DOQ

(2S,3S,4S)-2-CARBOXY-4-[(1Z,3E,5R)-5-CARBOXY-1-METHYL-1,3-HEXADIENYL]-3-PYRROLIDINEACETIC ACID

Created:	2005-01-14
Last modified:	2020-06-05

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6 entries where DOQ is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	43
Chiral Atom Count	4
Bond Count	43
Aromatic Bond Count	0

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Chemical Component Summary
Name	(2S,3S,4S)-2-CARBOXY-4-[(1Z,3E,5R)-5-CARBOXY-1-METHYL-1,3-HEXADIENYL]-3-PYRROLIDINEACETIC ACID
Synonyms	(2S,3S,4S)-3-CARBOXYMETHYL-4-[(1Z,3E,5R)-5-CARBOXY-1-METHYL-HEXA-1,3-DIENYL]-PYRROLIDINE-2-CARBOXYLIC ACID; DOMOIC ACID
Systematic Name (OpenEye OEToolkits)	(2S,3S,4S)-3-(carboxymethyl)-4-[(2Z,4E,6R)-7-hydroxy-6-methyl-7-oxo-hepta-2,4-dien-2-yl]pyrrolidine-2-carboxylic acid
Formula	C₁₅ H₂₁ N O₆
Molecular Weight	311.33
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(O)C(/C=C/C=C(\C1C(C(C(=O)O)NC1)CC(=O)O)C)C
SMILES	CACTVS	3.341	C[CH](C=CC=C(C)[CH]1CN[CH]([CH]1CC(O)=O)C(O)=O)C(O)=O
SMILES	OpenEye OEToolkits	1.5.0	CC(C=CC=C(C)C1CNC(C1CC(=O)O)C(=O)O)C(=O)O
Canonical SMILES	CACTVS	3.341	C[C@H](\C=C\C=C(\C)[C@H]1CN[C@@H]([C@H]1CC(O)=O)C(O)=O)C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	C[C@H](\C=C\C=C(\C)/[C@H]1CN[C@@H]([C@H]1CC(=O)O)C(=O)O)C(=O)O
InChI	InChI	1.03	InChI=1S/C15H21NO6/c1-8(4-3-5-9(2)14(19)20)11-7-16-13(15(21)22)10(11)6-12(17)18/h3-5,9-11,13,16H,6-7H2,1-2H3,(H,17,18)(H,19,20)(H,21,22)/b5-3+,8-4-/t9-,10+,11-,13+/m1/s1
InChIKey	InChI	1.03	VZFRNCSOCOPNDB-AOKDLOFSSA-N

Drug Info: DrugBank

DrugBank ID	DB02852
Name	Domoic Acid
Groups	experimental
Synonyms	(-)-domoic acid L-domoic acid Domoic Acid
Categories	Central Nervous System Depressants Neuromuscular Agents Neurotoxins Peripheral Nervous System Agents Pyrrolidines
CAS number	14277-97-5

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Glutamate receptor ionotropic, kainate 2	MKIIFPILSNPVFRRTVKLLLCLLWIGYSQGTTHVLRFGGIFEYVESGPM...	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