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CHEBI:83564 - (R)-3-phosphomevalonic acid

ChEBI IDCHEBI:83564
ChEBI Name(R)-3-phosphomevalonic acid
Stars
ASCII Name(R)-3-phosphomevalonic acid
DefinitionA carboxyalkyl phosphate that is mevalonic acid phosphorylated at position 3.
Last Modified23 March 2023
SubmitterSteve
DownloadsMolfile
FormulaC6H13O7P
Net Charge0
Average Mass228.137
Monoisotopic Mass228.03989
SMILESC[C@@](CCO)(CC(=O)O)OP(=O)(O)O
InChIInChI=1S/C6H13O7P/c1-6(2-3-7,4-5(8)9)13-14(10,11)12/h7H,2-4H2,1H3,(H,8,9)(H2,10,11,12)/t6-/m1/s1
InChIKeyVWCNCYQNEAUWMQ-ZCFIWIBFSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
ChEBI Ontology
Outgoing Relation(s)
(R)-3-phosphomevalonic acid (CHEBI:83564) has functional parent (R)-mevalonic acid (CHEBI:17710)
(R)-3-phosphomevalonic acid (CHEBI:83564) is a carboxyalkyl phosphate (CHEBI:36952)
(R)-3-phosphomevalonic acid (CHEBI:83564) is a primary alcohol (CHEBI:15734)
(R)-3-phosphomevalonic acid (CHEBI:83564) is conjugate acid of (R)-3-phosphonatomevalonate(3−) (CHEBI:82773)
Incoming Relation(s)
(R)-3-phosphonatomevalonate(3−) (CHEBI:82773) is conjugate base of (R)-3-phosphomevalonic acid (CHEBI:83564)
IUPAC Name 
(3R)-5-hydroxy-3-methyl-3-(phosphonooxy)pentanoic acid
Manual XrefsDatabases
CPD-16873MetaCyc