13-Docosenoic acid, (Z)- (CED0006376)

Record Information
Version1.0
Creation Date2016-05-19 03:04:51 UTC
Update Date2026-04-16 22:15:33 UTC
Accession NumberCHEM009431
Identification
Common Name13-Docosenoic acid, (Z)-
ClassSmall Molecule
Description
13-Docosenoic acid, (Z)- belongs to the fatty acids and conjugates, a subclass of fatty acyls within the organic compounds. This compound has the chemical formula C22H42O2 and an average molecular weight of 338.57 g/mol. It is classified under the superclass of lipids and lipid-like molecules. In industrial applications, 13-Docosenoic acid, (Z)- is utilized as a softener and conditioner. The compound is found in or released from 14 recorded sources across several categories. Within electrical and electronic equipment, it is associated with antennas, colour television systems, contacts, cores yokes or armatures, emergency protective devices, and two additional sources. In the context of food, food processing and cookware, it is linked to food contact materials and the preparation of malt, vinegar, wine or sparkling wine, and wort. Furthermore, it is present in indoor air via air, dust and atmospheric transport, as well as in other smoking requisites among household cleaning and consumer products. Recorded exposure routes for this substance include inhalation, oral, and touch.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
(13Z)-13-Docosenoic acidChEBI
(13Z)-Docosenoic acidChEBI
(Z)-13-Docosenoic acidChEBI
(Z)-Docos-13-enoic acidChEBI
13-cis-Docosenoic acidChEBI
22:1Omega9ChEBI
C22:1N-9ChEBI
cis-13-Docosenoic acidChEBI
cis-Delta(13)-Docosenoic acidChEBI
cis-Eruic acidChEBI
Docos-13C-enoic acidChEBI
ErucasaeureChEBI
(13Z)-13-DocosenoateGenerator
(13Z)-DocosenoateGenerator
(Z)-13-DocosenoateGenerator
(Z)-Docos-13-enoateGenerator
13-cis-DocosenoateGenerator
cis-13-DocosenoateGenerator
cis-delta(13)-DocosenoateGenerator
cis-Δ(13)-docosenoateGenerator
cis-Δ(13)-docosenoic acidGenerator
cis-EruateGenerator
Docos-13C-enoateGenerator
ErucateGenerator
13-Docosenoic acidHMDB
Erucic acid, (Z)-isomerHMDB
13-DocosenoateHMDB
13-Docosenoic acid (acd/name 4.0)HMDB
cis-Erucic acidHMDB
delta 13-cis-DocosenoateHMDB
delta 13-cis-Docosenoic acidHMDB
Delta.13-cis-docosenoateHMDB
Delta.13-cis-docosenoic acidHMDB
Prifrac 2990HMDB
(Z)-Erucic acidHMDB
13(Z)-Docosenoic acidHMDB
FA(22:1(13Z))HMDB
FA(22:1n9)HMDB
cis-13-Erucic acidHMDB
delta13-cis-Docosenoic acidHMDB
Δ13-cis-docosenoic acidHMDB
Erucic acidHMDB
Chemical FormulaC22H42O2
Average Molecular Mass338.568 g/mol
Monoisotopic Mass338.318 g/mol
CAS Registry Number112-86-7
IUPAC Name(13Z)-docos-13-enoic acid
Traditional Nameerucic acid
SMILESCCCCCCCC\C=C/CCCCCCCCCCCC(O)=O
InChI IdentifierInChI=1S/C22H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h9-10H,2-8,11-21H2,1H3,(H,23,24)/b10-9-
InChI KeyDPUOLQHDNGRHBS-KTKRTIGZSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentVery long-chain fatty acids
Alternative Parents
Substituents
  • Very long-chain fatty acid
  • Unsaturated 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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.3e-05 g/LALOGPS
logP8.97ALOGPS
logP8.56ChemAxon
logS-7.2ALOGPS
pKa (Strongest Acidic)4.95ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count19ChemAxon
Refractivity105.81 m³·mol⁻¹ChemAxon
Polarizability45.6 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrumsplash10-00nb-6900000000-5e6160a7a5341d6f55deNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-00nb-6900000000-5e6160a7a5341d6f55deNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0006-9670000000-abb8d10b97d3c63c8480Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0fmv-9452000000-be430773e3b82d00352dNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0009000000-c637d7d9283da6dae58cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05ur-9100000000-4dfe9f552da0b8ea6e7cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0159-9000000000-867fce64ced7de3a289eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0009000000-a67df2342edb038f0647Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0019000000-0026b53b7b328f5e5154Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00dr-1119000000-fa6979100366edcb2892Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0fki-5829000000-ff16fd0e5a988fe38fa4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0apj-9200000000-27116cd4b609b88b4005Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0api-9100000000-0f82260b5b86e3b06b2aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0aor-9000000000-0a3061b18adfe4ddad07Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0129000000-fa49cfc1738521b925d3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0290000000-b4f9a52c100defbf8a39Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0090000000-02a20bc6ce898cb3824cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-07l5-0950000000-0ca01024ab3b5ad027ecNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0319000000-7b31f345d0546a6c25abNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-2209000000-d03f3b30c822ce8c5e26Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-9608000000-2fc5f27c0bd54f0c003aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-059t-9502000000-8f68c9dbb8e1467805f7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05nb-9300000000-0701894bd7e9b3d37f40Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05nb-9200000000-c4172a1058d81a28950aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-067j-9200000000-e162d2d79babe08ace7cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-067j-9100000000-bf13e1a64db26345fc45Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-067i-9000000000-f59fb6466154b0be7ed3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0aor-9000000000-e75d6790d230192f8607Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0aor-9000000000-b7f7f9bb0ddda3a54074Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ar0-9000000000-54537e113937064469b4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ar0-9000000000-ea5c9ec842b831fd2bf5Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-1519000000-127edb9bbb0c787980e1Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9000000000-1a0ece28fc58dccec912Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4l-9800000000-3b6e5ba6788994182726Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0596-7900000000-314e01268e9aec89de06Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-3719000000-845cac262af3d9b28219Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udj-4913000000-92c8c9242a4477ac8e83Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0kg2-6911000000-4773c293e5a0234175b3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05a5-8900000000-8a483d316f5364382401Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0acd-9700000000-7aeedcd820ad3efa23d1Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05wg-9400000000-4522d5b6ba51f9e3ea2fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05po-9200000000-7830e811547959a6338eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05r3-9100000000-017f36d3279e8903f2b3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05r3-9100000000-ed90d2c667a7d6c4679eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05r3-9100000000-4be17a1df6f28920a3b6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05r0-9100000000-9a32d9fb44688ca308adNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-070e-1940000000-48cff2b010726fb705c7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05fr-4900000000-4c927741c6256a4eaef8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-007a-1900000000-6fea81ca597cced688f8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0009000000-335f1d8e1259be680128Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0079-0019000000-c3d635e526dd43493377Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-2219000000-5d824d1c36823672cc78Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-7829000000-62de4a01ac12f74055f6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00ea-9814000000-4708a37d2f7f1c9b2045Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05nb-9400000000-c598c67839f6a9d42b1aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0009000000-0007d57f82dcb8138558Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0019000000-c06b5c8f2b9044af1c34Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00g3-5695000000-55896e489497235f6a67Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004l-9880000000-69f41c34dca989e6c810Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0019000000-cfb3c7afc93ecf28f3daNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00ku-1039000000-c2dd9360fea23806c313Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-052f-9131000000-393859815e6c1359d6dfNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0079-2019000000-21d3b666342b739a4b05Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-05fr-9348000000-4abe7334cc45e28eef98Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4l-9100000000-14f72740885565d30362Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0009000000-c73eab4fa862703f84a4Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00kr-1009000000-d43abbc962ee49a9b1b1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9011000000-754332a9050441c1b4beNot AvailableView Spectrum
MSMS Spectrumsplash10-0a5c-9300000000-53ce9b6b1bd7db601866Not AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, Methanol, experimental)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
6088.0Log mg/kg[3400:11000]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
19Indoor airAir, dust & atmospheric transportNot Available
494Food contact materialsFood, food processing & cookwareNot Available
506AntennasElectrical & Electronic EquipmentNot Available
509Colour Television SystemsElectrical & Electronic EquipmentNot Available
512ContactsElectrical & Electronic EquipmentNot Available
513Cores Yokes Or ArmaturesElectrical & Electronic EquipmentNot Available
520Emergency Protective DevicesElectrical & Electronic EquipmentNot Available
529Power CablesElectrical & Electronic EquipmentNot Available
538Thin Magnetic FilmsElectrical & Electronic EquipmentNot Available
547Preparation Of MaltFood, food processing & cookwareNot Available
548Preparation Of VinegarFood, food processing & cookwareNot Available
549Preparation Of Wine Or Sparkling WineFood, food processing & cookwareNot Available
550Preparation Of WortFood, food processing & cookwareNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
577Watch ChainsHousehold itemsNot Available
579Manufacture Of Iron Or SteelIndustrial manufacturing & chemical processingNot Available
584BuoysMarine, shipping & aquacultureNot Available
592Marine Propulsion Or SteeringMarine, shipping & aquacultureNot Available
598Fertiliser DistributorsAgriculture & land managementNot Available
612Body Washing Or Cleaning ImplementsPersonal care & cosmeticsNot Available
616Face Mask CosmeticsPersonal care & cosmeticsNot Available
619Manicure PedicurePersonal care & cosmeticsNot Available
639Degreasing LeatherTextiles, leather & furnishingsNot Available
655Slide FastenersTextiles, leather & furnishingsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Peroxisome proliferator-activated receptor gamma structureClick to view 3D structurePeroxisome proliferator-activated receptor gammaP37231HumansPredicted (SEA)0.0778492
Peroxisome proliferator-activated receptor alpha structureClick to view 3D structurePeroxisome proliferator-activated receptor alphaQ07869HumansPredicted (SEA)0.0778492
Peroxisome proliferator-activated receptor delta structureClick to view 3D structurePeroxisome proliferator-activated receptor deltaQ03181HumansPredicted (SEA)0.0778492
Tyrosine-protein phosphatase non-receptor type 1 structureClick to view 3D structureTyrosine-protein phosphatase non-receptor type 1P18031HumansPredicted (SEA)0.155698
Click to view 3D structureTransient receptor potential cation channel subfamily V member 2Q9WUD2Rattus norvegicusPredicted (SEA)0.389246
Fatty acid-binding protein, adipocyte structureClick to view 3D structureFatty acid-binding protein, adipocyteP15090HumansPredicted (SEA)0.0778492
Click to view 3D structureFatty-acid amide hydrolase 1O00519HumansPredicted (SEA)2.64687
Free fatty acid receptor 4 structureClick to view 3D structureFree fatty acid receptor 4Q5NUL3HumansPredicted (SEA)0.0778492
Free fatty acid receptor 1 structureClick to view 3D structureFree fatty acid receptor 1O14842HumansPredicted (SEA)0.233548
Click to view 3D structureCannabinoid receptor 1P20272Rattus norvegicusPredicted (SEA)3.65891
G-protein coupled receptor 84 structureClick to view 3D structureG-protein coupled receptor 84Q9NQS5HumansPredicted (SEA)0.467095
Click to view 3D structureHistone deacetylase 11Q96DB2HumansPredicted (SEA)1.94623
Click to view 3D structureOxoeicosanoid receptor 1Q8TDS5HumansPredicted (SEA)0.233548
Cannabinoid receptor 1 structureClick to view 3D structureCannabinoid receptor 1P21554HumansPredicted (SEA)6.92858
Cannabinoid receptor 2 structureClick to view 3D structureCannabinoid receptor 2P34972HumansPredicted (SEA)7.39568
Transient receptor potential cation channel subfamily V member 1 structureClick to view 3D structureTransient receptor potential cation channel subfamily V member 1Q8NER1HumansPredicted (SEA)3.19182
Click to view 3D structureEsteraseA3QR02Chilo suppressalisPredicted (SEA)0.467095
Click to view 3D structureFatty-acid amide hydrolase 1P97612Rattus norvegicusPredicted (SEA)7.47353
Click to view 3D structureCannabinoid receptor 2P47936Mus musculusPredicted (SEA)5.68299
Click to view 3D structureLysophosphatidic acid receptor 4Q8BLG2Mus musculusPredicted (SEA)1.32344
Fatty acid-binding protein 5 structureClick to view 3D structureFatty acid-binding protein 5Q01469HumansPredicted (SEA)0.0778492
Fatty acid-binding protein, heart structureClick to view 3D structureFatty acid-binding protein, heartP05413HumansPredicted (SEA)0.467095
Click to view 3D structureLysophosphatidic acid receptor 3Q9UBY5HumansPredicted (SEA)1.55698
Click to view 3D structureCannabinoid receptor 2Q9QZN9Rattus norvegicusPredicted (SEA)1.94623
Click to view 3D structureCannabinoid receptor 1P47746Mus musculusPredicted (SEA)4.20386
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0002068
FooDB IDFDB004287
Phenol Explorer IDNot Available
KNApSAcK IDC00001217
BiGG IDNot Available
BioCyc IDCPD-14292
METLIN ID6470
PDB IDNot Available
Wikipedia LinkErucic_acid
Chemspider ID4444561
ChEBI ID28792
PubChem Compound ID5281116
Kegg Compound IDC08316
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=1170010
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=7847331
3. Rizzo WB, Leshner RT, Odone A, Dammann AL, Craft DA, Jensen ME, Jennings SS, Davis S, Jaitly R, Sgro JA: Dietary erucic acid therapy for X-linked adrenoleukodystrophy. Neurology. 1989 Nov;39(11):1415-22.
4. Bu B, Ashwood P, Harvey D, King IB, Water JV, Jin LW: Fatty acid compositions of red blood cell phospholipids in children with autism. Prostaglandins Leukot Essent Fatty Acids. 2006 Apr;74(4):215-21.
5. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043.