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

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ChEBI Name (2R,3Z)-phycocyanobilin
ChEBI ID CHEBI:15617
ChEBI ASCII Name (2R,3Z)-phycocyanobilin
Definition The (3Z)-isomer of (2R)-phycocyanobilin.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:10895, CHEBI:223
Supplier Information
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Formula C33H38N4O6
Net Charge 0
Average Mass 586.67818
Monoisotopic Mass 586.27913
InChI InChI=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
InChIKey XAVVMXGLKJSJDU-NSNBCYBJSA-N
SMILES CCC1=C(C)\C(NC1=O)=C\c1[nH]c(\C=C2/N=C(/C=C3NC(=O)[C@H](C)C\3=C\C)C(C)=C/2CCC(O)=O)c(CCC(O)=O)c1C
Roles Classification
Chemical Role(s): 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.
(via phycocyanobilin )
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ChEBI Ontology
Outgoing (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 (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)-Phycocyanobilin KEGG COMPOUND
Manual Xrefs Databases
3Z-PHYCOCYANOBILIN MetaCyc
C05786 KEGG COMPOUND
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Last Modified
04 August 2014