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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:48:44 UTC

Update Date

2023-02-21 17:21:48 UTC

HMDB ID

HMDB0032252

Secondary Accession Numbers

HMDB32252

Metabolite Identification

Common Name

Epoxyoxophorone

Description

Epoxyoxophorone belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. Based on a literature review very few articles have been published on Epoxyoxophorone.

Structure

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

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       7.741   0.267   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.751  -1.447   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.787  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.224   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.890   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.557   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.890  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.224   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.557   0.000   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.890   3.850   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       4.890  -2.310   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.223   0.770   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    8                                                            
CONECT    3    9                                                            
CONECT    4    5    8                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    9   12                                                  
CONECT    7    8    9   11                                                  
CONECT    8    1    2    4    7                                             
CONECT    9    3    6    7   12                                             
CONECT   10    5                                                            
CONECT   11    7                                                            
CONECT   12    6    9                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,3,3-Trimethyl-7-oxabicyclo-[4.1.0]-heptane-2,5-dione	HMDB
1,3,3-Trimethyl-7-oxabicyclo[4.1.0]heptane-2,5-dione	HMDB

Chemical Formula

C₉H₁₂O₃

Average Molecular Weight

168.1898

Monoisotopic Molecular Weight

168.07864425

IUPAC Name

1,3,3-trimethyl-7-oxabicyclo[4.1.0]heptane-2,5-dione

Traditional Name

1,3,3-trimethyl-7-oxabicyclo[4.1.0]heptane-2,5-dione

CAS Registry Number

38284-11-6

SMILES

CC12OC1C(=O)CC(C)(C)C2=O

InChI Identifier

InChI=1S/C9H12O3/c1-8(2)4-5(10)6-9(3,12-6)7(8)11/h6H,4H2,1-3H3

InChI Key

VOFRQXZPJRQJIW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents

Substituents

Oxepane
Ketone
Oxacycle
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Taste

Sweet

Odor

Camphor

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032252)
Cytoplasm (HMDB: HMDB0032252)

Source

Endogenous

Endogenous (HMDB: HMDB0032252)

Exogenous

Food

Food (HMDB: HMDB0032252)

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	49.6 g/L	ALOGPS
logP	1.13	ALOGPS
logP	1.57	ChemAxon
logS	-0.53	ALOGPS
pKa (Strongest Acidic)	16.41	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	46.67 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	41.84 m³·mol⁻¹	ChemAxon
Polarizability	16.93 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	138.312	31661259
DarkChem	[M-H]-	133.325	31661259
DeepCCS	[M-2H]-	172.463	30932474
DeepCCS	[M+Na]+	148.001	30932474
AllCCS	[M+H]+	135.0	32859911
AllCCS	[M+H-H2O]+	130.7	32859911
AllCCS	[M+NH4]+	138.9	32859911
AllCCS	[M+Na]+	140.0	32859911
AllCCS	[M-H]-	137.0	32859911
AllCCS	[M+Na-2H]-	137.9	32859911
AllCCS	[M+HCOO]-	138.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Epoxyoxophorone	CC12OC1C(=O)CC(C)(C)C2=O	1949.4	Standard polar	33892256
Epoxyoxophorone	CC12OC1C(=O)CC(C)(C)C2=O	1276.9	Standard non polar	33892256
Epoxyoxophorone	CC12OC1C(=O)CC(C)(C)C2=O	1234.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Epoxyoxophorone,1TMS,isomer #1	CC1(C)CC(O[Si](C)(C)C)=C2OC2(C)C1=O	1367.7	Semi standard non polar	33892256
Epoxyoxophorone,1TMS,isomer #1	CC1(C)CC(O[Si](C)(C)C)=C2OC2(C)C1=O	1342.3	Standard non polar	33892256
Epoxyoxophorone,1TMS,isomer #2	CC1(C)C=C(O[Si](C)(C)C)C2OC2(C)C1=O	1353.4	Semi standard non polar	33892256
Epoxyoxophorone,1TMS,isomer #2	CC1(C)C=C(O[Si](C)(C)C)C2OC2(C)C1=O	1314.2	Standard non polar	33892256
Epoxyoxophorone,1TBDMS,isomer #1	CC1(C)CC(O[Si](C)(C)C(C)(C)C)=C2OC2(C)C1=O	1620.6	Semi standard non polar	33892256
Epoxyoxophorone,1TBDMS,isomer #1	CC1(C)CC(O[Si](C)(C)C(C)(C)C)=C2OC2(C)C1=O	1595.3	Standard non polar	33892256
Epoxyoxophorone,1TBDMS,isomer #2	CC1(C)C=C(O[Si](C)(C)C(C)(C)C)C2OC2(C)C1=O	1588.5	Semi standard non polar	33892256
Epoxyoxophorone,1TBDMS,isomer #2	CC1(C)C=C(O[Si](C)(C)C(C)(C)C)C2OC2(C)C1=O	1539.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Epoxyoxophorone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a59-9100000000-0e64f12a790e20ff00ab	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Epoxyoxophorone 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 - Epoxyoxophorone 10V, Positive-QTOF	splash10-014i-0900000000-f8021281ee096d4e6ded	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyoxophorone 20V, Positive-QTOF	splash10-014i-2900000000-e127c8de6f3c833ffa65	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyoxophorone 40V, Positive-QTOF	splash10-0536-9000000000-cc4a2fa9c5fcbe668b47	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyoxophorone 10V, Negative-QTOF	splash10-014i-0900000000-1273979bf2422ab9a5f1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyoxophorone 20V, Negative-QTOF	splash10-014i-2900000000-7734a09b8bd82e322612	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyoxophorone 40V, Negative-QTOF	splash10-0a59-9200000000-09bdcf17f5b2314db404	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyoxophorone 10V, Positive-QTOF	splash10-014i-2900000000-7c4c18ba13e525e26619	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyoxophorone 20V, Positive-QTOF	splash10-0udi-8900000000-c1d364e7354a011eca69	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyoxophorone 40V, Positive-QTOF	splash10-1003-9500000000-56d0914197cb5480b849	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyoxophorone 10V, Negative-QTOF	splash10-014i-0900000000-22a63a55dc69752bb3af	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyoxophorone 20V, Negative-QTOF	splash10-014i-5900000000-35d87ceeda7f5a435130	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxyoxophorone 40V, Negative-QTOF	splash10-014i-9500000000-9e10fb5bac6e2e8d9b78	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

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

IR Spectra

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

FDB009360

KNApSAcK ID

Not Available

Chemspider ID

3078355

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3853254

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 Epoxyoxophorone (HMDB0032252)

MOL for HMDB0032252 (Epoxyoxophorone)

3D MOL for HMDB0032252 (Epoxyoxophorone)

3D SDF for HMDB0032252 (Epoxyoxophorone)

3D-SDF for HMDB0032252 (Epoxyoxophorone)

PDB for HMDB0032252 (Epoxyoxophorone)

3D PDB for HMDB0032252 (Epoxyoxophorone)

SMILES for HMDB0032252 (Epoxyoxophorone)

INCHI for HMDB0032252 (Epoxyoxophorone)

Structure for HMDB0032252 (Epoxyoxophorone)

3D Structure for HMDB0032252 (Epoxyoxophorone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra