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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:30:35 UTC

Update Date

2023-02-21 17:25:45 UTC

HMDB ID

HMDB0037266

Secondary Accession Numbers

HMDB37266

Metabolite Identification

Common Name

2,2,4-Trimethyl-1,3-dioxolane

Description

2,2,4-Trimethyl-1,3-dioxolane belongs to the class of organic compounds known as ketals. These are acetals derived from ketones by replacement of the oxo group by two hydrocarbyloxy groups R2C(OR)2 ( R not Hydrogen ). This term, once abandoned, has been reinstated as a subclass of acetals. 2,2,4-Trimethyl-1,3-dioxolane is an earthy, green, and potato tasting compound. Based on a literature review very few articles have been published on 2,2,4-Trimethyl-1,3-dioxolane.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,2-Isopropylidenepropanediol	HMDB
1,2-Propanediol acetonide	HMDB
Acetone propylene glycol acetal	HMDB
FEMA 3441	HMDB
Propylene glycol acetonide	HMDB

Chemical Formula

C₆H₁₂O₂

Average Molecular Weight

116.1583

Monoisotopic Molecular Weight

116.083729628

IUPAC Name

2,2,4-trimethyl-1,3-dioxolane

Traditional Name

2,2,4-trimethyl-1,3-dioxolane

CAS Registry Number

1193-11-9

SMILES

CC1COC(C)(C)O1

InChI Identifier

InChI=1S/C6H12O2/c1-5-4-7-6(2,3)8-5/h5H,4H2,1-3H3

InChI Key

ALTFLAPROMVXNX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketals. These are acetals derived from ketones by replacement of the oxo group by two hydrocarbyloxy groups R2C(OR)2 ( R not Hydrogen ). This term, once abandoned, has been reinstated as a subclass of acetals.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Ketals

Alternative Parents

Substituents

Ketal
Meta-dioxolane
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0037266)
Cytoplasm (HMDB: HMDB0037266)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037266)

Source

Exogenous

Food

Food (HMDB: HMDB0037266)

Endogenous

Plant

Plant (HMDB: HMDB0037266)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037266)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0037266)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	98.00 to 99.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	111000 mg/L @ 18C (exp)	The Good Scents Company Information System
LogP	0.999 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	43.7 g/L	ALOGPS
logP	0.95	ALOGPS
logP	0.91	ChemAxon
logS	-0.42	ALOGPS
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	18.46 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	31.18 m³·mol⁻¹	ChemAxon
Polarizability	12.94 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]+	124.736	31661259
DarkChem	[M-H]-	119.997	31661259
DeepCCS	[M+H]+	132.972	30932474
DeepCCS	[M-H]-	130.944	30932474
DeepCCS	[M-2H]-	166.826	30932474
DeepCCS	[M+Na]+	141.501	30932474
AllCCS	[M+H]+	125.9	32859911
AllCCS	[M+H-H2O]+	121.2	32859911
AllCCS	[M+NH4]+	130.2	32859911
AllCCS	[M+Na]+	131.5	32859911
AllCCS	[M-H]-	125.5	32859911
AllCCS	[M+Na-2H]-	128.3	32859911
AllCCS	[M+HCOO]-	131.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,2,4-Trimethyl-1,3-dioxolane	CC1COC(C)(C)O1	977.6	Standard polar	33892256
2,2,4-Trimethyl-1,3-dioxolane	CC1COC(C)(C)O1	721.0	Standard non polar	33892256
2,2,4-Trimethyl-1,3-dioxolane	CC1COC(C)(C)O1	702.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,2,4-Trimethyl-1,3-dioxolane GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pbc-9100000000-51ca171d9c8253f42a42	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,2,4-Trimethyl-1,3-dioxolane GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,2,4-Trimethyl-1,3-dioxolane 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 - 2,2,4-Trimethyl-1,3-dioxolane 10V, Positive-QTOF	splash10-014i-0900000000-dd17aa9a9754cb4f039a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-dioxolane 20V, Positive-QTOF	splash10-014i-3900000000-8ed8975de8361264379c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-dioxolane 40V, Positive-QTOF	splash10-0pdl-9200000000-8aee69554c73683ede01	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-dioxolane 10V, Negative-QTOF	splash10-014i-0900000000-b6e8ea56dd44c7299bba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-dioxolane 20V, Negative-QTOF	splash10-014i-3900000000-2e6704454f6ec90042dd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-dioxolane 40V, Negative-QTOF	splash10-0a4i-9000000000-646ac75d1720652b42dc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-dioxolane 10V, Positive-QTOF	splash10-0a4l-9000000000-aed3c26d88121f4d12cf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-dioxolane 20V, Positive-QTOF	splash10-0a4l-9000000000-2def4856805dba51cf72	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-dioxolane 40V, Positive-QTOF	splash10-052f-9000000000-cfd60b96dba233864dc1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-dioxolane 10V, Negative-QTOF	splash10-0a4i-9200000000-6132cb562ad599b803f0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-dioxolane 20V, Negative-QTOF	splash10-0a4i-9200000000-5a9fdef65b3c5353a217	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-dioxolane 40V, Negative-QTOF	splash10-0a4i-9000000000-15e435e23d8e70f7d0bc	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	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

FDB016283

KNApSAcK ID

Not Available

Chemspider ID

56172

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

62384

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1036171

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 2,2,4-Trimethyl-1,3-dioxolane (HMDB0037266)

MOL for HMDB0037266 (2,2,4-Trimethyl-1,3-dioxolane)

3D MOL for HMDB0037266 (2,2,4-Trimethyl-1,3-dioxolane)

3D SDF for HMDB0037266 (2,2,4-Trimethyl-1,3-dioxolane)

3D-SDF for HMDB0037266 (2,2,4-Trimethyl-1,3-dioxolane)

PDB for HMDB0037266 (2,2,4-Trimethyl-1,3-dioxolane)

3D PDB for HMDB0037266 (2,2,4-Trimethyl-1,3-dioxolane)

SMILES for HMDB0037266 (2,2,4-Trimethyl-1,3-dioxolane)

INCHI for HMDB0037266 (2,2,4-Trimethyl-1,3-dioxolane)

Structure for HMDB0037266 (2,2,4-Trimethyl-1,3-dioxolane)

3D Structure for HMDB0037266 (2,2,4-Trimethyl-1,3-dioxolane)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra