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

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ChEBI Name (R)-3-phosphomevalonic acid
ChEBI ID CHEBI:83564
ChEBI ASCII Name (R)-3-phosphomevalonic acid
Definition A carboxyalkyl phosphate that is mevalonic acid phosphorylated at position 3.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C6H13O7P
Net Charge 0
Average Mass 228.13700
Monoisotopic Mass 228.03989
InChI InChI=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
InChIKey VWCNCYQNEAUWMQ-ZCFIWIBFSA-N
SMILES C[C@@](CCO)(CC(O)=O)OP(O)(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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ChEBI Ontology
Outgoing (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 (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 Xref Database
CPD-16873 MetaCyc
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Last Modified
23 March 2023