ECG

3-HYDROXY-8-METHYL-8-AZA-BICYCLO[3.2.1]OCTANE-2-CARBOXYLIC ACID METHYL ESTER

Created:	2005-08-11
Last modified:	2020-06-05

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2 entries where ECG is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	31
Chiral Atom Count	4
Bond Count	32
Aromatic Bond Count	0

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Chemical Component Summary
Name	3-HYDROXY-8-METHYL-8-AZA-BICYCLO[3.2.1]OCTANE-2-CARBOXYLIC ACID METHYL ESTER
Synonyms	ECGONINE METHYL ESTER
Systematic Name (OpenEye OEToolkits)	methyl (1S,3S,4R,5R,8S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-4-carboxylate
Formula	C₁₀ H₁₇ N O₃
Molecular Weight	199.247
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(OC)C2C1N(C)C(CC1)CC2O
SMILES	CACTVS	3.341	COC(=O)[CH]1[CH](O)C[CH]2CC[CH]1N2C
SMILES	OpenEye OEToolkits	1.5.0	CN1C2CCC1C(C(C2)O)C(=O)OC
Canonical SMILES	CACTVS	3.341	COC(=O)[C@H]1[C@@H](O)C[C@@H]2CC[C@H]1N2C
Canonical SMILES	OpenEye OEToolkits	1.5.0	C[N@]1[C@H]2CC[C@@H]1[C@H]([C@H](C2)O)C(=O)OC
InChI	InChI	1.03	InChI=1S/C10H17NO3/c1-11-6-3-4-7(11)9(8(12)5-6)10(13)14-2/h6-9,12H,3-5H2,1-2H3/t6-,7+,8-,9+/m0/s1
InChIKey	InChI	1.03	QIQNNBXHAYSQRY-UYXSQOIJSA-N

Drug Info: DrugBank

DrugBank ID	DB04688
Name	Methylecgonine
Groups	experimental
Synonyms	Methylecgonine Ecgonine methyl ester
Categories	Alkaloids Analgesics Aza Compounds Azabicyclo Compounds Central Nervous System Agents Central Nervous System Depressants Narcotics Peripheral Nervous System Agents Sensory System Agents Tropanes
CAS number	7143-09-1

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Ig gamma-2 chain C region	ASTKGPSVFPLAPCSRSTSESTAALGCLVKDYFPEPVTVSWNSGALTSGV...	unknown
Ig kappa chain C region	TVAAPSVFIFPPSDEQLKSGTASVVCLLNNFYPREAKVQWKVDNALQSGN...	unknown

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682