Record Information
Version1.0
Creation date2015-10-09 22:29:18 UTC
Update date2017-01-19 02:36:17 UTC
FoodComEx IDPC000225
FoodDB RecordFDB008206
Chemical Information
Name4-Methylpentanoic acid
DescriptionFound in bananas and lime oil Isocaproic acid, a metabolite of 20 alpha-hydroxycholesterol (PMID 14446007) and is an important metabolite in early placentas enabling the convertion from cholesterol to pregnenolone to Dehydroepiandrosterone (DHEA) (PMID 11972299).
CAS Number646-07-1
Structure
Thumb
Synonyms
SynonymSource
3-Methylbutane-1-carboxylic acidbiospider
4-Methyl-N-valeratebiospider
4-Methyl-N-valeric acidbiospider
4-Methyl-pentanoatebiospider
4-Methyl-pentanoic acidbiospider
4-Methyl-valeratebiospider
4-Methyl-valeric acidbiospider
4-Methylpentanoatebiospider
4-Methylvaleratebiospider
4-Methylvaleric aciddb_source
4,4-Dimethylbutanoatebiospider
4,4-Dimethylbutanoic acidbiospider
FEMA 3463db_source
Isobutylacetatebiospider
Isobutylacetic aciddb_source
Isocaproatebiospider
Isocaproic aciddb_source
Isohexanoatebiospider
Isohexanoic aciddb_source
Isohexoatebiospider
Isohexoic acidbiospider
Chemical FormulaC6H12O2
IUPAC name4-methylpentanoic acid
InChI IdentifierInChI=1S/C6H12O2/c1-5(2)3-4-6(7)8/h5H,3-4H2,1-2H3,(H,7,8)
InChI KeyFGKJLKRYENPLQH-UHFFFAOYSA-N
Isomeric SMILESCC(C)CCC(O)=O
Average Molecular Weight116.1583
Monoisotopic Molecular Weight116.083729628
Chemical Taxonomy
Description Belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentMethyl-branched fatty acids
Alternative Parents
Substituents
  • Methyl-branched fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointMp -33°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 500 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
Acros Organics HMDB0000689
AKSci 9893AB
MetaSci HMDB0000689
Toronto Research Chemicals M338545