CHEBI:17552 - GDP

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
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:CB5280603, eMolecules:534733, ZINC000004654969
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2-Arachidonoylglycerol (2-AG) is an endocannabinoid, an endogenous agonist of the CB1 receptor and the primary endogenous ligand for the CB2 receptor. It is an ester formed from the omega-6 fatty acid arachidonic acid and glycerol. It is present at relatively high levels in the central nervous system, with cannabinoid neuromodulatory effects. It has been found in maternal bovine and human milk. The chemical was first described in 1994–1995, although it had been discovered some time before that. The activities of phospholipase C (PLC) and diacylglycerol lipase (DAGL) mediate its formation. 2-AG is synthesized from arachidonic acid-containing diacylglycerol (DAG).
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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 )
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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
Last Modified
20 November 2019