CHEBI:17165 - Photinus luciferin

ChEBI IDCHEBI:17165
ChEBI NamePhotinus luciferin
Stars
ASCII NamePhotinus luciferin
DefinitionA 1,3-thiazolemonocarboxylic acid consisting of 3,5-dihydrothiophene-4-carboxylic acid having a 6-hydroxybenzothiazol-2-yl group at the 2-position.
Secondary ChEBI IDsCHEBI:8172, CHEBI:12731, CHEBI:22004
Last Modified14 November 2017
DownloadsMolfile
FormulaC11H8N2O3S2
Net Charge0
Average Mass280.330
Monoisotopic Mass279.99763
SMILES[H][C@]1(C(=O)O)CSC(c2nc3ccc(O)cc3s2)=N1
InChIInChI=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-/m1/s1
InChIKeyBJGNCJDXODQBOB-SSDOTTSWSA-N
Roles Classification
Chemical Roles:
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 (Brønsted base).
Biological Role:
luciferin  A low-molecular-mass compound present in bioluminescent organisms that emits light when oxidized in presence of enzyme luciferase.
ChEBI Ontology
Outgoing Relation(s)
Photinus luciferin (CHEBI:17165) has role luciferin (CHEBI:25078)
Photinus luciferin (CHEBI:17165) is a 1,3-thiazolemonocarboxylic acid (CHEBI:48652)
Photinus luciferin (CHEBI:17165) is a benzothiazoles (CHEBI:37947)
Photinus luciferin (CHEBI:17165) is a imidothioate (CHEBI:83991)
Photinus luciferin (CHEBI:17165) is conjugate acid of Photinus luciferin(1−) (CHEBI:58038)
Photinus luciferin (CHEBI:17165) is enantiomer of ent-Photinus luciferin (CHEBI:139036)
Incoming Relation(s)
firefly sulfoluciferin (CHEBI:133462) has functional parent Photinus luciferin (CHEBI:17165)
oxidized Photinus luciferin (CHEBI:16792) is a Photinus luciferin (CHEBI:17165)
Photinus luciferin(1−) (CHEBI:58038) is conjugate base of Photinus luciferin (CHEBI:17165)
ent-Photinus luciferin (CHEBI:139036) is enantiomer of Photinus luciferin (CHEBI:17165)
IUPAC Name 
(4S)-2-(6-hydroxy-1,3-benzothiazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid
Synonyms  Source
Photinus luciferinKEGG COMPOUND
(S)-4,5-dihydro-2-(6-hydroxybenzothiazol-2-yl)thiazole-4-carboxylic acidChemIDplus
(S)-4,5-dihydro-2-(6-hydroxy-2-benzothiazolyl)-4-thiazolecarboxylic acidChemIDplus
firefly luciferinChemIDplus
(S)-4,5-Dihydro-2-(6-hydroxy-1,3-benzothiazol-2-yl)thiazole-4-carboxylic acidKEGG COMPOUND
Firefly luciferinKEGG COMPOUND
Manual XrefsDatabases
C02740KEGG COMPOUND
C02740KEGG COMPOUND
Registry NumbersSources
Gmelin:30484Gmelin
CAS:2591-17-5ChemIDplus
CAS:2591-17-5KEGG COMPOUND