Compound
ecgonine methyl ester
The conjugate acid of ecgonine methyl ester arising from protonation of the tertiary amino group; major species at pH 7.3.
Definition from ChEBI (CHEBI:59908), read 2026-09-23. CC BY 4.0.
Structure
Loading the model…
- Class
- Organic compound, cation
- Formula
- C10H18NO3
- Mass
- 200.258 g/mol
- Charge
- +1
- InChIKey
- QIQNNBXHAYSQRY-UYXSQOIJSA-O
- SMILES
- [H][C@]12CC[C@]([H])([C@@H](C(=O)OC)[C@@H](O)C1)[NH+]2C
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
2 entities
2 entities reached.
0 reported hops2 assembled from the scaffold
What the reference databases state
Statements
2 statements
2 statements · 2 reference databases · Subject: ecgonine methyl ester · Sources: Human-GEM, Rhea
- ecgonine methyl ester is metabolised by CES2ProteinRhea RHEA:27506Inferred only
- ecgonine methyl ester is a substrate of AADACProteinHuman-GEM MAR08648Inferred only
Reactions
10 reactions
cocaine+waterbenzoic acid+ecgonine methyl ester+proton
Catalysed by CES5A or CES3 or CES2 or CES1
Reaction pageLeft to rightBalancedEC 3.1.1.1, 3.1.1.84, 3.1.1.56cytosol
Human-GEM MAR08643CC BY 4.0Reference data
cocaine+waterbenzoic acid+ecgonine methyl ester+proton
Catalysed by CES2
Reaction pageLeft to rightBalancedEC 3.1.1.84endoplasmic reticulum
Human-GEM MAR08645CC BY 4.0Reference data
ecgonine methyl ester+waterCHEBI:708641+proton+methanol
Catalysed by AADAC
Reaction pageLeft to rightBalancedEC 3.1.1.3endoplasmic reticulum
Human-GEM MAR08648CC BY 4.0Reference data
ecgonine methyl esterecgonine methyl ester
Reaction pageReversibleBalancedendoplasmic reticulum, cytosol
Human-GEM MAR11831CC BY 4.0Reference data
ecgonine methyl esterecgonine methyl ester
Reaction pageReversibleBalancedcytosol, extracellular space
Human-GEM MAR11832CC BY 4.0Reference data
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR11833CC BY 4.0Reference data
cocaine+waterecgonine methyl ester+benzoic acid+hydron
Catalysed by CES2
Reaction pageDirection not assertedBalanced
Rhea RHEA:27506CC BY 4.0Reference data
ecgonine methyl ester+NADP(3-)CHEBI:66941+NADPH(4-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:34211CC BY 4.0Reference data
ecgonine methyl ester+benzoyl-CoAcocaine+coenzyme A(4-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:81559CC BY 4.0Reference data
ecgonine methyl ester+CHEBI:57252CHEBI:231952+coenzyme A(4-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:81563CC BY 4.0Reference data
Other names
1 name
Resolves to: ecgonine methyl ester
- Systematic name
- (1R,2R,3S,5S)-3-hydroxy-2-(methoxycarbonyl)-8-methyl-8-azoniabicyclo[3.2.1]octane