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CHEBI:15617 - (2R,3Z)-phycocyanobilin

ChEBI IDCHEBI:15617
ChEBI Name(2R,3Z)-phycocyanobilin
Stars
ASCII Name(2R,3Z)-phycocyanobilin
DefinitionThe (3Z)-isomer of (2R)-phycocyanobilin.
Secondary ChEBI IDsCHEBI:223, CHEBI:10895
Last Modified3 August 2014
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC33H38N4O6
Net Charge0
Average Mass586.689
Monoisotopic Mass586.27913
SMILESC/C=C1C(=C\C2=N/C(=C\c3nc(/C=C4\NC(=O)C(CC)=C4C)c(C)c3CCC(=O)O)C(CCC(=O)O)=C2C)\NC(=O)[C@@H]\1C
InChIInChI=1S/C33H38N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7,13-15,19,34H,8-12H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b20-7-,26-13-,27-14-,29-15-/t19-/m1/s1
InChIKeyXAVVMXGLKJSJDU-NSNBCYBJSA-N
Roles Classification
Chemical Role:
phytochrome chromophore  A chromophore that is a linear tetrapyrrolic prosthetic group covalently attached to a large soluble protein phytochrome. Light absorption by the phytochrome chromophore triggers photoconversion between two spectrally distinct forms of the photoreceptor: Pr, the red light absorbing form, and Pfr, the far-red light absorbing form.
ChEBI Ontology
Outgoing Relation(s)
(2R,3Z)-phycocyanobilin (CHEBI:15617) is a (2R)-phycocyanobilin (CHEBI:47955)
(2R,3Z)-phycocyanobilin (CHEBI:15617) is conjugate acid of (2R,3Z)-phycocyanobilin(2−) (CHEBI:57437)
Incoming Relation(s)
(2R,3Z)-phycocyanobilin(2−) (CHEBI:57437) is conjugate base of (2R,3Z)-phycocyanobilin (CHEBI:15617)
IUPAC Name 
(2R,3Z)-8,12-bis(2-carboxyethyl)-18-ethyl-3-ethylidene-2,7,13,17-tetramethyl-2,3-dihydrobilin-1,19(21H,24H)-dione
Synonym  Source
(3Z)-PhycocyanobilinKEGG COMPOUND
Manual XrefsDatabases
C05786KEGG COMPOUND
3Z-PHYCOCYANOBILINMetaCyc