CHEBI:17552 - GDP

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ChEBI Name GDP ChEBI ID CHEBI:17552 Definition A purine ribonucleoside 5'-diphosphate resulting from the formal condensation of the hydroxy group at the 5' position of guanosine with pyrophosphoric acid. Stars This entity has been manually annotated by the ChEBI Team. Secondary ChEBI IDs CHEBI:42738, CHEBI:5212, CHEBI:13327, CHEBI:14379, CHEBI:24448 Supplier Information ChemicalBook:CB4919515, ZINC000004228260 Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Flavin mononucleotide (FMN), or riboflavin-5′-phosphate, is a biomolecule produced from riboflavin (vitamin B2) by the enzyme riboflavin kinase and functions as the prosthetic group of various oxidoreductases, including NADH dehydrogenase, as well as a cofactor in biological blue-light photo receptors. During the catalytic cycle, various oxidoreductases induce reversible interconversions between the oxidized (FMN), semiquinone (FMNH•), and reduced (FMNH2) forms of the isoalloxazine core. FMN is a stronger oxidizing agent than NAD and is particularly useful because it can take part in both one- and two-electron transfers. In its role as blue-light photo receptor, (oxidized) FMN stands out from the 'conventional' photo receptors as the signaling state and not an E/Z isomerization. It is the principal form in which riboflavin is found in cells and tissues. It requires more energy to produce, but is more soluble than riboflavin. In cells, FMN occurs freely circulating but also in several covalently bound forms. Covalently or non-covalently bound FMN is a cofactor of many enzymes playing an important pathophysiological role in cellular metabolism. For example dissociation of flavin mononucleotide from mitochondrial complex I has been shown to occur during ischemia/reperfusion brain injury during stroke. Read full article at Wikipedia Formula C10H15N5O11P2 Net Charge 0 Average Mass 443.20072 Monoisotopic Mass 443.02433 InChI InChI=1S/C10H15N5O11P2/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(25-9)1-24-28(22,23)26-27(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1 InChIKey QGWNDRXFNXRZMB-UUOKFMHZSA-N SMILES Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O Metabolite of Species Details Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed Escherichia coli (NCBI:txid562) See: PubMed Roles Classification Biological Role(s): Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. uncoupling protein inhibitor Any inhibitor that acts on uncoupling protein. mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). (via nucleoside 5'-diphosphate ) View more via ChEBI Ontology ChEBI Ontology Outgoing GDP (CHEBI:17552) has role Escherichia coli metabolite (CHEBI:76971) GDP (CHEBI:17552) has role mouse metabolite (CHEBI:75771) GDP (CHEBI:17552) has role uncoupling protein inhibitor (CHEBI:145437) GDP (CHEBI:17552) is a guanosine 5'-phosphate (CHEBI:37121) GDP (CHEBI:17552) is a purine ribonucleoside 5'-diphosphate (CHEBI:37038) GDP (CHEBI:17552) is conjugate acid of GDP(2−) (CHEBI:65180) Incoming 2'-MANT-GDP (CHEBI:85432) has functional parent GDP (CHEBI:17552) 3'-MANT-GDP (CHEBI:85434) has functional parent GDP (CHEBI:17552) 7-methylguanosine 5'-diphosphate (CHEBI:63729) has functional parent GDP (CHEBI:17552) 7-methylguanosine 5'-diphosphate(1+) (CHEBI:63730) has functional parent GDP (CHEBI:17552) 8-oxo-GDP (CHEBI:65134) has functional parent GDP (CHEBI:17552) GDP-β-S (CHEBI:38309) has functional parent GDP (CHEBI:17552) GDP-sugar (CHEBI:21169) has functional parent GDP (CHEBI:17552) GDP-valienol (CHEBI:128754) has functional parent GDP (CHEBI:17552) MANT-GDP (CHEBI:84677) has functional parent GDP (CHEBI:17552) GDP(2−) (CHEBI:65180) is conjugate base of GDP (CHEBI:17552) IUPAC Name guanosine 5'-(trihydrogen diphosphate) Synonyms Sources GDP KEGG COMPOUND Guanosine 5'-diphosphate KEGG COMPOUND Guanosine diphosphate KEGG COMPOUND Manual Xrefs Databases C00035 KEGG COMPOUND DB04315 DrugBank G10620 KEGG GLYCAN GDP PDBeChem Guanosine_diphosphate Wikipedia HMDB0001201 HMDB View more database links Registry Number Type Source 146-91-8 CAS Registry Number KEGG COMPOUND Citations Types Sources 18439413 PubMed citation Europe PMC 9271366 PubMed citation Europe PMC Last Modified 20 November 2019