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name Structure Reference Source Properties Activities Metabolism

ecgonine benzoate

AlkaPlorer ID: AK017875

Synonym: '(-)-benzoylecgonine', '', 'Benzoylecgonine', 'O-Benzoyl-(-)-ecgonine', 'BEG', '(-)-Benzoylecgonine', 'BCG', 'O-benzoylecgonine', '3-(Benzoyloxy)-8-methyl-8-azabicyclo3.2.1octane-2-carboxylic acid', 'MLS002320708', '(1R,2R,3S,5S)-8-methyl-3-(phenylcarbonyl)oxy-8-azabicyclo3.2.1octane-2-carboxylic acid', 'SMR001338854'

IUPAC Name: (1R,2R,3S,5S)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid

Structure

SMILES: CN1[C@H]2CC[C@@H]1[C@@H](C(=O)O)[C@@H](OC(=O)C1=CC=CC=C1)C2

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InChI: InChI=1S/C16H19NO4/c1-17-11-7-8-12(17)14(15(18)19)13(9-11)21-16(20)10-5-3-2-4-6-10/h2-6,11-14H,7-9H2,1H3,(H,18,19)/t11-,12+,13-,14+/m0/s1

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InChIKey: GVGYEFKIHJTNQZ-RFQIPJPRSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Erythroxylum coca Erythroxylum Erythroxylaceae Malpighiales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 289.331

TPSA？: 66.84

MolLogP？: 1.7792999999999992

Number of H-Donors: 1

Number of H-Acceptors: 4

RingCount: 3

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Whole blood Retention_time 3.48 min 10.1007/s00044-012-9977-1

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT011088 COC(=O)[C@@H]1[C@H]2CC[C@@H](C[C@@H]1OC(=O)c1ccccc1)N2C>>CN1[C@@H]2CC[C@H]1C[C@H](OC(=O)c1ccccc1)[C@@H]2C(=O)O.CO None
AKRT011140 COC(=O)[C@H]1[C@@H](OC(=O)c2ccccc2)C[C@@H]2CC[C@H]1N2C>>CN1[C@H]2CC[C@@H]1[C@@H](C(=O)O)[C@@H](OC(=O)c1ccccc1)C2 RXN-13424