CHEBI:15899 - (R)-5-diphosphomevalonic acid

ChEBI IDCHEBI:15899
ChEBI Name(R)-5-diphosphomevalonic acid
Stars
ASCII Name(R)-5-diphosphomevalonic acid
DefinitionThe 5-diphospho derivative of (R)-mevalonic acid.
Secondary ChEBI IDsCHEBI:332, CHEBI:10989, CHEBI:18674
Last Modified23 March 2023
DownloadsMolfile
FormulaC6H14O10P2
Net Charge0
Average Mass308.116
Monoisotopic Mass308.00622
SMILESC[C@@](O)(CCOP(=O)(O)OP(=O)(O)O)CC(=O)O
InChIInChI=1S/C6H14O10P2/c1-6(9,4-5(7)8)2-3-15-18(13,14)16-17(10,11)12/h9H,2-4H2,1H3,(H,7,8)(H,13,14)(H2,10,11,12)/t6-/m1/s1
InChIKeySIGQQUBJQXSAMW-ZCFIWIBFSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
ChEBI Ontology
Outgoing Relation(s)
(R)-5-diphosphomevalonic acid (CHEBI:15899) has functional parent (R)-mevalonic acid (CHEBI:17710)
(R)-5-diphosphomevalonic acid (CHEBI:15899) has role human metabolite (CHEBI:77746)
(R)-5-diphosphomevalonic acid (CHEBI:15899) has role mouse metabolite (CHEBI:75771)
(R)-5-diphosphomevalonic acid (CHEBI:15899) is a carboxyalkyl phosphate (CHEBI:36952)
(R)-5-diphosphomevalonic acid (CHEBI:15899) is conjugate acid of (R)-5-diphosphonatomevalonate(4−) (CHEBI:57557)
Incoming Relation(s)
(R)-5-diphosphonatomevalonate(4−) (CHEBI:57557) is conjugate base of (R)-5-diphosphomevalonic acid (CHEBI:15899)
IUPAC Name 
(3R)-3-hydroxy-5-{[hydroxy(phosphonooxy)phosphoryl]oxy}-3-methylpentanoic acid
Synonyms  Source
(R)-5-DiphosphomevalonateKEGG COMPOUND
(R)-5-diphosphomevalonateChEBI
Manual XrefsDatabases
C01143KEGG COMPOUND
C01143KEGG COMPOUND
C00007615KNApSAcK
DP6PDBeChem