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(-)-2-Hydroxy-2-isopropylbutanedioic acid (PC000315)

Record Information
Version1.0
Creation date2015-10-09 22:29:51 UTC
Update date2017-01-19 02:36:19 UTC
FoodComEx IDPC000315
FoodDB RecordFDB011983
Chemical Information
Name(-)-2-Hydroxy-2-isopropylbutanedioic acid
Description2-Isopropylmalic acid, also known as (2S)-2-isopropylmalate, belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. 2-Isopropylmalic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
CAS Number3237-44-3
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(2S)-2-Hydroxy-2-(propan-2-yl)butanedioic acidbiospider
(2S)-2-Hydroxy-2-isopropylsuccinateGenerator
(2S)-2-Hydroxy-2-isopropylsuccinic acidbiospider
(2S)-2-Isopropylmalatebiospider
(2S)-2-isopropylmalic acidbiospider
(3S)-3-Carboxy-3-hydroxy-4-methylpentanoateGenerator
(3S)-3-Carboxy-3-hydroxy-4-methylpentanoic acidbiospider
(3S)-3-Carboxy-3-hydroxyisocaproateGenerator
(3S)-3-Carboxy-3-hydroxyisocaproic acidbiospider
(S)-(+)-2-Isopropylmalic acidmanual
(S)-2-Hydroxy-2-(isopropyl)succinateGenerator
(S)-2-Hydroxy-2-(isopropyl)succinic acidbiospider
(S)-2-Isopropylmalic acidbiospider
2-Hydroxy-2-isopropylsuccinateHMDB
2-Hydroxy-2-isopropylsuccinic acidHMDB
2-Isopropyl-2-hydroxybutanedioateHMDB
2-Isopropyl-2-hydroxybutanedioic acidHMDB
2-Isopropyl-malic acidHMDB
2-IsopropylmalateGenerator
2-Isopropylmalic acidChEBI
3-Carboxy-3-hydroxy-4-methylpentanoateChEBI
3-Carboxy-3-hydroxy-4-methylpentanoic acidGenerator
3-Carboxy-3-hydroxyisocaproateChEBI
3-Carboxy-3-hydroxyisocaproic acidGenerator
a-IsopropylmalateHMDB
a-Isopropylmalic acidHMDB
alpha-IsopropylmalateHMDB
alpha-Isopropylmalic acidHMDB
Butanedioic acid, 2-hydroxy-2-(1-methylethyl)-, (2S)-manual
Butanedioic acid, 2-hydroxy-2-(1-methylethyl)-, (S)- (9CI)manual
Chemical FormulaC7H12O5
IUPAC name(2S)-2-hydroxy-2-(propan-2-yl)butanedioic acid
InChI IdentifierInChI=1S/C7H12O5/c1-4(2)7(12,6(10)11)3-5(8)9/h4,12H,3H2,1-2H3,(H,8,9)(H,10,11)/t7-/m0/s1
InChI KeyBITYXLXUCSKTJS-ZETCQYMHSA-N
Isomeric SMILESCC(C)[C@@](O)(CC(O)=O)C(O)=O
Average Molecular Weight176.1672
Monoisotopic Molecular Weight176.068473494
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 PointMp 171-173°DFC
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 50 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
MetaSci HMDB0000402
Santa Cruz Biotechnology HMDB0000402