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Details

Stereochemistry RACEMIC
Molecular Formula C9H15NO3
Molecular Weight 185.2203
Optical Activity ( + / - )
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ECGONINE, (±)-

SMILES

CN1[C@H]2CC[C@@H]1[C@H]([C@@H](O)C2)C(O)=O

InChI

InChIKey=PHMBVCPLDPDESM-FKSUSPILSA-N
InChI=1S/C9H15NO3/c1-10-5-2-3-6(10)8(9(12)13)7(11)4-5/h5-8,11H,2-4H2,1H3,(H,12,13)/t5-,6+,7-,8+/m0/s1

HIDE SMILES / InChI

Molecular Formula C9H15NO3
Molecular Weight 185.2203
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Ecgonine is an important marker for cocaine use in inadequately preserved specimens.
2001 Apr
In vitro stability of cocaine in whole blood and plasma including ecgonine as a target analyte.
2001 Apr
A catalytic antibody against cocaine attenuates cocaine's cardiovascular effects in mice: a dose and time course analysis.
2001 Jun
2'-substituted analogs of cocaine: synthesis and dopamine transporter binding potencies.
2001 Sep
Determination of cocaine, its metabolites, pyrolysis products, and ethanol adducts in postmortem fluids and tissues using Zymark automated solid-phase extraction and gas chromatography-mass spectrometry.
2004 Jul 5
Simultaneous analyses of cocaine, cocaethylene, and their possible metabolic and pyrolytic products.
2006 Feb 10
The hydrated and anhydrous gold(III) tetrachloride salts of L-ecgonine, an important forensic toxicology marker for cocaine.
2010 Jan
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:09:59 GMT 2023
Edited
by admin
on Sat Dec 16 09:09:59 GMT 2023
Record UNII
342I22959I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ECGONINE, (±)-
Common Name English
DL-ECGONINE
Common Name English
(±)-ECGONINE
Common Name English
ECGONINE (±)-FORM [MI]
Common Name English
8-AZABICYCLO(3.2.1)OCTANE-2-CARBOXYLIC ACID, 3-HYDROXY-8-METHYL-, MONOHYDRATE, (EXO,EXO)-
Systematic Name English
Code System Code Type Description
CAS
876657-17-9
Created by admin on Sat Dec 16 09:09:59 GMT 2023 , Edited by admin on Sat Dec 16 09:09:59 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
MERCK INDEX
m4810
Created by admin on Sat Dec 16 09:09:59 GMT 2023 , Edited by admin on Sat Dec 16 09:09:59 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID20881252
Created by admin on Sat Dec 16 09:09:59 GMT 2023 , Edited by admin on Sat Dec 16 09:09:59 GMT 2023
PRIMARY
FDA UNII
342I22959I
Created by admin on Sat Dec 16 09:09:59 GMT 2023 , Edited by admin on Sat Dec 16 09:09:59 GMT 2023
PRIMARY
CAS
54808-87-6
Created by admin on Sat Dec 16 09:09:59 GMT 2023 , Edited by admin on Sat Dec 16 09:09:59 GMT 2023
PRIMARY
PUBCHEM
91460
Created by admin on Sat Dec 16 09:09:59 GMT 2023 , Edited by admin on Sat Dec 16 09:09:59 GMT 2023
PRIMARY