Showing Compound Card for 11Z-Eicosenoic acid (CDB005264)

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Record Information
Version1.0
Created at2020-04-17 19:25:46 UTC
Updated at2020-12-07 19:11:51 UTC
CannabisDB IDCDB005264
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name11Z-Eicosenoic acid
DescriptionEicosenoic acid C20:1, a monounsaturated fatty acid that exists in three different forms: 9-eicosenoic acid (gadoleic acid), an omega-11 fatty acid common in fish oils, 11-eicosenoic acid (gondoic acid), an omega-9 fatty acid characteristic of jojoba oil, and 13-eicosenoic acid (paullinic acid), an omega-7 fatty acid. Also, eicosenoic acid C20:1 is one of the fatty acids that have been identified in hemp (cannabis) seed oil (PMID: 28448475 ). 11Z-Eicosenoic acid is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(11Z)-Eicosenoic acidChEBI
(11Z)-Icosenoic acidChEBI
(Z)-Eicos-11-enoic acidChEBI
(Z)-Icos-11-enoic acidChEBI
(Z)-Icosa-11-enoic acidChEBI
11-Eicosenoic acidChEBI
11-Icosenoic acidChEBI
20:1ChEBI
cis-11-Eicosenoic acidChEBI
cis-Delta(11)-Eicosenoic acidChEBI
cis-Gondoic acidChEBI
Eicosenoic acidChEBI
Gondoic acidChEBI
Z-Delta(11)-EicosensaeureChEBI
(11Z)-EicosenoateGenerator
(11Z)-IcosenoateGenerator
(Z)-Eicos-11-enoateGenerator
(Z)-Icos-11-enoateGenerator
(Z)-Icosa-11-enoateGenerator
11-EicosenoateGenerator
11-IcosenoateGenerator
cis-11-EicosenoateGenerator
cis-delta(11)-EicosenoateGenerator
cis-Δ(11)-eicosenoateGenerator
cis-Δ(11)-eicosenoic acidGenerator
cis-GondoateGenerator
EicosenoateGenerator
GondoateGenerator
Z-Δ(11)-eicosensaeureGenerator
11Z-EicosenoateGenerator
(11Z)-Icos-11-enoateHMDB
(11Z)-Icos-11-enoic acidHMDB
11(Z)-EicosenoateHMDB
11(Z)-Eicosenoic acidHMDB
11-cis-EicosenoateHMDB
11-cis-Eicosenoic acidHMDB
11Z-Eicosenoic acidHMDB
20:1(N-9)HMDB
20:1n9HMDB
cis-11-IcosenoateHMDB
cis-11-Icosenoic acidHMDB
FA(20:1(11Z))HMDB
FA(20:1n9)HMDB
(11Z)-11-Eicosenoic acidPhytoBank
(Z)-11-Eicosenoic acidPhytoBank
cis-delta11-Eicosenoic acidPhytoBank
cis-Δ11-Eicosenoic acidPhytoBank
Chemical FormulaC20H38O2
Average Molecular Weight310.51
Monoisotopic Molecular Weight310.2872
IUPAC Name(11Z)-icos-11-enoic acid
Traditional Namecis-11-eicosenoic acid
CAS Registry Number5561-99-9
SMILES
CCCCCCCC\C=C/CCCCCCCCCC(O)=O
InChI Identifier
InChI=1S/C20H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h9-10H,2-8,11-19H2,1H3,(H,21,22)/b10-9-
InChI KeyBITHHVVYSMSWAG-KTKRTIGZSA-N
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
  • 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
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP8.4ALOGPS
logP7.67ChemAxon
logS-6.8ALOGPS
pKa (Strongest Acidic)4.95ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count17ChemAxon
Refractivity96.6 m³·mol⁻¹ChemAxon
Polarizability41.32 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS11Z-Eicosenoic acid, non-derivatized, GC-MS Spectrumsplash10-00mk-3900000000-c719ddc966597d00d2c5Spectrum
GC-MS11Z-Eicosenoic acid, non-derivatized, GC-MS Spectrumsplash10-00mk-3900000000-c719ddc966597d00d2c5Spectrum
Predicted GC-MS11Z-Eicosenoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9450000000-350fb3d4ba5a967ba8b5Spectrum
Predicted GC-MS11Z-Eicosenoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0g70-9551000000-c82b71c168fb5563f7d4Spectrum
Predicted GC-MS11Z-Eicosenoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS11Z-Eicosenoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS11Z-Eicosenoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS11Z-Eicosenoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - n/a 21V, negativesplash10-0006-0090000000-1756232c26bf8fc138c52020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 21V, positivesplash10-0006-0290000000-fa5d9f6e60781ae83e2e2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 10V, positivesplash10-0006-5490000000-0cbb37e5b7ecad5adaaa2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 12V, positivesplash10-000y-9650000000-ba5e2b939e8a556b6d1f2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 14V, positivesplash10-00l2-9410000000-9496a07390108fe35cab2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 16V, positivesplash10-05nb-9300000000-b3b200aebba967262b9b2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 17V, positivesplash10-067j-9200000000-91f2ccafad22a2bb80692020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 21V, positivesplash10-067j-9100000000-dbb0d513ad4f77e24d3c2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 26V, positivesplash10-067i-9000000000-1b21d5d4d80742618d4c2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 32V, positivesplash10-067i-9000000000-d00f7dd8a36d506bf1b52020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 39V, positivesplash10-0aor-9000000000-de7f5670d39d685918e02020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 47V, positivesplash10-0ar0-9000000000-509d8fad571b855680992020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 21V, positivesplash10-004i-2890000000-dcdc3d85495da91cc6db2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 21V, positivesplash10-070e-1920000000-1c2aeaf08cc4ea4f05402020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0029000000-c49b53bb3e3caf9cb0422016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-1079000000-9504027ae4d5b071c4a02016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9240000000-7e3a558d23fc622e0aa22016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0019000000-0d96115f81e42756fc2f2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-1059000000-4c31464e6f8ead1139f32021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9020000000-90362612fe130589b56d2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dl-0197000000-fa25affc2bb6f0cd695b2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0i03-4691000000-b79f41c0508982a461112016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0007-9850000000-3d2cfec12ab1aec5686b2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dl-5397000000-d942974f980afe9a14c52021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0btc-9561000000-bf355ad19adfba5af8df2021-09-22View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0002231
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012569
KNApSAcK IDC00035628
Chemspider ID4445895
KEGG Compound IDC16526
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkEicosenoic acid
METLIN ID6563
PubChem Compound5282768
PDB IDNot Available
ChEBI ID32425
References
General References
  1. Mikulcova V, Kasparkova V, Humpolicek P, Bunkova L: Formulation, Characterization and Properties of Hemp Seed Oil and Its Emulsions. Molecules. 2017 Apr 27;22(5). pii: molecules22050700. doi: 10.3390/molecules22050700. [PubMed:28448475 ]