CHEBI:137343 - (R)-2-(phosphonomethyl)malic acid

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ChEBI Name (R)-2-(phosphonomethyl)malic acid
ChEBI ID CHEBI:137343
ChEBI ASCII Name (R)-2-(phosphonomethyl)malic acid
Definition A dicarboxylic acid that is succinic acid in which the methylene hydrogens at position 2 have been replaced by phosphonomethyl and hydroxy groups (the R-enantiomer).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C5H9O8P
Net Charge 0
Average Mass 228.094
Monoisotopic Mass 228.00350
InChI InChI=1S/C5H9O8P/c6-3(7)1-5(10,4(8)9)2-14(11,12)13/h10H,1-2H2,(H,6,7)(H,8,9)(H2,11,12,13)/t5-/m0/s1
InChIKey PHYKLCHCKYTLRX-YFKPBYRVSA-N
SMILES C([C@](CP(=O)(O)O)(C(O)=O)O)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (R)-2-(phosphonomethyl)malic acid (CHEBI:137343) has functional parent succinic acid (CHEBI:15741)
(R)-2-(phosphonomethyl)malic acid (CHEBI:137343) is a dicarboxylic acid (CHEBI:35692)
(R)-2-(phosphonomethyl)malic acid (CHEBI:137343) is a hydroxy carboxylic acid (CHEBI:24669)
(R)-2-(phosphonomethyl)malic acid (CHEBI:137343) is a phosphonic acids (CHEBI:26069)
(R)-2-(phosphonomethyl)malic acid (CHEBI:137343) is a tertiary alcohol (CHEBI:26878)
(R)-2-(phosphonomethyl)malic acid (CHEBI:137343) is conjugate acid of (R)-2-(phosphonomethyl)malate(3−) (CHEBI:136541)
Incoming (R)-2-(phosphonomethyl)malate(3−) (CHEBI:136541) is conjugate base of (R)-2-(phosphonomethyl)malic acid (CHEBI:137343)
IUPAC Name
(2R)-2-hydroxy-2-(phosphonomethyl)butanedioic acid
Manual Xref Database
CPD-15963 MetaCyc
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Last Modified
07 June 2017