CHEBI:40260 - 6-hydroxy-FAD

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ChEBI Name 6-hydroxy-FAD
ChEBI ID CHEBI:40260
Definition Flavin-adenine dinucleotide (FAD) in which the hydrogen at position 6 of the benzo[g]pteridinedione moiety is substituted by a hydroxy group.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C27H33N9O16P2
Net Charge 0
Average Mass 801.54910
Monoisotopic Mass 801.152
InChI InChI=1S/C27H33N9O16P2/c1-9-3-11-15(18(39)10(9)2)32-17-24(33-27(44)34-25(17)43)35(11)4-12(37)19(40)13(38)5-49-53(45,46)52-54(47,48)50-6-14-20(41)21(42)26(51-14)36-8-31-16-22(28)29-7-30-23(16)36/h3,7-8,12-14,19-21,26,37-42H,4-6H2,1-2H3,(H,45,46)(H,47,48)(H2,28,29,30)(H,34,43,44)/t12-,13+,14+,19-,20+,21+,26+/m0/s1
InChIKey BJSUUWFQAMLNKU-OKXKTURISA-N
SMILES Cc1cc2n(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n3cnc4c(N)ncnc34)c3nc(=O)[nH]c(=O)c3nc2c(O)c1C
Roles Classification
Biological Role(s): cofactor
An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
(via flavin adenine dinucleotide )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 6-hydroxy-FAD (CHEBI:40260) is a flavin adenine dinucleotide (CHEBI:24040)
6-hydroxy-FAD (CHEBI:40260) is conjugate acid of 6-hydroxy-FAD(3−) (CHEBI:60470)
Incoming 6-hydroxy-FAD(3−) (CHEBI:60470) is conjugate base of 6-hydroxy-FAD (CHEBI:40260)
IUPAC Name
adenosine 5'-(3-{D-ribo-5-[6-hydroxy-7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl]-2,3,4-trihydroxypentyl} dihydrogen diphosphate)
Synonyms Sources
6-HO-FAD ChEBI
6-hydroxy-fad ChemIDplus
6-HYDROXY-FLAVIN-ADENINE DINUCLEOTIDE PDBeChem
6-hydroxyflavin-adenine dinucleotide ChEBI
6-hydroxyflavine-adenine dinucleotide ChEBI
6-hydroxyriboflavin 5'-(trihydrogen diphosphate) 5'→5'-ester with adenosine ChEBI
6-OH-Fad ChemIDplus
[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3S,4S)-2,3,4-trihydroxy-5-(6-hydroxy-7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)pentyl dihydrogen diphosphate IUPAC
adenosine 5'-(trihydrogen diphosphate) 5'→5'-ester with 6-hydroxyriboflavin ChEBI
Registry Number Type Source
52301-43-6 CAS Registry Number ChemIDplus
Last Modified
15 October 2010