Record Information
Version1.0
Creation date2010-04-08 22:05:35 UTC
Update date2018-05-28 22:42:57 UTC
Primary IDFDB002941
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameOctadecanoic acid
DescriptionConstituent of most vegetable and animal fats. Food uses include: flavour modifier, adjuvant, defoamer, lubricant, masticatory aid in chewing gum base, component of fruit coatings and clarifying agent in wines Stearic acid (first syllable rhymes with either bear or gear) or 18:0 is a saturated fatty acid. It is a waxy solid, and its chemical formula is C18H36O2. Its name comes from the Greek word stéar (genitive: stéatos), which means tallow. The salts and esters of stearic acid are called stearates.; Stearic acid is one of most commonly used lubricants during injection molding and pressing of ceramic powders.; Stearic acid, also called octadecanoic acid, is one of the useful types of saturated fatty acids that comes from many animal and vegetable fats and oils. It is a waxy solid, and its chemical formula is CH3(CH2)16COOH. Its name comes from the Greek word stear, which means tallow. Its IUPAC name is octadecanoic acid. -- Wikipedia. Octadecanoic acid is found in many foods, some of which are piki bread, pectin, millet, and beer.
CAS Number57-11-4
Structure
Thumb
Synonyms
SynonymSource
18:0ChEBI
Acide octadecanoiqueChEBI
Acide steariqueChEBI
C18:0ChEBI
CH3-[CH2]16-COOHChEBI
N-Octadecanoic acidChEBI
Octadecanoic acidChEBI
OctadecansaeureChEBI
Octadecoic acidChEBI
OktadekansaeureChEBI
StearateChEBI
StearinsaeureChEBI
N-OctadecanoateGenerator
OctadecanoateGenerator
OctadecoateGenerator
1-HeptadecanecarboxylateHMDB
1-Heptadecanecarboxylic acidHMDB
Stearex beadsHMDB
Stearic acid cherryHMDB
StearophanateHMDB
Stearophanic acidHMDB
Calcium stearateMeSH
Aluminum tristearateMeSH
Ammonium stearateMeSH
Zinc stearateMeSH
Magnesium stearateMeSH
Sodium stearateMeSH
Aluminum monostearateMeSH
1-Heptadecanecarboxylic acid Ro 5-2807biospider
1hmrbiospider
1hmtbiospider
822-16-2 (SODIUM SALT)biospider
Acidum steariniculbiospider
Adeka Fatty Acid SA 910biospider
AFCO-Chem B 65biospider
Barolub ftabiospider
Bassinic aciddb_source
Bonderlube 235biospider
C-Lube 10biospider
Century 1210biospider
Century 1220biospider
Century 1230biospider
Century 1240biospider
Cetylacetic acidbiospider
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
Octadecanoic 1-14c Acidbiospider
Octadecanoic acid (9CI)biospider
Octadecanoic acid (stearic acid)biospider
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
Stearexbiospider
Stearic aciddb_source
Stearic acid (8CI)biospider
Stearic acid (JP15/NF)biospider
Stearic acid (TN)biospider
Stearic acid [usan:jan]biospider
Stearic acid, purebiospider
Stearic acid, u.s.p.biospider
Stearitebiospider
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
Predicted Properties
PropertyValueSource
Water Solubility6.6e-05 g/LALOGPS
logP8.02ALOGPS
logP7.15ChemAxon
logS-6.6ALOGPS
pKa (Strongest Acidic)4.95ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count16ChemAxon
Refractivity86.29 m³·mol⁻¹ChemAxon
Polarizability38.64 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
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
Classification
DescriptionThis compound 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
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 76.00%; H 12.75%; O 11.25%DFC
Melting PointMp 69.7°DFC
Boiling PointBp5 213°DFC
Experimental Water Solubility0.000597 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP8.23SANGSTER (1993)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
ChemSpider ID5091
ChEMBL IDCHEMBL46403
KEGG Compound IDC01530
Pubchem Compound ID5281
Pubchem Substance IDNot Available
ChEBI ID28842
Phenol-Explorer IDNot Available
DrugBank IDDB03193
HMDB IDHMDB00827
CRC / DFC (Dictionary of Food Compounds) IDCPL65-U:CPL65-U
EAFUS ID3541
Dr. Duke IDOCTADECANOIC-ACID|STEARIC-ACID
BIGG ID37799
KNApSAcK IDC00032087
HET IDSTE
Flavornet IDNot Available
GoodScent IDrw1009271
SuperScent IDNot Available
Wikipedia IDStearic acid
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
5alpha-reductase inhibitor50781 An EC 1.3.1.* (oxidoreductase acting on CH-CH group of donor, NAD(+) or NADP(+) as acceptor) inhibitor that interferes with the action of of 3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+)), EC 1.3.1.22, the enzyme which converts testosterone (CHEBI:17347) into the more potent androgen 5alpha-dihydrotestosterone.DUKE
cosmetic64857 The role played by a substance in enhancing the appearance or odour of the human body; a name given to the substance itself or to a component of it.DUKE
flavor48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
hypocholesterolemicDUKE
lubricantDUKE
perfumery48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
propecicDUKE
suppositoryDUKE
Enzymes
NameGene NameUniProt ID
Bile acid-CoA:amino acid N-acyltransferaseBAATQ14032
Liver carboxylesterase 1CES1P23141
Pancreatic triacylglycerol lipasePNLIPP16233
Hepatic triacylglycerol lipaseLIPCP11150
Inactive pancreatic lipase-related protein 1PNLIPRP1P54315
Patatin-like phospholipase domain-containing protein 3PNPLA3Q9NST1
Gastric triacylglycerol lipaseLIPFP07098
Endothelial lipaseLIPGQ9Y5X9
Pancreatic lipase-related protein 2PNLIPRP2P54317
Lipoprotein lipaseLPLP06858
Patatin-like phospholipase domain-containing protein 4PNPLA4P41247
Patatin-like phospholipase domain-containing protein 2PNPLA2Q96AD5
Pancreatic lipase-related protein 3PNLIPRP3Q17RR3
CholinesteraseBCHEP06276
Carboxylesterase 5ACES5AQ6NT32
60 kDa lysophospholipaseASPGQ86U10
Fatty acid synthaseFASNP49327
Galactoside-binding soluble lectin 13LGALS13Q9UHV8
Eosinophil lysophospholipaseCLCQ05315
Cocaine esteraseCES2O00748
Acylphosphatase-2ACYP2P14621
Acylphosphatase-1ACYP1P07311
AspartoacylaseASPAP45381
Aspartoacylase-2ACY3Q96HD9
Acid ceramidaseASAH1Q13510
Homeodomain-interacting protein kinase 1HIPK1Q86Z02
Peroxisome proliferator-activated receptor gammaPPARGP37231
Long-chain fatty acid transport protein 6SLC27A6Q9Y2P4
Long-chain fatty acid transport protein 3SLC27A3Q5K4L6
Long-chain fatty acid transport protein 4SLC27A4Q6P1M0
Putative neutral ceramidase CASAH2CP0C7U2
Alkaline ceramidase 2ACER2Q5QJU3
Neutral ceramidaseASAH2Q9NR71
Alkaline ceramidase 1ACER1Q8TDN7
Neuropathy target esterasePNPLA6Q8IY17
Carboxylesterase 3CES3Q6UWW8
S-acyl fatty acid synthase thioesterase, medium chainOLAHQ9NV23
Cytosolic acyl coenzyme A thioester hydrolaseACOT7O00154
Acyl-coenzyme A thioesterase 2, mitochondrialACOT2P49753
Acyl-coenzyme A thioesterase 4ACOT4Q8N9L9
Acyl-coenzyme A thioesterase 8ACOT8O14734
Acyl-coenzyme A thioesterase 1ACOT1Q86TX2
Pathways
NameSMPDB LinkKEGG Link
Mitochondrial Beta-Oxidation of Long Chain Saturated Fatty AcidsSMP00482 Not Available
Plasmalogen SynthesisSMP00479 Not Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
odorless
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
mild
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fatty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Saxholt, E., et al. 'Danish food composition databank, revision 7.' Department of Nutrition, National Food Institute, Technical University of Denmark (2008).
— U.S. Department of Agriculture, Agricultural Research Service. 2008. USDA National Nutrient Database for Standard Reference, Release 21. Nutrient Data Laboratory Home Page.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.