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CHEBI:90127 - scytonemin

ChEBI IDCHEBI:90127
ChEBI Namescytonemin
Stars
DefinitionA ring assembly obtained by 1,1'-coupling of two molecules of (3E)-3-[(4-hydroxyphenyl)methylidene]cyclopenta[b]indol-2(3H)-one. A UV-screening molecule produced by many strains of cyanobacteria.
Last Modified28 October 2015
SubmitterSteve
DownloadsMolfile
FormulaC36H20N2O4
Net Charge0
Average Mass544.566
Monoisotopic Mass544.14231
SMILESO=C1C(C2=C3C(=Nc4ccccc43)/C(=C\c3ccc(O)cc3)C2=O)=C2C(=Nc3ccccc32)/C1=C\c1ccc(O)cc1
InChIInChI=1S/C36H20N2O4/c39-21-13-9-19(10-14-21)17-25-33-29(23-5-1-3-7-27(23)37-33)31(35(25)41)32-30-24-6-2-4-8-28(24)38-34(30)26(36(32)42)18-20-11-15-22(40)16-12-20/h1-18,39-40H/b25-17+,26-18+
InChIKeyCGZKSPLDUIRCIO-RPCRKUJJSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Scytonema sp. (ncbitaxon:1542952) - PubMed (25226055) Strain: R77DM
Lyngbya (ncbitaxon:28073) - PubMed (24111939) Strain: CU2555
Roles Classification
Chemical Role:
ultraviolet filter  A photochemical role realized in the absorption of ultraviolet light, for example to protect skin cells from damage.
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
biological pigment  An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light.
ChEBI Ontology
Outgoing Relation(s)
scytonemin (CHEBI:90127) has role bacterial metabolite (CHEBI:76969)
scytonemin (CHEBI:90127) has role biological pigment (CHEBI:26130)
scytonemin (CHEBI:90127) has role ultraviolet filter (CHEBI:73335)
scytonemin (CHEBI:90127) is a enone (CHEBI:51689)
scytonemin (CHEBI:90127) is a organic heterotricyclic compound (CHEBI:26979)
scytonemin (CHEBI:90127) is a organonitrogen heterocyclic compound (CHEBI:38101)
scytonemin (CHEBI:90127) is a polyphenol (CHEBI:26195)
scytonemin (CHEBI:90127) is a ring assembly (CHEBI:36820)
IUPAC Name 
(3E,3'E)-3,3'-bis[(4-hydroxyphenyl)methylidene][1,1'-bicyclopenta[b]indole]-2,2'(3H,3'H)-dione
Manual XrefsDatabases
C00045068KNApSAcK
ScytoneminWikipedia
Registry NumbersSources
Reaxys:22043325Reaxys
CAS:152075-98-4ChemIDplus
Citations