ent-Photinus luciferin (CHEBI:139036)

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ChEBI Name	ent-Photinus luciferin

ChEBI ID	CHEBI:139036

ChEBI ASCII Name	ent-Photinus luciferin

Definition	A 1,3-thiazolemonocarboxylic acid consisting of 3,5-dihydrothiophene-4-carboxylic acid having a 6-hydroxybenzothiazol-2-yl group at the 2-position.

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

Supplier Information

Download	Molfile XML SDF

Formula

C11H8N2O3S2

Net Charge

Average Mass

280.325

Monoisotopic Mass

279.99763

InChI

InChI=1S/C11H8N2O3S2/c14-5-1-2-6-8(3-5)18-10(12-6)9-13-7(4-17-9)11(15)16/h1-3,7,14H,4H2,(H,15,16)/t7-/m0/s1

InChIKey

BJGNCJDXODQBOB-ZETCQYMHSA-N

SMILES

S1C(=N[C@@H](C1)C(=O)O)C2=NC3=C(S2)C=C(C=C3)O

Metabolite of Species	Details
Luciola lateralis (NCBI:txid7052)	See: PubMed

Roles Classification
Chemical Role(s):	luciferin A low-molecular-mass compound present in bioluminescent organisms that emits light when oxidized in presence of enzyme luciferase. Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	luciferin A low-molecular-mass compound present in bioluminescent organisms that emits light when oxidized in presence of enzyme luciferase. animal metabolite Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.

ChEBI Ontology
Outgoing	ent-Photinus luciferin (CHEBI:139036) has role animal metabolite (CHEBI:75767) ent-Photinus luciferin (CHEBI:139036) has role luciferin (CHEBI:25078) ent-Photinus luciferin (CHEBI:139036) is a 1,3-thiazolemonocarboxylic acid (CHEBI:48652) ent-Photinus luciferin (CHEBI:139036) is a benzothiazoles (CHEBI:37947) ent-Photinus luciferin (CHEBI:139036) is a imidothioate (CHEBI:83991) ent-Photinus luciferin (CHEBI:139036) is conjugate acid of ent-Photinus luciferin(1−) (CHEBI:138329) ent-Photinus luciferin (CHEBI:139036) is enantiomer of Photinus luciferin (CHEBI:17165)

Incoming	L-firefly luciferyl-CoA (CHEBI:139035) has functional parent ent-Photinus luciferin (CHEBI:139036) ent-Photinus luciferin(1−) (CHEBI:138329) is conjugate base of ent-Photinus luciferin (CHEBI:139036) Photinus luciferin (CHEBI:17165) is enantiomer of ent-Photinus luciferin (CHEBI:139036)

IUPAC Name

(4R)-2-(6-hydroxy-1,3-benzothiazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid

Registry Number	Type	Source
4196732	Reaxys Registry Number	Reaxys

Citation	Type	Source
24391868	PubMed citation	Europe PMC

Last Modified

14 November 2017