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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:44:55 UTC
Update Date2021-09-14 15:42:05 UTC
HMDB IDHMDB0041103
Secondary Accession Numbers
  • HMDB41103
Metabolite Identification
Common NamePersin
DescriptionPersin belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms. Based on a literature review a significant number of articles have been published on Persin.
Structure
Data?1563863623
Synonyms
ValueSource
(R)-PersinHMDB
2-Hydroxy-4-oxo-12,15-heneicosadien-1-yl acetateHMDB
Persin, R-(Z,Z)-isomerMeSH, HMDB
(Z,Z)-1-Acetyloxy-2-hydroxy-12,15-heneicosadien-4-oneMeSH, HMDB
1-Acetyloxy-2-hydroxy-12,15-heneicosadien-4-oneMeSH, HMDB
Persin, S-(Z,Z)-isomerMeSH, HMDB
Chemical FormulaC23H40O4
Average Molecular Weight380.5613
Monoisotopic Molecular Weight380.292659768
IUPAC Name(12Z,15Z)-2-hydroxy-4-oxohenicosa-12,15-dien-1-yl acetate
Traditional Namepersin
CAS Registry Number56164-07-9
SMILES
CCCCC\C=C/C\C=C/CCCCCCCC(=O)CC(O)COC(C)=O
InChI Identifier
InChI=1S/C23H40O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22(25)19-23(26)20-27-21(2)24/h7-8,10-11,23,26H,3-6,9,12-20H2,1-2H3/b8-7-,11-10-
InChI KeyIBDVBNUJEGRVQN-NQLNTKRDSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty alcohols
Direct ParentLong-chain fatty alcohols
Alternative Parents
Substituents
  • Long chain fatty alcohol
  • Fatty alcohol ester
  • Beta-hydroxy ketone
  • Secondary alcohol
  • Ketone
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.00041 g/LALOGPS
logP6.22ALOGPS
logP5.98ChemAxon
logS-6ALOGPS
pKa (Strongest Acidic)14.25ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count19ChemAxon
Refractivity113.59 m³·mol⁻¹ChemAxon
Polarizability46.99 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Collision Cross Sections

NameAdductTypeData SourceValueReference
DarkChem[M+H]+PredictedNot Available203.73831661259
DarkChem[M-H]-PredictedNot Available202.54631661259

Retention Indices

Underivatized

Not Available

Derivatized

DerivativeValueReference
Persin,1TMS,#12786.2686https://arxiv.org/abs/1905.12712
Persin,1TMS,#22881.6484https://arxiv.org/abs/1905.12712
Persin,1TMS,#32916.6514https://arxiv.org/abs/1905.12712
Persin,1TBDMS,#13020.6975https://arxiv.org/abs/1905.12712
Persin,1TBDMS,#23117.3428https://arxiv.org/abs/1905.12712
Persin,1TBDMS,#33155.428https://arxiv.org/abs/1905.12712
Spectra

GC-MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ir3-9874000000-9c00324e664d11988bbb2017-09-01View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-004u-9523000000-4b6148b9601e165942ec2017-10-06View Spectrum

LC-MS/MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03e9-1019000000-cb480e576b2a60b99bdf2017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ir0-4389000000-996d3eb773ae35b66c962017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01ox-9481000000-87b48c679406f5dc1d5c2017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-056r-9017000000-e95d937f32054dc891e42017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9012000000-2a2308082f553fa682dd2017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-978ba8fd359c120dc36c2017-09-01View Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB020985
KNApSAcK IDC00041084
Chemspider ID4446387
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPersin
METLIN IDNot Available
PubChem Compound5283266
PDB IDNot Available
ChEBI ID168336
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. 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. [PubMed:16902246 ]
  3. 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. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.