CHEBI:28842 - octadecanoic acid

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ChEBI Name octadecanoic acid
ChEBI ID CHEBI:28842
Definition A C18 straight-chain saturated fatty acid component of many animal and vegetable lipids. As well as in the diet, it is used in hardening soaps, softening plastics and in making cosmetics, candles and plastics.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45710, CHEBI:25631
Supplier Information ChemicalBook:CB4853859, eMolecules:477279, eMolecules:26756663, ZINC000004978673
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Stearic acid ( STEER-ik, stee-ARR-ik) is a saturated fatty acid with an 18-carbon chain. The IUPAC name is octadecanoic acid. It is a soft waxy solid with the formula CH3(CH2)16CO2H. The triglyceride derived from three molecules of stearic acid is called stearin. Stearic acid is a prevalent fatty-acid in nature, found in many animal and vegetable fats, but is usually higher in animal fat than vegetable fat. It has a melting point of 69.4 °C (156.9 °F) °C and a pKa of 4.50. Its name comes from the Greek word στέαρ "stéar", which means tallow. The salts and esters of stearic acid are called stearates. As its ester, stearic acid is one of the most common saturated fatty acids found in nature and in the food supply, following palmitic acid. Dietary sources of stearic acid include meat, poultry, fish, eggs, dairy products, and foods prepared with fats; beef tallow, lard, butterfat, cocoa butter, and shea butter are rich fat sources of stearic acid.
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Formula C18H36O2
Net Charge 0
Average Mass 284.478
Monoisotopic Mass 284.27153
InChI InChI=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)
InChIKey QIQXTHQIDYTFRH-UHFFFAOYSA-N
SMILES C(CCCCCCCCCC)CCCCCCC(=O)O
Metabolite of Species Details
Neolitsea daibuensis (IPNI:466954-1) Found in root (BTO:0001188). Cold MeOH extract of dried root, obtained as a mixture of stearic acid and docosanoic acid See: PubMed
Chlamydomonas reinhardtii (NCBI:txid3055) See: PubMed
Daphnia magna (NCBI:txid35525) See: Mixtures of similarly acting compounds in Daphnia magna: From gene to metabolite and beyondTine Vandenbrouck, Oliver A.H. Jones, Nathalie Dom, Julian L. Griffin, Wim De CoenEnvironment International 36 (2010) 254-268
Centella asiatica (NCBI:txid48106) See: MetaboLights Study
Homo sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): Daphnia magna metabolite
A Daphnia metabolite produced by the species Daphnia magna.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing octadecanoic acid (CHEBI:28842) has parent hydride octadecane (CHEBI:32926)
octadecanoic acid (CHEBI:28842) has role Daphnia magna metabolite (CHEBI:83056)
octadecanoic acid (CHEBI:28842) has role algal metabolite (CHEBI:84735)
octadecanoic acid (CHEBI:28842) has role human metabolite (CHEBI:77746)
octadecanoic acid (CHEBI:28842) has role plant metabolite (CHEBI:76924)
octadecanoic acid (CHEBI:28842) is a long-chain fatty acid (CHEBI:15904)
octadecanoic acid (CHEBI:28842) is a saturated fatty acid (CHEBI:26607)
octadecanoic acid (CHEBI:28842) is a straight-chain saturated fatty acid (CHEBI:39418)
octadecanoic acid (CHEBI:28842) is conjugate acid of octadecanoate (CHEBI:25629)
Incoming α-D-Gal-(1→4)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer(d18:1/18:0) (CHEBI:84690) has functional parent octadecanoic acid (CHEBI:28842)
α-Neu5Ac-(2→3)-β-D-Gal-(1→3)-β-D-GalNAc-(1→4)-[α-Neu5Ac-(2→8)-α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)]-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer(d18:1/18:0) (CHEBI:84682) has functional parent octadecanoic acid (CHEBI:28842)
α-Neu5Ac-(2→3)-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Cer(d18:1/18:0) (CHEBI:84675) has functional parent octadecanoic acid (CHEBI:28842)
β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1)-N-octadecanoylsphingosine (CHEBI:84759) has functional parent octadecanoic acid (CHEBI:28842)
β-D-galactosyl-(1↔1ʼ)-N-octadecanoylsphinganine (CHEBI:90498) has functional parent octadecanoic acid (CHEBI:28842)
β-D-galactosyl-N-octadecanoylsphingosine (CHEBI:84720) has functional parent octadecanoic acid (CHEBI:28842)
β-D-glucosyl-(1↔1ʼ)-N-octadecanoylsphinganine (CHEBI:84697) has functional parent octadecanoic acid (CHEBI:28842)
β-D-glucosyl-N-octadecanoylsphingosine (CHEBI:84719) has functional parent octadecanoic acid (CHEBI:28842)
β-GalNAc-(1→4)-[α-Neu5Ac-(2→8)-α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)]-β-Gal-(1→4)-β-Glc-(1→1')-Cer(d18:1/18:0) (CHEBI:84685) has functional parent octadecanoic acid (CHEBI:28842)
(13Z)-8-hydroxyoctadecene-9,11-diynoic acid (CHEBI:73751) has functional parent octadecanoic acid (CHEBI:28842)
(9R,10S)-dihydroxyoctadecanoic acid (CHEBI:136767) has functional parent octadecanoic acid (CHEBI:28842)
(9S,10R)-10-hydroxy-9-(phosphonooxy)octadecanoic acid (CHEBI:85632) has functional parent octadecanoic acid (CHEBI:28842)
(9S,10R)-dihydroxyoctadecanoic acid (CHEBI:85633) has functional parent octadecanoic acid (CHEBI:28842)
(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoic acid (CHEBI:49253) has functional parent octadecanoic acid (CHEBI:28842)
1,2-dioctadecanoyl-sn-glycero-3-cytidine 5'-diphosphate (CHEBI:104121) has functional parent octadecanoic acid (CHEBI:28842)
1,2-dioctadecanoyl-sn-glycerol (CHEBI:41847) has functional parent octadecanoic acid (CHEBI:28842)
1,2-dioleoyl-3-stearoyl-sn-glycerol (CHEBI:77686) has functional parent octadecanoic acid (CHEBI:28842)
1,2-distearoyl-sn-glycero-3-phosphocholine (CHEBI:83718) has functional parent octadecanoic acid (CHEBI:28842)
1,2-distearoyl-sn-glycero-3-phosphoserine (CHEBI:84519) has functional parent octadecanoic acid (CHEBI:28842)
1,2-distearoylphosphatidylethanolamine (CHEBI:47764) has functional parent octadecanoic acid (CHEBI:28842)
1-O-stearoyl-N-acetylsphingosine (CHEBI:76074) has functional parent octadecanoic acid (CHEBI:28842)
1-[(7Z,10Z,13Z,16Z)-docosatetraenoyl]-2-octadecanoyl-sn-glycero-3-phosphocholine (CHEBI:86200) has functional parent octadecanoic acid (CHEBI:28842)
1-[(8Z,11Z,14Z,17Z)-icosatetraenoyl]-2-octadecanoyl-sn-glycero-3-phospho-1D-myo-inositol (CHEBI:89250) has functional parent octadecanoic acid (CHEBI:28842)
1-[(9Z,12Z)-octadecadienoyl]-2-octadecanoyl-sn-glycero-3-phosphocholine (CHEBI:86112) has functional parent octadecanoic acid (CHEBI:28842)
1-[(9Z,12Z)-octadecadienoyl]-2-octadecanoyl-sn-glycerol (CHEBI:86337) has functional parent octadecanoic acid (CHEBI:28842)
1-acyl-2-octadecanoyl-sn-glycero-3-phosphate (CHEBI:64864) has functional parent octadecanoic acid (CHEBI:28842)
1-acyl-2-stearoyl-sn-glycero-3-phospho-(1D-myo-inositol) (CHEBI:84317) has functional parent octadecanoic acid (CHEBI:28842)
1-eicosanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine (CHEBI:86166) has functional parent octadecanoic acid (CHEBI:28842)
1-heptadecanoyl-2-stearoyl-sn-glycero-3-phosphate (CHEBI:85385) has functional parent octadecanoic acid (CHEBI:28842)
1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine (CHEBI:73000) has functional parent octadecanoic acid (CHEBI:28842)
1-hexadecanoyl-2-octadecanoyl-sn-glycerol (CHEBI:86975) has functional parent octadecanoic acid (CHEBI:28842)
1-hexadecyl-2-octadecanoyl-sn-glycero-3-phosphocholine (CHEBI:86229) has functional parent octadecanoic acid (CHEBI:28842)
1-hexanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine (CHEBI:86282) has functional parent octadecanoic acid (CHEBI:28842)
1-myristoyl-2-stearoyl-sn-glycero-3-phosphocholine (CHEBI:86090) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine (CHEBI:84829) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphoethanolamine (CHEBI:79109) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z-docosapentaenoyl)-sn-glycero-3- phosphocholine (CHEBI:73865) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-(5E,8E,11E,14E-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine (CHEBI:84837) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-(6Z,9Z,12Z,15Z,18Z-docosapentaenoyl)-sn-glycero-3- phosphocholine (CHEBI:84151) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-(7Z,10Z,13Z,16Z-docosatetraenoyl)-sn-glycero-3-phosphocholine (CHEBI:84565) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-(9Z)-hexadecenoyl-sn-glycero-3-phosphate (CHEBI:75073) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-[(10Z,12Z)-octadecadienoyl]-sn-glycero-3-phosphocholine (CHEBI:84819) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-[(11Z)-eicosenoyl]-sn-glycero-3-phosphocholine (CHEBI:86173) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-[(13Z)-docosenoyl]-sn-glycero-3-phosphocholine (CHEBI:86196) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-[(15Z)-tetracosenoyl]-sn-glycero-3-phosphocholine (CHEBI:86219) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-[(2E,4E)-octadecadienoyl]-sn-glycero-3-phosphocholine (CHEBI:84820) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-[(4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl]-sn-glycero-3-phosphoethanolamine (CHEBI:131665) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-[(5Z,8Z,11Z)-eicosatrienoyl]-sn-glycero-3-phosphocholine (CHEBI:86176) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-[(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl]-sn-glycero-3-phosphocholine (CHEBI:86181) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-[(6Z,9Z)-octadecadienoyl]-sn-glycero-3-phosphocholine (CHEBI:84821) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-[(6Z,9Z,12Z)-octadecatrienoyl]-sn-glycero-3-phosphocholine (CHEBI:86117) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-[(6Z,9Z,12Z,15Z)-octadecatetraenoyl]-sn-glycero-3-phosphocholine (CHEBI:86134) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-[(7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl]-sn-glycero-3-phosphocholine (CHEBI:86203) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-[(8Z,10Z,12Z,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine (CHEBI:84823) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-[(8Z,11Z,14Z)-eicosatrienoyl]-sn-glycero-3-phosphocholine (CHEBI:86177) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-[(9Z)-hexadecenoyl]-sn-glycero-3-phosphocholine (CHEBI:86097) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-[(9Z,11Z,13Z,15Z,17Z,19E)-docosahexaenoyl]-sn-glycero-3-phosphocholine (CHEBI:84830) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-[(9Z,12Z)-octadecadienoyl]-sn-glycero-3-phosphocholine (CHEBI:84822) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-acyl-sn-glycero-3-phospho-1D-myo-inositol (CHEBI:65090) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-docosanoyl-sn-glycerol (CHEBI:87241) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-dodecanoyl-sn-glycero-3-phosphocholine (CHEBI:138215) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-eicosanoyl-sn-glycero-3-phosphocholine (CHEBI:86167) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-hexanoyl-sn-glycero-3-phosphocholine (CHEBI:138212) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-nonanoyl-sn-glycero-3-phosphocholine (CHEBI:138214) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-octadecenoyl-sn-glycero-3-phosphocholine (CHEBI:84818) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-octanoyl-sn-glycero-3-phosphocholine (CHEBI:138213) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-pentadecanoyl-sn-glycero-3-phosphocholine (CHEBI:134076) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-pentanoyl-sn-glycero-3-phosphocholine (CHEBI:138211) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecanoyl-2-tetracosanoyl-sn-glycero-3-phosphocholine (CHEBI:86212) has functional parent octadecanoic acid (CHEBI:28842)
1-octadecyl-2-octadecanoyl-sn-glycero-3-phosphocholine (CHEBI:86239) has functional parent octadecanoic acid (CHEBI:28842)
1-oleoyl-2-stearoyl-sn-glycero-3-phospho-L-serine (CHEBI:75103) has functional parent octadecanoic acid (CHEBI:28842)
1-oleoyl-2-stearoyl-sn-glycero-3-phosphocholine (CHEBI:76073) has functional parent octadecanoic acid (CHEBI:28842)
1-oleoyl-2-stearoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85076) has functional parent octadecanoic acid (CHEBI:28842)
1-oleoyl-2-stearoyl-sn-glycerol (CHEBI:75448) has functional parent octadecanoic acid (CHEBI:28842)
1-palmitoleoyl-2-stearoyl-sn-glycero-3-phosphocholine (CHEBI:84570) has functional parent octadecanoic acid (CHEBI:28842)
1-palmitoleoyl-2-stearoyl-sn-glycerol (CHEBI:84418) has functional parent octadecanoic acid (CHEBI:28842)
1-palmitoyl-2-lauroyl-sn-glycero-3-phospho-(1ʼ-sn-glycerol) (CHEBI:77122) has functional parent octadecanoic acid (CHEBI:28842)
1-palmitoyl-2-oleoyl-3-stearoyl-sn-glycerol (CHEBI:77623) has functional parent octadecanoic acid (CHEBI:28842)
1-palmitoyl-2-stearoyl-sn-glycero-3-phosphoserine (CHEBI:84520) has functional parent octadecanoic acid (CHEBI:28842)
1-palmitoyl-3-stearoyl-sn-glycerol (CHEBI:77624) has functional parent octadecanoic acid (CHEBI:28842)
1-palmityl-2-acetyl-3-stearoyl-sn-glycerol (CHEBI:77677) has functional parent octadecanoic acid (CHEBI:28842)
1-pentadecanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine (CHEBI:134075) has functional parent octadecanoic acid (CHEBI:28842)
1-pentadecanoyl-2-octadecanoyl-sn-glycero-3-phosphoethanolamine (CHEBI:136139) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl 2-acylglycerolipid (CHEBI:87007) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-(α-linolenoyl)-sn-glycero-3-phosphocholine (CHEBI:78022) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-sn-glycero-3-phosphate (CHEBI:77258) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-sn-glycerol (CHEBI:77129) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-(7Z,10Z,13Z,16Z-docosatetraenoyl)-sn-glycero-3-phosphoserine (CHEBI:84506) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-(7Z,10Z,13Z,16Z-docosatetraenoyl)-sn-glycerol (CHEBI:84435) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-(8-epi-prostaglandin F)-sn-glycero-3-phosphocholine (CHEBI:77329) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-(8Z,11Z,14Z-icosa-8,11,14-trienoyl)-sn-glycerol (CHEBI:84433) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-(8Z,11Z,14Z-icosatrienoyl)-sn-glycero-3-phosphoserine (CHEBI:84512) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-acetyl-sn-glycero-3-phosphocholine (CHEBI:75220) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-arachidonoyl-3-oleoyl-sn-glycerol (CHEBI:75729) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphate (CHEBI:77239) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-arachidonoyl-sn-glycero-3-phospho-(1ʼ-sn-glycerol) (CHEBI:75646) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-arachidonoyl-sn-glycero-3-phospho-(1D-myo-inositol 3,4,5-triphosphate) (CHEBI:83980) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-arachidonoyl-sn-glycero-3-phospho-1D-myo-inositol (CHEBI:84153) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-arachidonoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-biphosphate (CHEBI:77276) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-arachidonoyl-sn-glycero-3-phospho-1D-myo-inositol 4-phosphate (CHEBI:77271) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-arachidonoyl-sn-glycero-3-phospho-1D-myo-inositol 5-phosphate (CHEBI:77345) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphocholine (CHEBI:74965) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphoethanolamine (CHEBI:79110) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphoserine (CHEBI:79113) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-arachidonoyl-sn-glycerol (CHEBI:75728) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-arachidonoylglycerol (CHEBI:83288) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-arachidonoylphosphatidic acid (CHEBI:84165) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-linoleoyl-sn-glycero-3-phosphate (CHEBI:77248) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-linoleoyl-sn-glycero-3-phospho-1D-myo-inositol 5-phosphate (CHEBI:77344) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-linoleoyl-sn-glycero-3-phospho-L-serine (CHEBI:84513) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-linoleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:133600) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-linoleoyl-sn-glycerol (CHEBI:77097) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-myristoyl-sn-glycero-3-phosphocholine (CHEBI:86089) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-oleoyl-sn-glycero-3-phosphate (CHEBI:74847) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-oleoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-biphosphate (CHEBI:77279) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-oleoyl-sn-glycero-3-phospho-1D-myo-inositol 4-phosphate (CHEBI:77277) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-oleoyl-sn-glycero-3-phospho-1D-myo-inositol 5-phosphate (CHEBI:77347) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-oleoyl-sn-glycero-3-phosphoserine (CHEBI:79096) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-oleoylglycerol (CHEBI:75590) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-2-palmitoyl-sn-glycero-3-phosphocholine (CHEBI:75026) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-sn-glycero-3-phosphate (CHEBI:74850) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-sn-glycero-3-phospho-1D-myo-inositol (CHEBI:83054) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-sn-glycero-3-phosphocholine (CHEBI:73858) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-sn-glycero-3-phosphoethanolamine (CHEBI:83047) has functional parent octadecanoic acid (CHEBI:28842)
1-stearoyl-sn-glycero-3-phosphoserine (CHEBI:85403) has functional parent octadecanoic acid (CHEBI:28842)
1-tetracosanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine (CHEBI:86208) has functional parent octadecanoic acid (CHEBI:28842)
10-hydroxyoctadecanoic acid (CHEBI:143095) has functional parent octadecanoic acid (CHEBI:28842)
10-PAHSA (CHEBI:84460) has functional parent octadecanoic acid (CHEBI:28842)
11-PAHSA (CHEBI:84464) has functional parent octadecanoic acid (CHEBI:28842)
12-(octadecanoyloxy)octadecanoic acid (CHEBI:137089) has functional parent octadecanoic acid (CHEBI:28842)
12-(phosphonooxy)octadecanoic acid (CHEBI:85133) has functional parent octadecanoic acid (CHEBI:28842)
12-methyloctadecanoic acid (CHEBI:85058) has functional parent octadecanoic acid (CHEBI:28842)
12-PAHSA (CHEBI:84468) has functional parent octadecanoic acid (CHEBI:28842)
13-(octadecanoyloxy)octadecanoic acid (CHEBI:137091) has functional parent octadecanoic acid (CHEBI:28842)
13-PAHSA (CHEBI:84469) has functional parent octadecanoic acid (CHEBI:28842)
16-DOXYL-stearic acid (CHEBI:184306) has functional parent octadecanoic acid (CHEBI:28842)
16-methyloctadecanoic acid (CHEBI:84875) has functional parent octadecanoic acid (CHEBI:28842)
17-methyloctadecanoic acid (CHEBI:133136) has functional parent octadecanoic acid (CHEBI:28842)
2,3-distearoyl-sn-glycerol (CHEBI:77395) has functional parent octadecanoic acid (CHEBI:28842)
2-methyloctadecanoic acid (CHEBI:144310) has functional parent octadecanoic acid (CHEBI:28842)
2-octadecanoyl-sn-glycero-3-phosphoethanolamine (CHEBI:133145) has functional parent octadecanoic acid (CHEBI:28842)
2-oxooctadecanoic acid (CHEBI:30820) has functional parent octadecanoic acid (CHEBI:28842)
2-stearoyl-sn-glycero-3-phosphocholine (CHEBI:76076) has functional parent octadecanoic acid (CHEBI:28842)
2-stearoylglycerol (CHEBI:75456) has functional parent octadecanoic acid (CHEBI:28842)
3-oxooctadecanoic acid (CHEBI:50576) has functional parent octadecanoic acid (CHEBI:28842)
5-DOXYL-stearic acid (CHEBI:184308) has functional parent octadecanoic acid (CHEBI:28842)
5-PAHSA (CHEBI:84457) has functional parent octadecanoic acid (CHEBI:28842)
7-PAHSA (CHEBI:84479) has functional parent octadecanoic acid (CHEBI:28842)
8-PAHSA (CHEBI:84486) has functional parent octadecanoic acid (CHEBI:28842)
9-(octadecanoyloxy)octadecanoic acid (CHEBI:137097) has functional parent octadecanoic acid (CHEBI:28842)
9-PAHSA (CHEBI:84425) has functional parent octadecanoic acid (CHEBI:28842)
all-trans-retinyl stearate (CHEBI:70761) has functional parent octadecanoic acid (CHEBI:28842)
N-(octadecanoyl)-pentadecasphing-4-enine-1-phosphoethanolamine (CHEBI:86516) has functional parent octadecanoic acid (CHEBI:28842)
N-(octadecanoyl)ethanolamine (CHEBI:85299) has functional parent octadecanoic acid (CHEBI:28842)
N-(octadecanoyl)hexadecasphingosine-1-phosphocholine (CHEBI:136273) has functional parent octadecanoic acid (CHEBI:28842)
N-octadecanoyl-(4E,14Z)-sphingadienine (CHEBI:136461) has functional parent octadecanoic acid (CHEBI:28842)
N-octadecanoyl-15-methylhexadecasphingosine-1-phosphocholine (CHEBI:119713) has functional parent octadecanoic acid (CHEBI:28842)
N-octadecanoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85668) has functional parent octadecanoic acid (CHEBI:28842)
N-octadecanoylglycine (CHEBI:136623) has functional parent octadecanoic acid (CHEBI:28842)
N-octadecanoylsphingadienine-1-phosphocholine (CHEBI:136281) has functional parent octadecanoic acid (CHEBI:28842)
N-octadecanoylsphingosine (CHEBI:72961) has functional parent octadecanoic acid (CHEBI:28842)
N-octadecanoylsphingosine 1-phosphate (CHEBI:73144) has functional parent octadecanoic acid (CHEBI:28842)
N-octodecanoylsphinganine (CHEBI:67033) has functional parent octadecanoic acid (CHEBI:28842)
N-stearoyl-1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85791) has functional parent octadecanoic acid (CHEBI:28842)
N-stearoyl-1-oleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85660) has functional parent octadecanoic acid (CHEBI:28842)
N-stearoyl-D-galactosylsphingosine (CHEBI:83867) has functional parent octadecanoic acid (CHEBI:28842)
N-stearoylhexadecasphinganine (CHEBI:82811) has functional parent octadecanoic acid (CHEBI:28842)
N-stearoylserotonin (CHEBI:134065) has functional parent octadecanoic acid (CHEBI:28842)
N-stearoylsphingosine-1-phosphocholine (CHEBI:83358) has functional parent octadecanoic acid (CHEBI:28842)
N-stearoyltaurine (CHEBI:132479) has functional parent octadecanoic acid (CHEBI:28842)
O-octadecanoyl-L-carnitine (CHEBI:84644) has functional parent octadecanoic acid (CHEBI:28842)
O-stearoylcarnitine (CHEBI:73074) has functional parent octadecanoic acid (CHEBI:28842)
butyl octadecanoate (CHEBI:85983) has functional parent octadecanoic acid (CHEBI:28842)
CDP-1-stearoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-sn-glycerol (CHEBI:85846) has functional parent octadecanoic acid (CHEBI:28842)
CDP-1-stearoyl-2-arachidonoyl-sn-glycerol (CHEBI:85829) has functional parent octadecanoic acid (CHEBI:28842)
CDP-1-stearoyl-2-linoleoyl-sn-glycerol (CHEBI:85838) has functional parent octadecanoic acid (CHEBI:28842)
CDP-1-stearoyl-2-oleoyl-sn-glycerol (CHEBI:85841) has functional parent octadecanoic acid (CHEBI:28842)
cholesteryl stearate (CHEBI:82750) has functional parent octadecanoic acid (CHEBI:28842)
epoxystearic acid (CHEBI:134617) has functional parent octadecanoic acid (CHEBI:28842)
hydroxyoctadecanoic acid (CHEBI:24747) has functional parent octadecanoic acid (CHEBI:28842)
monoacylglycerol 18:0 (CHEBI:87255) has functional parent octadecanoic acid (CHEBI:28842)
octadecanamide (CHEBI:34900) has functional parent octadecanoic acid (CHEBI:28842)
octadecanoate ester (CHEBI:75925) has functional parent octadecanoic acid (CHEBI:28842)
stearonitrile (CHEBI:133638) has functional parent octadecanoic acid (CHEBI:28842)
stearoyl-CoA (CHEBI:15541) has functional parent octadecanoic acid (CHEBI:28842)
tristearoylglycerol (CHEBI:45956) has functional parent octadecanoic acid (CHEBI:28842)
tuberculostearic acid (CHEBI:68565) has functional parent octadecanoic acid (CHEBI:28842)
corn oil (CHEBI:195250) has part octadecanoic acid (CHEBI:28842)
soybean oil (CHEBI:166975) has part octadecanoic acid (CHEBI:28842)
octadecanoate (CHEBI:25629) is conjugate base of octadecanoic acid (CHEBI:28842)
IUPAC Name
octadecanoic acid
Synonyms Sources
18:0 ChEBI
acide octadécanoïque ChEBI
acide stéarique ChEBI
C18:0 ChemIDplus
CH3‒[CH2]16‒COOH IUPAC
n-octadecanoic acid NIST Chemistry WebBook
Octadecanoic acid KEGG COMPOUND
Octadecansäure ChemIDplus
octadecoic acid ChEBI
Oktadekansäure ChEBI
STEARIC ACID PDBeChem
stearic acid ChEBI
Stearinsäure ChemIDplus
Manual Xrefs Databases
4611 DrugCentral
C00001238 KNApSAcK
C01530 KEGG COMPOUND
D00119 KEGG DRUG
DB03193 DrugBank
HMDB0000827 HMDB
LMFA01010018 LIPID MAPS
STE PDBeChem
Stearic_acid Wikipedia
STEARIC_ACID MetaCyc
View more database links
Registry Numbers Types Sources
11738 Gmelin Registry Number Gmelin
57-11-4 CAS Registry Number NIST Chemistry WebBook
57-11-4 CAS Registry Number ChemIDplus
608585 Reaxys Registry Number Reaxys
Citations
Mansour S, Tocheva AS, Cave-Ayland C, Machelett MM, Sander B, Lissin NM, Molloy PE, Baird MS, Stübs G, Schröder NW, Schumann RR, Rademann J, Postle AD, Jakobsen BK, Marshall BG, Gosain R, Elkington PT, Elliott T, Skylaris CK, Essex JW, Tews I, Gadola SD (2016)
Cholesteryl esters stabilize human CD1c conformations for recognition by self-reactive T cells.
Proceedings of the National Academy of Sciences of the United States of America 113, E1266-75 [PubMed:26884207]
[show Abstract]
Bordbar A, Mo ML, Nakayasu ES, Schrimpe-Rutledge AC, Kim YM, Metz TO, Jones MB, Frank BC, Smith RD, Peterson SN, Hyduke DR, Adkins JN, Palsson BO (2012)
Model-driven multi-omic data analysis elucidates metabolic immunomodulators of macrophage activation.
Molecular systems biology 8, 558 [PubMed:22735334]
[show Abstract]
Robinson DM, Martin NC, Robinson LE, Ahmadi L, Marangoni AG, Wright AJ (2009)
Influence of interesterification of a stearic acid-rich spreadable fat on acute metabolic risk factors.
Lipids 44, 17-26 [PubMed:18982377]
[show Abstract]
Evans LM, Cowey SL, Siegal GP, Hardy RW (2009)
Stearate preferentially induces apoptosis in human breast cancer cells.
Nutrition and cancer 61, 746-753 [PubMed:19838949]
[show Abstract]
Van Rhijn I, Young DC, De Jong A, Vazquez J, Cheng TY, Talekar R, Barral DC, León L, Brenner MB, Katz JT, Riese R, Ruprecht RM, O'Connor PB, Costello CE, Porcelli SA, Briken V, Moody DB (2009)
CD1c bypasses lysosomes to present a lipopeptide antigen with 12 amino acids.
The Journal of experimental medicine 206, 1409-1422 [PubMed:19468063]
[show Abstract]
Castrillo JI, Zeef LA, Hoyle DC, Zhang N, Hayes A, Gardner DC, Cornell MJ, Petty J, Hakes L, Wardleworth L, Rash B, Brown M, Dunn WB, Broadhurst D, O'Donoghue K, Hester SS, Dunkley TP, Hart SR, Swainston N, Li P, Gaskell SJ, Paton NW, Lilley KS, Kell DB, Oliver SG (2007)
Growth control of the eukaryote cell: a systems biology study in yeast.
Journal of biology 6, 4 [PubMed:17439666]
[show Abstract]
Wang ZJ, Li GM, Nie BM, Lu Y, Yin M (2006)
Neuroprotective effect of the stearic acid against oxidative stress via phosphatidylinositol 3-kinase pathway.
Chemico-biological interactions 160, 80-87 [PubMed:16448636]
[show Abstract]
Kim JY, Kinoshita M, Ohnishi M, Fukui Y (2001)
Lipid and fatty acid analysis of fresh and frozen-thawed immature and in vitro matured bovine oocytes.
Reproduction (Cambridge, England) 122, 131-138 [PubMed:11425337]
[show Abstract]
Okabe M, Tsuchiyama Y, Okamoto R (1993)
Development of a cyclodextrin production process using specific adsorbents.
Bioprocess technology 16, 109-130 [PubMed:7763343]
[show Abstract]
Last Modified
31 May 2023