Paullinic acid (CHEM029093)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 00:55:32 UTC
Update Date2016-11-09 01:18:49 UTC
Accession NumberCHEM029093
Identification
Common NamePaullinic acid
ClassSmall Molecule
DescriptionAn icosenoic acid having a cis- double bond at position 13.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(13Z)-Eicos-13-enoic acidChEBI
(Z)-13-Eicosenoic acidChEBI
(Z)-13-Icosenoic acidChEBI
(Z)-Eicos-13-enoic acidChEBI
13Z-Eicosenoic acidChEBI
C20:1N-7ChEBI
cis-13-Eicosenoic acidChEBI
(13Z)-Eicos-13-enoateGenerator
(Z)-13-EicosenoateGenerator
(Z)-13-IcosenoateGenerator
(Z)-Eicos-13-enoateGenerator
13Z-EicosenoateGenerator
cis-13-EicosenoateGenerator
PaullinateGenerator
Chemical FormulaC20H38O2
Average Molecular Mass310.515 g/mol
Monoisotopic Mass310.287 g/mol
CAS Registry Number17735-94-3
IUPAC Name(13Z)-icos-13-enoic acid
Traditional Namepaullinic acid
SMILESCCCCCC\C=C/CCCCCCCCCCCC(O)=O
InChI IdentifierInChI=1S/C20H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h7-8H,2-6,9-19H2,1H3,(H,21,22)/b8-7-
InChI KeyURXZXNYJPAJJOQ-FPLPWBNLSA-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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility5.0e-05 g/LALOGPS
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
Polarizability41.34 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9550000000-a568fde49f01f4bff86fSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00fr-9651000000-0b21c94910de55c98564Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 21V, negativesplash10-0006-0090000000-ab01f5fb032949f686adSpectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 21V, positivesplash10-0006-0290000000-fac4c80d3081e8b3b5c5Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 21V, positivesplash10-02vi-0193000000-5d9878771c6003135c31Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 3V, positivesplash10-03di-0149000000-fd505d52bb9e0d6e1b17Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-03dl-1495000000-69de97a249f270595e46Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 7V, positivesplash10-01r6-4892000000-646f945fc98f3bf346baSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 9V, positivesplash10-004m-5941000000-b492f3b08954e3a5529bSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 13V, positivesplash10-05us-9600000000-d5ab265d673aac9b47b8Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 17V, positivesplash10-0awa-9300000000-3f685ec5299d90341331Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 19V, positivesplash10-05us-9200000000-f977085ed182d8a895a2Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 22V, positivesplash10-0api-9100000000-dc195350c90d9d5444f2Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 28V, positivesplash10-0api-9000000000-73db49cc4be80748474eSpectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 21V, positivesplash10-0006-0190000000-710656f7efd37751d30aSpectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 21V, positivesplash10-0a4i-0490000000-050c4a7e6f32ea375515Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 21V, positivesplash10-0006-0900000000-d35906d7351e142a863eSpectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 21V, positivesplash10-0bvv-1920000000-d26dc4979fc630343cb7Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 21V, positivesplash10-004i-0390000000-8ad8df84242d4d8f960bSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 8V, positivesplash10-0006-1290000000-679d24cbb9090fd9f9baSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 10V, positivesplash10-0006-7690000000-ba9ad589989cef510c64Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dl-1097000000-38aaf259252ef8f75073Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0gb9-5491000000-60604ba44c7420adfc6bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f6x-8950000000-73d56613f4cb3b60203dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0029000000-96e19787c146e6cffec7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-2079000000-7b58a38dd8fd32b3b5acSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9140000000-757a0134c1c27398f2caSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0035159
FooDB IDFDB013796
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPaullinic_acid
Chemspider ID4471943
ChEBI ID134479
PubChem Compound ID5312518
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=1097444
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=14506841
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=16382577
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=24969238
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=7910602
6.
7. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9.
8. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10.
9. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20.
10. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621.
11. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.
12. The lipid handbook with CD-ROM