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2-Hydroxy-2-methylbutanedioic acid (PC000404)

Record Information
Version1.0
Creation date2015-10-09 22:30:27 UTC
Update date2017-01-19 02:36:22 UTC
FoodComEx IDPC000404
FoodDB RecordFDB001372
Chemical Information
Name2-Hydroxy-2-methylbutanedioic acid
DescriptionCitramalic acid is an analog of malic acid. The structure is citramalic acid is similar to the structure of malic acid except it has an extra CH3 group on it. It can inhibit the production of malic acid. 2-Hydroxy-2-methylbutanedioic acid is found in sour cherry.
CAS Number597-44-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(+-)-2-Hydroxy-2-methylsuccinateGenerator
(+-)-2-Hydroxy-2-methylsuccinic acidChEBI
(b)-2-MethylmalateHMDB
(b)-2-Methylmalic acidHMDB
(b)-CitramalateHMDB
(b)-Citramalic acidHMDB
(R,S)-(b)-CitramalateHMDB
(R,S)-(b)-Citramalic acidHMDB
(R,S)-b-MethylmalateHMDB
(R,S)-b-Methylmalic acidHMDB
(R,S)-beta-MethylmalateHMDB
(R,S)-beta-Methylmalic acidHMDB
2-Deoxy-3-C-methyltetrarateHMDB
2-Deoxy-3-C-methyltetraric acidHMDB
2-hydroxy-2-methyl-(b)-Butanedioatebiospider
2-hydroxy-2-methyl-(b)-Butanedioic acidbiospider
2-Hydroxy-2-methyl-butanedioatebiospider
2-Hydroxy-2-methyl-butanedioic acidbiospider
2-Hydroxy-2-methylbutanedioateGenerator
2-Hydroxy-2-methylsuccinateGenerator
2-Hydroxy-2-methylsuccinic aciddb_source
2-Methyl-(b)-malateHMDB
2-Methyl-(b)-malic acidHMDB
2-MethylmalateGenerator
2-Methylmalic aciddb_source
a-HydroxypyrotartarateGenerator
a-Hydroxypyrotartaric acidGenerator
alpha-HydroxypyrotartarateGenerator
alpha-Hydroxypyrotartaric acidChEBI
Citramalatebiospider
Citramalic aciddb_source
Citramalic acidsChEBI
DL-CitramalateHMDB
DL-Citramalic acidHMDB
α-hydroxypyrotartarateGenerator
α-hydroxypyrotartaric acidGenerator
Chemical FormulaC5H8O5
IUPAC name2-hydroxy-2-methylbutanedioic acid
InChI IdentifierInChI=1S/C5H8O5/c1-5(10,4(8)9)2-3(6)7/h10H,2H2,1H3,(H,6,7)(H,8,9)
InChI KeyXFTRTWQBIOMVPK-UHFFFAOYSA-N
Isomeric SMILESCC(O)(CC(O)=O)C(O)=O
Average Molecular Weight148.114
Monoisotopic Molecular Weight148.037173366
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentHydroxy fatty acids
Alternative Parents
Substituents
  • Branched fatty acid
  • Methyl-branched fatty acid
  • Short-chain hydroxy acid
  • Hydroxy fatty acid
  • Alpha-hydroxy acid
  • Dicarboxylic acid or derivatives
  • Hydroxy acid
  • Tertiary alcohol
  • Carboxylic acid
  • Carboxylic acid derivative
  • Alcohol
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting Point107 - 111 oC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 5 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
Not Available