(S)-gabaculine (CHEBI:145084)

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ChEBI Name	(S)-gabaculine

ChEBI ID	CHEBI:145084

ChEBI ASCII Name	(S)-gabaculine

Definition	The (S)-enantiomer of gabaculine.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C7H9NO2

Net Charge

Average Mass

139.154

Monoisotopic Mass

139.06333

InChI

InChI=1S/C7H9NO2/c8-6-3-1-2-5(4-6)7(9)10/h1-3,6H,4,8H2,(H,9,10)/t6-/m1/s1

InChIKey

KFNRJXCQEJIBER-ZCFIWIBFSA-N

SMILES

C1=C(C[C@@H](C=C1)N)C(O)=O

Metabolite of Species	Details
Streptomyces toyocaensis (NCBI:txid55952)	Found in cell suspension culture (BTO:0000221). See: DOI

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid ) Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	bacterial metabolite Any prokaryotic metabolite produced during a metabolic reaction in bacteria. EC 2.6.1.19 (4-aminobutyrate--2-oxoglutarate transaminase) inhibitor An EC 2.6.1.* (transaminase) inhibitor that interferes with the action of 4-aminobutyrate2-oxoglutarate transaminase (EC 2.6.1.19).

ChEBI Ontology
Outgoing	(S)-gabaculine (CHEBI:145084) has role bacterial metabolite (CHEBI:76969) (S)-gabaculine (CHEBI:145084) has role EC 2.6.1.19 (4-aminobutyrate—2-oxoglutarate transaminase) inhibitor (CHEBI:63674) (S)-gabaculine (CHEBI:145084) is a 5-aminocyclohexa-1,3-diene-1-carboxylic acid (CHEBI:29585) (S)-gabaculine (CHEBI:145084) is enantiomer of (R)-gabaculine (CHEBI:42790)

Incoming	rac-gabaculine (CHEBI:145090) has part (S)-gabaculine (CHEBI:145084) (R)-gabaculine (CHEBI:42790) is enantiomer of (S)-gabaculine (CHEBI:145084)

IUPAC Name

(5S)-5-aminocyclohexa-1,3-diene-1-carboxylic acid

Synonyms	Sources
(−)-5-amino-1,3-cyclohexadiene-1-carboxylic acid	ChemIDplus
(−)-gabaculine	ChEBI
(S)-5-amino-1,3-cyclohexadiene-1-carboxylic acid	ChEBI
[S,(−)]-5-amino-1,3-cyclohexadiene-1-carboxylic acid	ChEBI
gabaculin	ChemIDplus
gabaculine	ChEBI

Last Modified

10 October 2019