H]2CC[C@H]3C[C@H](OC(=O)c1ccccc1)[C@@H]2C(=O)OC
InChI: InChI=1/C17H21NO4/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/t12-,13+,14-,15+/m0/​s1
InChIKey: ZPUCINDJVBIVPJ-LJISPDSOBK
(Details...) Wikipedia Article(s)
Cocaine (benzoylmethyl ecgonine) is a crystalline tropane alkaloid that is obtained from the leaves of the coca plant. The name comes from "coca" in addition to the alkaloid suffix -ine, forming cocaine. It is both a stimulant of the central nervous system and an appetite suppressant. Specifically, it is a dopamine reuptake inhibitor, a noradrenaline reuptake inhibitor and a serotonin reuptake inhibitor. Because of the way it affects the mesolimbic reward pathway, cocaine is addictive. Nevertheless, cocaine is used in medicine as a topical anesthetic, even in children, specifically in eye, nose and throat surgery. Its possession, cultivation, and distribution are illegal for non-medicinal and non-government sanctioned purposes in virtually all parts of the world. Although its free commercialization is illegal and has been severely penalized in virtually all countries, its use worldwide remains widespread in many social, cultural, and personal settings. Read more... or Edit at Wikipedia...
(Details...) Original Reference(s)
Disclaimer (Details...) Supplemental Information
(Details...) Names and Synonyms

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

(-)-Cocai​ne

(1R,2R,3S​,5S)-2-(m​ethoxycar​bonyl)tro​pan-3-yl ​benzoate

(1R,2R,3S​,5S)-2-Me​thoxycarb​onyltropa​n-3-yl be​nzoate

(1R,2R,3S​,5S)-3-(B​enzoyloxy​)-8-methy​l-8-azabi​cyclo[3.2​.1]octane​-2-carbox​ylic Acid​ Methyl E​ster

(R)-Cocai​ne

[1R-(exo,​exo)]-3-(​Benzoylox​y)-8-meth​yl-8-azab​icyclo[3.​2.1]octan​e-2-carbo​xylic Aci​d Methyl ​Ester

200-032-7 [EINECS/ELINCS]

2b-Carbom​ethoxy-3b​-benzoxyt​ropane

2beta-Car​bomethoxy​-3beta-be​nzoxytrop​ane

3b-Hydrox​y-1aH,5aH​-tropane-​2b-carbox​ylic Acid​ Methyl E​ster Benz​oate

More...
(Details...) Database ID(s)

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

DEA No. 9​041

HSDB 6469

610089_AL​DRICH

C8912_SIG​MA

(Details...) Predicted Properties
LogP: ACD/LogP: 3.08
# of Rule of 5 Violations: 0
ACD/LogD (pH 5.5): 0.13 ACD/LogD (pH 7.4): 1.51
ACD/BCF (pH 5.5): 1 ACD/BCF (pH 7.4): 3.5
ACD/KOC (pH 5.5): 1.28 ACD/KOC (pH 7.4): 30.61
#H bond acceptors: 5 #H bond donors: 0
#Freely Rotating Bonds: 5 Polar Surface Area: 55.84 Å2
Index of Refraction: 1.567 Molar Refractivity: 81.1 cm3
Molar Volume: 248 cm3 Polarizability: 32.15 10-24cm3
Surface Tension: 48.4 dyne/cm Density: 1.22 g/cm3
Flash Point: 192.8 °C Enthalpy of Vaporization: 64.53 kJ/mol
Boiling Point: 395.2 °C at 760 mmHg Vapour Pressure: 1.87E-06 mmHg at 25°C
(Details...) Spectra
Type: Infrared
Comments: These data were collected from standards supplied by legitimate manufacturers or synthesized in forensic laboratories under controlled conditions. Supplied by John Meyers, Member of the ChemSpider Advisory Group.
This browser does not have a Java Plug-in or needs upgrading.
Get the latest Sun Java Plug-in from here.