Record Information
Version1.0
Creation date2015-10-09 22:30:03 UTC
Update date2017-01-19 02:36:20 UTC
FoodComEx IDPC000342
FoodDB RecordFDB003010
Chemical Information
NameDodecanoic acid
DescriptionDodecanoic acid also known as Lauric acid, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Lauric acid is a weakly acidic compound. It is a white, powdery solid with a faint odour of mild fatty coconut bay oil or soap. Dodecanoic acid is the main fatty acid in coconut oil (49%) and in palm kernel oil (47-50%), and is found in lesser amounts in wild nutmeg, human breast milk, cow’s milk, goat milk, watermelon seeds, plum and macadamia nut ( doi:10.1351/pac200173040685). Dodecanoic acid, although slightly irritating to mucous membranes, has an extremely low toxicity, is inexpensive, has antimicrobial properties and so is used in many soaps and shampoos. It is reacted with sodium hydroxide to generate sodium laurate, which is soap. Dodecanoic acid has been characterized as having "a more favorable effect on total HDL cholesterol than any other fatty acid either saturated or unsaturated" (PMID: 12716665).
CAS Number143-07-7
Structure
Thumb
Synonyms
SynonymSource
1-Undecanecarboxylatebiospider
1-Undecanecarboxylic acidbiospider
ABLChEBI
Aliphat no. 4HMDB
C12 Fatty acidChEBI
C12:0ChEBI
CH3-[CH2]10-COOHChEBI
Coconut oil fatty acidsChEBI
DAOChEBI
Docosanoic acidmanual
Dodecanoatebiospider
DodecoateGenerator
Dodecoic acidbiospider
Dodecylatebiospider
Dodecylcarboxylatebiospider
Dodecylcarboxylic acidGenerator
Dodecylic acidbiospider
DuodecyclateGenerator
Duodecyclic acidbiospider
DuodecylateGenerator
Duodecylic acidbiospider
Edenor C 1298-100HMDB
Emery 651HMDB
FEMA 2614db_source
Hystrene 9512HMDB
Kortacid 1299HMDB
LaateGenerator
Laic acidGenerator
Lauratebiospider
Lauric aciddb_source
LaurinsaeureChEBI
Laurostearatebiospider
Laurostearic aciddb_source
Lunac L 70HMDB
Lunac L 98HMDB
N-dodecanoatebiospider
N-dodecanoic acidbiospider
Neo-fat 12HMDB
Neo-fat 12-43HMDB
Nissan naa 122HMDB
Philacid 1200HMDB
Prifac 2920HMDB
Undecane-1-carboxylateGenerator
Undecane-1-carboxylic acidChEBI
Univol u 314HMDB
VulvateGenerator
Vulvic acidChEBI
Chemical FormulaC12H24O2
IUPAC namedodecanoic acid
InChI IdentifierInChI=1S/C12H24O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2-11H2,1H3,(H,13,14)
InChI KeyPOULHZVOKOAJMA-UHFFFAOYSA-N
Isomeric SMILESCCCCCCCCCCCC(O)=O
Average Molecular Weight200.3178
Monoisotopic Molecular Weight200.177630012
Chemical Taxonomy
Description Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentMedium-chain fatty acids
Alternative Parents
Substituents
  • Medium-chain fatty acid
  • Straight chain 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 logP4.60SANGSTER (1993)
Experimental Water Solubility0.00481 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting PointMp 44°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 2 g
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
AKSci G999
Cayman Chemical 10006626
MetaSci HMDB0000638
Sigma-Aldrich HMDB0000638
Toronto Research Chemicals L178550