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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:48:28 UTC

Update Date

2022-03-07 02:53:16 UTC

HMDB ID

HMDB0032203

Secondary Accession Numbers

HMDB32203

Metabolite Identification

Common Name

cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane

Description

cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane, also known as iso-valeraldehyde propyleneglycol acetal 1 or 1,3-dioxolane, 4-methyl-2-(2-methylpropyl), cis, belongs to the class of organic compounds known as 1,3-dioxolanes. These are organic compounds containing 1,3-dioxolane, an aliphatic five-member ring with two oxygen atoms in ring positions 1 and 3. Based on a literature review very few articles have been published on cis- and trans-2-Isobutyl-4-methyl-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
1,3-Dioxolane, 4-methyl-2-(2-methylpropyl), cis	HMDB
1,3-Dioxolane, 4-methyl-2-(2-methylpropyl), trans	HMDB
2-Isobutyl-4-methyl-1,3-dioxolane	HMDB
4-Methyl-2-(2-methylpropyl)-1,3-dioxolane	HMDB
Iso-valeraldehyde propyleneglycol acetal 1	HMDB
Iso-valeraldehyde propyleneglycol acetal 2	HMDB
Isovaleraldehyde propylene glycol acetal	HMDB

Chemical Formula

C₈H₁₆O₂

Average Molecular Weight

144.2114

Monoisotopic Molecular Weight

144.115029756

IUPAC Name

4-methyl-2-(2-methylpropyl)-1,3-dioxolane

Traditional Name

4-methyl-2-(2-methylpropyl)-1,3-dioxolane

CAS Registry Number

18433-93-7

SMILES

CC(C)CC1OCC(C)O1

InChI Identifier

InChI=1S/C8H16O2/c1-6(2)4-8-9-5-7(3)10-8/h6-8H,4-5H2,1-3H3

InChI Key

PDVLTWPJDBXATJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,3-dioxolanes. These are organic compounds containing 1,3-dioxolane, an aliphatic five-member ring with two oxygen atoms in ring positions 1 and 3.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dioxolanes

Sub Class

1,3-dioxolanes

Direct Parent

1,3-dioxolanes

Alternative Parents

Substituents

Meta-dioxolane
Oxacycle
Acetal
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0032203)
Cytoplasm (HMDB: HMDB0032203)

Source

Endogenous

Endogenous (HMDB: HMDB0032203)

Exogenous

Food

Food (HMDB: HMDB0032203)

Exogenous (HMDB: HMDB0032203)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	6.8 g/L	ALOGPS
logP	1.84	ALOGPS
logP	2.03	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Basic)	-4	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	2	ChemAxon
Refractivity	39.78 m³·mol⁻¹	ChemAxon
Polarizability	17.06 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]+	131.987	31661259
DarkChem	[M-H]-	128.852	31661259
DeepCCS	[M+H]+	139.026	30932474
DeepCCS	[M-H]-	136.768	30932474
DeepCCS	[M-2H]-	172.854	30932474
DeepCCS	[M+Na]+	147.937	30932474
AllCCS	[M+H]+	132.2	32859911
AllCCS	[M+H-H2O]+	127.8	32859911
AllCCS	[M+NH4]+	136.3	32859911
AllCCS	[M+Na]+	137.4	32859911
AllCCS	[M-H]-	134.7	32859911
AllCCS	[M+Na-2H]-	136.8	32859911
AllCCS	[M+HCOO]-	139.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	4.05 minutes	32390414
Predicted by Siyang on May 30, 2022	16.8469 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.7 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	31.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2241.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	616.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	221.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	391.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	203.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	670.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	742.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	165.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1335.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	478.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1496.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	427.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	405.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	502.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	579.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	25.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane	CC(C)CC1OCC(C)O1	1107.9	Standard polar	33892256
cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane	CC(C)CC1OCC(C)O1	933.9	Standard non polar	33892256
cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane	CC(C)CC1OCC(C)O1	919.4	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 - cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane GC-MS (Non-derivatized) - 70eV, Positive	splash10-054o-9200000000-37bf22c0ebe0b48e1223	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis- and trans-2-Isobutyl-4-methyl-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 - cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane 10V, Positive-QTOF	splash10-0002-3900000000-34174e01419008f6c74c	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane 20V, Positive-QTOF	splash10-0007-9300000000-91c6f524aead86253c06	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane 40V, Positive-QTOF	splash10-0a4i-9000000000-24c70c6fad0004124ffe	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane 10V, Negative-QTOF	splash10-0006-1900000000-dd9bbab03e4b59f1e298	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane 20V, Negative-QTOF	splash10-0006-9800000000-008cef5b41da503cea70	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane 40V, Negative-QTOF	splash10-0670-9100000000-721c594bf716ae30ace4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane 10V, Positive-QTOF	splash10-000i-9500000000-8ee02d09e241bb92c81a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane 20V, Positive-QTOF	splash10-052f-9100000000-1c79f96dc6f3f529c696	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane 40V, Positive-QTOF	splash10-05mo-9000000000-ac3901a55302e81d49cc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane 10V, Negative-QTOF	splash10-052o-9500000000-d89b39173d7461d05c90	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane 20V, Negative-QTOF	splash10-052f-9700000000-6ee247fd08f59833c40a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane 40V, Negative-QTOF	splash10-0a4l-9000000000-4bd6a41ec6d0a55b8887	2021-09-22	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

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

FDB009184

KNApSAcK ID

Not Available

Chemspider ID

78233

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

86733

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). EAFUS: Everything Added to Food in the United States.. .

Showing metabocard for cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane (HMDB0032203)

MOL for HMDB0032203 (cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane)

3D MOL for HMDB0032203 (cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane)

3D SDF for HMDB0032203 (cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane)

3D-SDF for HMDB0032203 (cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane)

PDB for HMDB0032203 (cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane)

3D PDB for HMDB0032203 (cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane)

SMILES for HMDB0032203 (cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane)

INCHI for HMDB0032203 (cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane)

Structure for HMDB0032203 (cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane)

3D Structure for HMDB0032203 (cis- and trans-2-Isobutyl-4-methyl-1,3-dioxolane)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra