CHEBI ONTOLOGY - ANNOTATIONS
The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/ . The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/ ). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term: FAD
Accession: CHEBI:16238
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Definition: A flavin adenine dinucleotide in which the substituent at position 10 of the flavin nucleus is a 5'-adenosyldiphosphoribityl group.
Synonyms: exact_synonym: adenosine 5'-(3-{D-ribo-5-[7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl]-2,3,4-trihydroxypentyl} dihydrogen diphosphate)
related_synonym: Adenosine 5'-(trihydrogen pyrophosphate), 5'-5'-ester with riboflavine; Flavin adenine dinucleotide; Formula=C27H33N9O15P2; InChI=1S/C27H33N9O15P2/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36/h3-4,8-9,14-16,19-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43)/t14-,15+,16+,19-,20+,21+,26+/m0/s1; InChIKey=VWWQXMAJTJZDQX-UYBVJOGSSA-N; Riboflavin 5'-(trihydrogen diphosphate), 5'-5'-ester with adenosine; Riboflavin 5'-adenosine diphosphate; SMILES=Cc1cc2nc3c(nc(=O)[nH]c3=O)n(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)c2cc1C; adenosine 5'-[3-(riboflavin-5'-yl) dihydrogen diphosphate]
alt_id: CHEBI:13315; CHEBI:21125; CHEBI:42388; CHEBI:4956
xref: Beilstein:1208946; CAS:146-14-5; COMe:MOL000039; DrugBank:DB03147; Gmelin:108834; KEGG:C00016; KEGG:D00005; KNApSAcK:C00001500
xref_mesh: MESH:D005182
xref: PDBeChem:FAD; PMID:24643482; PMID:25108762
cyclic_relationship: is_conjugate_acid_of CHEBI:57692
G
Ndufa9
NADH:ubiquinone oxidoreductase subunit A9
multiple interactions
ISO
Flavin-Adenine Dinucleotide binds to and results in increased activity of NDUFA9 protein
CTD
PMID:25526675
NCBI chr 4:159,659,242...159,688,034
Ensembl chr 4:159,659,242...159,688,018
G
Rfk
riboflavin kinase
increases abundance
ISO
RFK protein results in increased abundance of Flavin-Adenine Dinucleotide
CTD
PMID:21308351
NCBI chr 1:214,799,880...214,807,440
Ensembl chr 1:214,799,825...214,807,438 Ensembl chr X:214,799,825...214,807,438
G
Slc52a3
solute carrier family 52 member 3
multiple interactions
EXP
Flavin-Adenine Dinucleotide inhibits the reaction [SLC52A3 protein results in increased transport of Riboflavin]
CTD
PMID:19122205
NCBI chr 3:140,498,924...140,515,845
Ensembl chr 3:140,509,473...140,514,096
Term paths to the root one shortest all shortest one longest all longest one shortest and longest all