Record Information
Version1.0
Creation date2010-04-08 22:10:15 UTC
Update date2018-05-28 23:38:00 UTC
Primary IDFDB012587
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameTriethyl citrate
DescriptionTriethyl citrate belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. Triethyl citrate is a mild, fruity, and odorless tasting compound. Based on a literature review a significant number of articles have been published on Triethyl citrate.
CAS Number77-93-0
Structure
Thumb
Synonyms
SynonymSource
Triethyl citric acidGenerator
e1505ChEMBL, HMDB
1,2,3-Propanetricarboxylic acid, 2-hydroxy-, triethyl esterHMDB
2-Hydroxy-1,2,3-propanetricarboxylic acid, triethyl esterHMDB
Citric acid, triethyl esterHMDB
Citroflex 2HMDB
Crodamol TCHMDB
Ethyl citrateHMDB, MeSH
Ethyl citrate, citric acid triethyl esterHMDB
EudraflexHMDB
FEMA 3083HMDB
Hydagen c.a.tHMDB
Hydragen catHMDB
TECHMDB
TriaethylcitratHMDB
Triethyl 2-hydroxy-1,2,3-propanetricarboxylateHMDB
Triethyl citrate (NF)HMDB
Triethylester kyseliny citronoveHMDB
Uniflex tecHMDB
Uniplex 80HMDB
E1505db_source
Triethyl citratedb_source
Predicted Properties
PropertyValueSource
Water Solubility10.7 g/LALOGPS
logP1.17ALOGPS
logP0.19ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)11.82ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area99.13 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity64.18 m³·mol⁻¹ChemAxon
Polarizability27.83 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC12H20O7
IUPAC name1,2,3-triethyl 2-hydroxypropane-1,2,3-tricarboxylate
InChI IdentifierInChI=1S/C12H20O7/c1-4-17-9(13)7-12(16,11(15)19-6-3)8-10(14)18-5-2/h16H,4-8H2,1-3H3
InChI KeyDOOTYTYQINUNNV-UHFFFAOYSA-N
Isomeric SMILESCCOC(=O)CC(O)(CC(=O)OCC)C(=O)OCC
Average Molecular Weight276.283
Monoisotopic Molecular Weight276.120902994
Classification
Description Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassTricarboxylic acids and derivatives
Direct ParentTricarboxylic acids and derivatives
Alternative Parents
Substituents
  • Tricarboxylic acid or derivatives
  • Fatty acid ester
  • Fatty acyl
  • Tertiary alcohol
  • Carboxylic acid ester
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Role

Biological role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 52.17%; H 7.30%; O 40.54%DFC
Melting Point< 25 oC
Boiling PointBp1 127°DFC
Experimental Water Solubility65 mg/mLHAWLEY'S COND. CHEM. DICT. (1993)
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd25 1.14DFC
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0a6r-7910000000-e1114c0c65a16dd49eeb2014-09-20View Spectrum
GC-MSTriethyl citrate, non-derivatized, GC-MS Spectrumsplash10-0a4i-1920000000-f7c884b67f54e12797d9Spectrum
GC-MSTriethyl citrate, non-derivatized, GC-MS Spectrumsplash10-0a4i-0910000000-9ead4713599bcc551b12Spectrum
GC-MSTriethyl citrate, non-derivatized, GC-MS Spectrumsplash10-004i-0190000000-7b8558c43641df82df60Spectrum
GC-MSTriethyl citrate, non-derivatized, GC-MS Spectrumsplash10-0a4i-1920000000-f7c884b67f54e12797d9Spectrum
GC-MSTriethyl citrate, non-derivatized, GC-MS Spectrumsplash10-0a4i-0910000000-9ead4713599bcc551b12Spectrum
GC-MSTriethyl citrate, non-derivatized, GC-MS Spectrumsplash10-004i-0190000000-7b8558c43641df82df60Spectrum
Predicted GC-MSTriethyl citrate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0ufr-5890000000-e53cab1b65097a22eedfSpectrum
Predicted GC-MSTriethyl citrate, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-004i-5092000000-6e3fc95af9f04950f62fSpectrum
Predicted GC-MSTriethyl citrate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-05o9-0900000000-abe5dcdf0bae8dc9ed542017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-03dr-1900000000-9aa32164a05037b216222017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0zfr-0790000000-eaf06e927ea1ee1440b82017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0zfr-0890000000-babd242488f267e298172017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0a4i-0900000000-550d7ef825027f130a1e2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0a4i-0900000000-bcaf65f04f030fc362db2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0a4i-0900000000-09a16a64d8b6a8409c0d2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-052r-0900000000-f5da78fc91309994cf252021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0900000000-fed064182d82b13afe812021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0pb9-0960000000-ecc9db61ae907f31c6d82021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-000i-0900000000-595e183f161fb191ea182021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004r-1960000000-62c3e6b4cc939bf1a2842016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002u-6950000000-29afe05fe47ce4f750242016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a6s-8910000000-6dde72620e6bfe59a9e22016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002r-5590000000-470583cc7469f45edd1a2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002r-0930000000-90a982ba5053949631d12021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a59-5900000000-a44b708dde613f9095562021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004r-0790000000-8052cd9aa829d3b3770a2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-9610000000-9ac2305d61fe7cc529e82016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-069a-3910000000-5dd15a26bff8e43df3ef2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-f2deb2e421d123b4795f2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a59-2390000000-8b8d674209f59fa49d882021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0005-9400000000-aa1936e1a6ab993057a42021-09-24View Spectrum
NMR
TypeDescriptionView
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
ChemSpider ID13850879
ChEMBL IDCHEMBL464988
KEGG Compound IDNot Available
Pubchem Compound ID6506
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB34263
CRC / DFC (Dictionary of Food Compounds) IDHJD14-D:HJD17-G
EAFUS ID3732
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1012771
SuperScent IDNot Available
Wikipedia IDTriethyl_citrate
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
odorless
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
wine
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
mild
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference