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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:41:28 UTC

Update Date

2023-02-21 17:19:57 UTC

HMDB ID

HMDB0031176

Secondary Accession Numbers

HMDB31176

Metabolite Identification

Common Name

Tetrahydrofurfuryl acetate

Description

Tetrahydrofurfuryl acetate belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen. Tetrahydrofurfuryl acetate is a sweet, brown, and caramel tasting compound. Based on a literature review very few articles have been published on Tetrahydrofurfuryl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Tetrahydrofurfuryl acetic acid	Generator
2-(Acetoxymethyl)tetrahydrofuran	HMDB
2-Acetoxymethyloxolane	HMDB
2-Furanmethanol, tetrahydro-, 2-acetate	HMDB
2-Furanmethanol, tetrahydro-, acetate	HMDB
FEMA 3055	HMDB
Furfuryl alcohol, tetrahydro-, acetate	HMDB
Furfuryl alcohol, tetrahydro-, acetate (8ci)	HMDB
tetrahydro-2-Furanmethanol acetate	HMDB
tetrahydro-2-Furanmethyl acetate	HMDB
tetrahydro-2-Furanylmethyl acetate	HMDB
tetrahydro-2-Furylmethyl acetate	HMDB
(Oxolan-2-yl)methyl acetic acid	Generator

Chemical Formula

C₇H₁₂O₃

Average Molecular Weight

144.1684

Monoisotopic Molecular Weight

144.07864425

IUPAC Name

oxolan-2-ylmethyl acetate

Traditional Name

oxolan-2-ylmethyl acetate

CAS Registry Number

637-64-9

SMILES

CC(=O)OCC1CCCO1

InChI Identifier

InChI=1S/C7H12O3/c1-6(8)10-5-7-3-2-4-9-7/h7H,2-5H2,1H3

InChI Key

AAQDYYFAFXGBFZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrahydrofurans

Sub Class

Not Available

Direct Parent

Tetrahydrofurans

Alternative Parents

Substituents

Tetrahydrofuran
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Sweet

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0031176)
Cytoplasm (HMDB: HMDB0031176)

Source

Endogenous

Endogenous (HMDB: HMDB0031176)

Exogenous

Food

Food (HMDB: HMDB0031176)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0031176)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	194.00 to 195.00 °C. @ 753.00 mm Hg	The Good Scents Company Information System
Water Solubility	13840 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.349 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	25.8 g/L	ALOGPS
logP	0.57	ALOGPS
logP	0.34	ChemAxon
logS	-0.75	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	35.67 m³·mol⁻¹	ChemAxon
Polarizability	15.35 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	132.086	31661259
DarkChem	[M-H]-	128.256	31661259
DeepCCS	[M+H]+	131.212	30932474
DeepCCS	[M-H]-	128.763	30932474
DeepCCS	[M-2H]-	164.981	30932474
DeepCCS	[M+Na]+	140.077	30932474
AllCCS	[M+H]+	131.1	32859911
AllCCS	[M+H-H2O]+	126.6	32859911
AllCCS	[M+NH4]+	135.2	32859911
AllCCS	[M+Na]+	136.4	32859911
AllCCS	[M-H]-	131.2	32859911
AllCCS	[M+Na-2H]-	133.0	32859911
AllCCS	[M+HCOO]-	135.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tetrahydrofurfuryl acetate	CC(=O)OCC1CCCO1	1678.5	Standard polar	33892256
Tetrahydrofurfuryl acetate	CC(=O)OCC1CCCO1	1033.7	Standard non polar	33892256
Tetrahydrofurfuryl acetate	CC(=O)OCC1CCCO1	1087.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Tetrahydrofurfuryl acetate EI-B (Non-derivatized)	splash10-00di-9000000000-b13249bb1064320d2085	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Tetrahydrofurfuryl acetate EI-B (Non-derivatized)	splash10-00di-9000000000-b13249bb1064320d2085	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofurfuryl acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0096-9100000000-252b5e57d3a4eb0359b2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofurfuryl acetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrofurfuryl acetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofurfuryl acetate 10V, Positive-QTOF	splash10-000b-7900000000-a55b6ebbdaf9efc2d3d1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofurfuryl acetate 20V, Positive-QTOF	splash10-000i-9300000000-5bfeadb8b2d5273e6a72	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofurfuryl acetate 40V, Positive-QTOF	splash10-052f-9000000000-3a144440392a93baae32	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofurfuryl acetate 10V, Negative-QTOF	splash10-052f-9600000000-eecbb1aef570a41686e5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofurfuryl acetate 20V, Negative-QTOF	splash10-0a4i-9100000000-eeb22f2b9c070e2bcea5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofurfuryl acetate 40V, Negative-QTOF	splash10-0a4i-9000000000-6347c1748d9a9caa21f7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofurfuryl acetate 10V, Positive-QTOF	splash10-000i-9100000000-3cf83a284066e1c38e08	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofurfuryl acetate 20V, Positive-QTOF	splash10-000f-9000000000-3e8cb1ada7e4cf966e93	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofurfuryl acetate 40V, Positive-QTOF	splash10-0006-9000000000-1d5a64eeb456eb0beecc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofurfuryl acetate 10V, Negative-QTOF	splash10-0a4i-9100000000-c0f864029d15ea53653e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofurfuryl acetate 20V, Negative-QTOF	splash10-0a4i-9000000000-5fa59364cf2a45f59100	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrofurfuryl acetate 40V, Negative-QTOF	splash10-0a4l-9000000000-54de71398c49b0cfc8a1	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB003195

KNApSAcK ID

Not Available

Chemspider ID

21105997

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tetrahydrofurfuryl acetate

METLIN ID

Not Available

PubChem Compound

12506

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1034881

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Tetrahydrofurfuryl acetate (HMDB0031176)

MOL for HMDB0031176 (Tetrahydrofurfuryl acetate)

3D MOL for HMDB0031176 (Tetrahydrofurfuryl acetate)

3D SDF for HMDB0031176 (Tetrahydrofurfuryl acetate)

3D-SDF for HMDB0031176 (Tetrahydrofurfuryl acetate)

PDB for HMDB0031176 (Tetrahydrofurfuryl acetate)

3D PDB for HMDB0031176 (Tetrahydrofurfuryl acetate)

SMILES for HMDB0031176 (Tetrahydrofurfuryl acetate)

INCHI for HMDB0031176 (Tetrahydrofurfuryl acetate)

Structure for HMDB0031176 (Tetrahydrofurfuryl acetate)

3D Structure for HMDB0031176 (Tetrahydrofurfuryl acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra