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Showing Compound Sarmentine (FDB018275)

Record Information
Version1.0
Creation date2010-04-08 22:13:37 UTC
Update date2019-11-26 03:15:57 UTC
Primary IDFDB018275
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameSarmentine
DescriptionSarmentine belongs to the class of organic compounds known as n-acylpyrrolidines. These are n-Acylated Pyrrolidine derivatives. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms. Sarmentine has been detected, but not quantified in, herbs and spices and pepper (spice). This could make sarmentine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Sarmentine.
CAS Number78910-33-5
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility0.054 g/LALOGPS
logP4.15ALOGPS
logP3.27ChemAxon
logS-3.6ALOGPS
pKa (Strongest Basic)2.07ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area20.31 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity70.84 m³·mol⁻¹ChemAxon
Polarizability26.98 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC14H23NO
IUPAC name(2E,4Z)-1-(pyrrolidin-1-yl)deca-2,4-dien-1-one
InChI IdentifierInChI=1S/C14H23NO/c1-2-3-4-5-6-7-8-11-14(16)15-12-9-10-13-15/h6-8,11H,2-5,9-10,12-13H2,1H3/b7-6-,11-8+
InChI KeyBFZBGTMIBOQWBA-BQGCWICQSA-N
Isomeric SMILESCCCCC\C=C/C=C/C(=O)N1CCCC1
Average Molecular Weight221.3385
Monoisotopic Molecular Weight221.177964363
Classification
Description Belongs to the class of organic compounds known as n-acylpyrrolidines. These are n-Acylated Pyrrolidine derivatives. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrrolidines
Sub ClassN-acylpyrrolidines
Direct ParentN-acylpyrrolidines
Alternative Parents
Substituents
  • N-acylpyrrolidine
  • Tertiary carboxylic acid amide
  • Carboxamide group
  • Azacycle
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSSarmentine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-054o-9600000000-dccb66fb0f1c1c770722Spectrum
Predicted GC-MSSarmentine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-4290000000-746fb6ce7457fe0ab0422016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9520000000-e042410cde0325010c692016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0596-9000000000-56c0c4ae6738c61e59802016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0190000000-bb1bfc17c377f35ce5c42016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9680000000-f9b3c0a6aa3cb9ed98e62016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9200000000-17ea35aaeab9b05bec502016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-c1fe20ca7550c2bb70822021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-022a-9550000000-3c019dc90a2edef1b3742021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-9100000000-9b597547291110df644b2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-7590000000-5cf2f27b24fcbab23fc12021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9000000000-feb1501abbb00048edad2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-9000000000-01874a7e56a6b3a7500a2021-09-22View Spectrum
NMRNot Available
ChemSpider ID30777295
ChEMBL IDCHEMBL2229613
KEGG Compound IDNot Available
Pubchem Compound ID46935132
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB38840
CRC / DFC (Dictionary of Food Compounds) IDJJK69-C:LHZ13-M
EAFUS IDNot Available
Dr. Duke ID1-(2,4-DECADIENOYL)-PYRROLIDINE
BIGG IDNot Available
KNApSAcK IDC00031306
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
Pepper (Spice)Expected but not quantifiedNot AvailableDUKE, KNAPSACK
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Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.