Record Information
Version1.0
Creation date2015-10-09 22:28:48 UTC
Update date2017-01-19 02:36:14 UTC
FoodComEx IDPC000146
FoodDB RecordFDB002941
Chemical Information
NameOctadecanoic acid
DescriptionStearic acid, also known as stearate or octadecanoic acid, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Stearic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. It is a waxy solid and is one of the most common saturated fatty acids found in nature (being a close second to palmitic acid). The triglyceride derived from three molecules of stearic acid is called stearin. Stearic acid is obtained from fats and oils by the saponification of the triglycerides, like stearin, using hot water. Stearic acid exists in all living organisms, ranging from bacteria to humans. Stearic acid has been detected, but not quantified in, several different foods, such as sweet bay, rose hips, muscadine grapes, pummelo, and garland chrysanthemums. Fats and oils rich in stearic acid are more abundant in animal fat (up to 30%) than in vegetable fat (typically <5%). The important exceptions are the foods cocoa butter and shea butter, where the stearic acid content (as a triglyceride) is 28–45%. In terms of its biosynthesis, stearic acid is produced from carbohydrates via the fatty acid synthesis machinery wherein acetyl-CoA contributes two-carbon building blocks. Stearic acid is mainly used in the production of detergents, soaps, and cosmetics such as shampoos and shaving cream products. Fatty acids are classic components of candle-making. Stearic acid is used along with simple sugar or corn syrup as a hardener in candies. In epidemiologic and clinical studies, stearic acid was found to be associated with lowered LDL cholesterol in comparison with other saturated fatty acids (PMID:19939984).
CAS Number57-11-4
Structure
Thumb
Synonyms
SynonymSource
1-Heptadecanecarboxylatebiospider
1-Heptadecanecarboxylic acidbiospider
1-Heptadecanecarboxylic acid Ro 5-2807biospider
18:0ChEBI
1hmrbiospider
1hmtbiospider
822-16-2 (SODIUM SALT)biospider
Acide octadecanoiqueChEBI
Acide steariqueChEBI
Acidum steariniculbiospider
Adeka Fatty Acid SA 910biospider
AFCO-Chem B 65biospider
Barolub ftabiospider
Bassinic aciddb_source
Bonderlube 235biospider
C-Lube 10biospider
C18:0ChEBI
Century 1210biospider
Century 1220biospider
Century 1230biospider
Century 1240biospider
Cetylacetic acidbiospider
CH3-[CH2]16-COOHbiospider
Dar-chem 14biospider
Edenor C 18/98biospider
Edenor C18biospider
Edenor fhtibiospider
Edenor HT-JG 60biospider
Edenor ST 1biospider
Edenor ST 20biospider
Emersol 110biospider
Emersol 120biospider
Emersol 132biospider
Emersol 150biospider
Emersol 153biospider
Emersol 153NFbiospider
Emersol 6349biospider
Emersol 871biospider
Emersol 875biospider
Emery 400biospider
Emery 871biospider
Emery 875Dbiospider
F 3 (lubricant)biospider
Fatty acids C16-18biospider
Fatty acids, C16-20biospider
FEMA 3035db_source
Flexichem bbiospider
Formula 300biospider
Glycon DPbiospider
Glycon S-70biospider
Glycon S-80biospider
Glycon S-90biospider
Glycon TPbiospider
Groco 54biospider
Groco 55biospider
Groco 55lbiospider
Groco 58biospider
Groco 59biospider
Haimaric MKH(r)biospider
Heptadecanecarboxylic acidbiospider
Humko industrene rbiospider
Hydrofol 1895biospider
Hydrofol Acid 150biospider
Hydrofol Acid 150 (VAN)biospider
Hydrofol acid 1655biospider
Hydrofol acid 1855biospider
Hydrofol Acid 1895biospider
Hystrene 4516biospider
Hystrene 5016biospider
Hystrene 7018biospider
Hystrene 7018 FGbiospider
Hystrene 80biospider
Hystrene 9718biospider
Hystrene 9718 NF FGbiospider
Hystrene 9718NFbiospider
Hystrene 9718NFFGbiospider
Hystrene S 97biospider
Hystrene S-97biospider
Hystrene T 70biospider
Hystrene T-70biospider
Industrene 4518biospider
Industrene 5016biospider
Industrene 5016Kbiospider
Industrene 7018 FGbiospider
Industrene 8718biospider
Industrene 9018biospider
Industrene rbiospider
Isostearic acid exbiospider
Kortacid 1895biospider
Lactaric aciddb_source
Loxiol G 20biospider
Lunac 30biospider
Lunac S 20biospider
Lunac S 30biospider
Lunac S 40biospider
Lunac S 50biospider
Lunac S 90biospider
Lunac S 90KCbiospider
Lunac S 98biospider
Lunac yabiospider
N-octadecanoatebiospider
N-octadecanoic acidbiospider
N-octadecanoic aciddbiospider
N-octadecylic acidbiospider
Neo-Fat 18biospider
Neo-Fat 18-53biospider
Neo-Fat 18-54biospider
Neo-Fat 18-55biospider
Neo-Fat 18-59biospider
Neo-Fat 18-61biospider
Neo-Fat 18-Sbiospider
Nonsoul SK 1biospider
Nonsoul SN 1 (*Sodium salt*)biospider
Octadecanoatebiospider
Octadecanoic 1-14c Acidbiospider
Octadecanoic acid (9CI)biospider
Octadecanoic acid (stearic acid)biospider
OctadecansaeureChEBI
OctadecoateGenerator
Octadecoic acidbiospider
OktadekansaeureChEBI
Pearl stearicbiospider
Petrac 270biospider
Prifac 2918biospider
Prifrac 2980biospider
Prisorine 3501biospider
Prisorine 3502biospider
Prisorine 3508biospider
Pristerene 4900biospider
Pristerene 4904biospider
Pristerene 4963biospider
Pristerene 9429biospider
Pristerene 9559biospider
Prodhyginebiospider
Promulsinbiospider
Proviscol waxbiospider
Radiacid 0427biospider
S 300 (fatty acid)biospider
S 30C S 30C (fatty acid)biospider
Selosol 920biospider
Serfax MT 90biospider
SNA-2000 (*Sodium salt*)biospider
Stearatebiospider
Stearexbiospider
Stearex beadsbiospider
Stearic aciddb_source
Stearic acid (8CI)biospider
Stearic acid (JP15/NF)biospider
Stearic acid (TN)biospider
Stearic acid [usan:jan]biospider
Stearic acid cherrybiospider
Stearic acid, purebiospider
Stearic acid, u.s.p.biospider
StearinsaeureChEBI
Stearitebiospider
Stearophanatebiospider
Stearophanic aciddb_source
Steric acidbiospider
Sunfat 18Sbiospider
Talgic aciddb_source
Tegostearic 254biospider
Tegostearic 255biospider
Tegostearic 272biospider
Unimac 5680biospider
Unister NAA 180biospider
Vanicolbiospider
VCAbiospider
Vis-plusbiospider
WO 2 (fatty acid)biospider
Chemical FormulaC18H36O2
IUPAC nameoctadecanoic acid
InChI IdentifierInChI=1S/C18H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-17H2,1H3,(H,19,20)
InChI KeyQIQXTHQIDYTFRH-UHFFFAOYSA-N
Isomeric SMILESCCCCCCCCCCCCCCCCCC(O)=O
Average Molecular Weight284.4772
Monoisotopic Molecular Weight284.271530396
Chemical Taxonomy
Description Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentLong-chain fatty acids
Alternative Parents
Substituents
  • Long-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 logP8.23SANGSTER (1993)
Experimental Water Solubility0.000597 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting PointMp 69.7°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 3 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 I727
Cayman Chemical 10011298
Human Metabolome Library HMDB0000827
MetaSci HMDB0000827
Toronto Research Chemicals S686495