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

ChEBI IDCHEBI:137343
ChEBI Name(R)-2-(phosphonomethyl)malic acid
Stars
ASCII Name(R)-2-(phosphonomethyl)malic acid
DefinitionA dicarboxylic acid that is succinic acid in which the methylene hydrogens at position 2 have been replaced by phosphonomethyl and hydroxy groups (the R-enantiomer).
Last Modified7 June 2017
SubmitterSteve
DownloadsMolfile
FormulaC5H9O8P
Net Charge0
Average Mass228.093
Monoisotopic Mass228.00350
SMILESO=C(O)C[C@](O)(CP(=O)(O)O)C(=O)O
InChIInChI=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
InChIKeyPHYKLCHCKYTLRX-YFKPBYRVSA-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)-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 Relation(s)
(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
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