Showing Compound Triethyl citrate (FDB012587)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:15 UTC

Update date

2018-05-28 23:38:00 UTC

Primary ID

FDB012587

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Triethyl citrate

Description

Triethyl 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 Number

77-93-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Triethyl citric acid	Generator
e1505	ChEMBL, HMDB
1,2,3-Propanetricarboxylic acid, 2-hydroxy-, triethyl ester	HMDB
2-Hydroxy-1,2,3-propanetricarboxylic acid, triethyl ester	HMDB
Citric acid, triethyl ester	HMDB
Citroflex 2	HMDB
Crodamol TC	HMDB
Ethyl citrate	HMDB, MeSH
Ethyl citrate, citric acid triethyl ester	HMDB
Eudraflex	HMDB
FEMA 3083	HMDB
Hydagen c.a.t	HMDB
Hydragen cat	HMDB
TEC	HMDB
Triaethylcitrat	HMDB
Triethyl 2-hydroxy-1,2,3-propanetricarboxylate	HMDB
Triethyl citrate (NF)	HMDB
Triethylester kyseliny citronove	HMDB
Uniflex tec	HMDB
Uniplex 80	HMDB
E1505	db_source
Triethyl citrate	db_source

Predicted Properties

Property	Value	Source
Water Solubility	10.7 g/L	ALOGPS
logP	1.17	ALOGPS
logP	0.19	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	11.82	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	99.13 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	64.18 m³·mol⁻¹	ChemAxon
Polarizability	27.83 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C12H20O7

IUPAC name

1,2,3-triethyl 2-hydroxypropane-1,2,3-tricarboxylate

InChI Identifier

InChI=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 Key

DOOTYTYQINUNNV-UHFFFAOYSA-N

Isomeric SMILES

CCOC(=O)CC(O)(CC(=O)OCC)C(=O)OCC

Average Molecular Weight

276.283

Monoisotopic Molecular Weight

276.120902994

Classification

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic 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 Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Source:

Food

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

Industrial application:

Laboratory chemical

Food and nutrition:

Flavoring agent

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 52.17%; H 7.30%; O 40.54%	DFC
Melting Point	< 25 oC
Boiling Point	Bp1 127°	DFC
Experimental Water Solubility	65 mg/mL	HAWLEY'S COND. CHEM. DICT. (1993)
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d25 1.14	DFC
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0a6r-7910000000-e1114c0c65a16dd49eeb	2014-09-20	View Spectrum
GC-MS	Triethyl citrate, non-derivatized, GC-MS Spectrum	splash10-0a4i-1920000000-f7c884b67f54e12797d9	Spectrum
GC-MS	Triethyl citrate, non-derivatized, GC-MS Spectrum	splash10-0a4i-0910000000-9ead4713599bcc551b12	Spectrum
GC-MS	Triethyl citrate, non-derivatized, GC-MS Spectrum	splash10-004i-0190000000-7b8558c43641df82df60	Spectrum
GC-MS	Triethyl citrate, non-derivatized, GC-MS Spectrum	splash10-0a4i-1920000000-f7c884b67f54e12797d9	Spectrum
GC-MS	Triethyl citrate, non-derivatized, GC-MS Spectrum	splash10-0a4i-0910000000-9ead4713599bcc551b12	Spectrum
GC-MS	Triethyl citrate, non-derivatized, GC-MS Spectrum	splash10-004i-0190000000-7b8558c43641df82df60	Spectrum
Predicted GC-MS	Triethyl citrate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0ufr-5890000000-e53cab1b65097a22eedf	Spectrum
Predicted GC-MS	Triethyl citrate, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-004i-5092000000-6e3fc95af9f04950f62f	Spectrum
Predicted GC-MS	Triethyl citrate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-05o9-0900000000-abe5dcdf0bae8dc9ed54	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-03dr-1900000000-9aa32164a05037b21622	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0zfr-0790000000-eaf06e927ea1ee1440b8	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0zfr-0890000000-babd242488f267e29817	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0a4i-0900000000-550d7ef825027f130a1e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0a4i-0900000000-bcaf65f04f030fc362db	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0a4i-0900000000-09a16a64d8b6a8409c0d	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-052r-0900000000-f5da78fc91309994cf25	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0900000000-fed064182d82b13afe81	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0pb9-0960000000-ecc9db61ae907f31c6d8	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-000i-0900000000-595e183f161fb191ea18	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004r-0790000000-8052cd9aa829d3b3770a	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-9610000000-9ac2305d61fe7cc529e8	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-069a-3910000000-5dd15a26bff8e43df3ef	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004r-1960000000-62c3e6b4cc939bf1a284	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002u-6950000000-29afe05fe47ce4f75024	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a6s-8910000000-6dde72620e6bfe59a9e2	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0090000000-f2deb2e421d123b4795f	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a59-2390000000-8b8d674209f59fa49d88	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0005-9400000000-aa1936e1a6ab993057a4	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002r-5590000000-470583cc7469f45edd1a	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002r-0930000000-90a982ba5053949631d1	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a59-5900000000-a44b708dde613f909556	2021-09-24	View Spectrum

NMR

Type	Description	View
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum

External Links

ChemSpider ID

13850879

ChEMBL ID

CHEMBL464988

KEGG Compound ID

Not Available

Pubchem Compound ID

6506

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB34263

CRC / DFC (Dictionary of Food Compounds) ID

HJD14-D:HJD17-G

EAFUS ID

3732

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1012771

SuperScent ID

Not Available

Wikipedia ID

Triethyl_citrate

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
odorless	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
wine	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
mild	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound Triethyl citrate (FDB012587)

Structure for FDB012587 (Triethyl citrate)