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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:32:13 UTC

Update Date

2023-02-21 17:19:05 UTC

HMDB ID

HMDB0029714

Secondary Accession Numbers

HMDB29714

Metabolite Identification

Common Name

4,5-Dihydro-1-benzoxepin-3(2H)-one

Description

4,5-Dihydro-1-benzoxepin-3(2H)-one belongs to the class of organic compounds known as benzoxepines. These are organic compounds containing a benzene ring fused to an oxepine ring (an unsaturated seven-membered heterocycle with one oxygen atom replacing a carbon atom). Based on a literature review very few articles have been published on 4,5-Dihydro-1-benzoxepin-3(2H)-one.

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      -1.563   2.293   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.563   3.833   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.230   1.523   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.230   4.603   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.308   1.333   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.809   1.675   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.809   4.450   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.104   2.293   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.478   3.063   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.104   3.833   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.018   3.063   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.308   4.793   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    8                                                       
CONECT    4    2   10                                                       
CONECT    5    6    8                                                       
CONECT    6    5    9                                                       
CONECT    7    9   12                                                       
CONECT    8    3    5   10                                                  
CONECT    9    6    7   11                                                  
CONECT   10    4    8   12                                                  
CONECT   11    9                                                            
CONECT   12    7   10                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₀H₁₀O₂

Average Molecular Weight

162.1852

Monoisotopic Molecular Weight

162.068079564

IUPAC Name

2,3,4,5-tetrahydro-1-benzoxepin-3-one

Traditional Name

4,5-dihydro-2H-1-benzoxepin-3-one

CAS Registry Number

35783-10-9

SMILES

O=C1CCC2=CC=CC=C2OC1

InChI Identifier

InChI=1S/C10H10O2/c11-9-6-5-8-3-1-2-4-10(8)12-7-9/h1-4H,5-7H2

InChI Key

KKXKJOBVUSXAFR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoxepines. These are organic compounds containing a benzene ring fused to an oxepine ring (an unsaturated seven-membered heterocycle with one oxygen atom replacing a carbon atom).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxepines

Sub Class

Not Available

Direct Parent

Benzoxepines

Alternative Parents

Substituents

Benzoxepine
Alkyl aryl ether
Benzenoid
Cyclic ketone
Ketone
Oxacycle
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029714)
Cytoplasm (HMDB: HMDB0029714)

Source

Endogenous

Endogenous (HMDB: HMDB0029714)

Exogenous

Food

Food (HMDB: HMDB0029714)

Exogenous (HMDB: HMDB0029714)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0029714)

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	3.17 g/L	ALOGPS
logP	1.51	ALOGPS
logP	1.93	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	18.56	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	45.42 m³·mol⁻¹	ChemAxon
Polarizability	16.9 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	135.886	31661259
DarkChem	[M-H]-	131.931	31661259
DeepCCS	[M+H]+	134.677	30932474
DeepCCS	[M-H]-	132.215	30932474
DeepCCS	[M-2H]-	168.287	30932474
DeepCCS	[M+Na]+	143.322	30932474
AllCCS	[M+H]+	133.8	32859911
AllCCS	[M+H-H2O]+	129.1	32859911
AllCCS	[M+NH4]+	138.2	32859911
AllCCS	[M+Na]+	139.5	32859911
AllCCS	[M-H]-	135.1	32859911
AllCCS	[M+Na-2H]-	135.7	32859911
AllCCS	[M+HCOO]-	136.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4,5-Dihydro-1-benzoxepin-3(2H)-one	O=C1CCC2=CC=CC=C2OC1	2302.1	Standard polar	33892256
4,5-Dihydro-1-benzoxepin-3(2H)-one	O=C1CCC2=CC=CC=C2OC1	1396.0	Standard non polar	33892256
4,5-Dihydro-1-benzoxepin-3(2H)-one	O=C1CCC2=CC=CC=C2OC1	1459.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4,5-Dihydro-1-benzoxepin-3(2H)-one,1TMS,isomer #1	C[Si](C)(C)OC1=COC2=CC=CC=C2CC1	1581.3	Semi standard non polar	33892256
4,5-Dihydro-1-benzoxepin-3(2H)-one,1TMS,isomer #1	C[Si](C)(C)OC1=COC2=CC=CC=C2CC1	1427.5	Standard non polar	33892256
4,5-Dihydro-1-benzoxepin-3(2H)-one,1TMS,isomer #2	C[Si](C)(C)OC1=CCC2=CC=CC=C2OC1	1599.5	Semi standard non polar	33892256
4,5-Dihydro-1-benzoxepin-3(2H)-one,1TMS,isomer #2	C[Si](C)(C)OC1=CCC2=CC=CC=C2OC1	1429.3	Standard non polar	33892256
4,5-Dihydro-1-benzoxepin-3(2H)-one,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=COC2=CC=CC=C2CC1	1846.5	Semi standard non polar	33892256
4,5-Dihydro-1-benzoxepin-3(2H)-one,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=COC2=CC=CC=C2CC1	1644.8	Standard non polar	33892256
4,5-Dihydro-1-benzoxepin-3(2H)-one,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CCC2=CC=CC=C2OC1	1865.9	Semi standard non polar	33892256
4,5-Dihydro-1-benzoxepin-3(2H)-one,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CCC2=CC=CC=C2OC1	1645.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4,5-Dihydro-1-benzoxepin-3(2H)-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0230-0900000000-b0e3c771d59eeb78465e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,5-Dihydro-1-benzoxepin-3(2H)-one 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 - 4,5-Dihydro-1-benzoxepin-3(2H)-one 10V, Positive-QTOF	splash10-03dj-0900000000-465f8a28453977e4e88a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydro-1-benzoxepin-3(2H)-one 20V, Positive-QTOF	splash10-01ot-0900000000-c14b77c6fb6441191fa4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydro-1-benzoxepin-3(2H)-one 40V, Positive-QTOF	splash10-0zfr-6900000000-7a64df22b0974d011384	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydro-1-benzoxepin-3(2H)-one 10V, Negative-QTOF	splash10-03di-0900000000-f42c2fbb5e6bd3f263f7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydro-1-benzoxepin-3(2H)-one 20V, Negative-QTOF	splash10-03di-1900000000-205af5e65516d3b5fd4d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydro-1-benzoxepin-3(2H)-one 40V, Negative-QTOF	splash10-0006-9300000000-15932b680721624b24b6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydro-1-benzoxepin-3(2H)-one 10V, Positive-QTOF	splash10-03di-0900000000-4b6865a114b5e7ae06e7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydro-1-benzoxepin-3(2H)-one 20V, Positive-QTOF	splash10-03di-1900000000-64b4f4978bc60748b0a6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydro-1-benzoxepin-3(2H)-one 40V, Positive-QTOF	splash10-0f9f-9600000000-26b575483ed824e456dc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydro-1-benzoxepin-3(2H)-one 10V, Negative-QTOF	splash10-03di-0900000000-4d3d221c51bdf4e740a2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydro-1-benzoxepin-3(2H)-one 20V, Negative-QTOF	splash10-01ox-5900000000-e26836c7993cf523352c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydro-1-benzoxepin-3(2H)-one 40V, Negative-QTOF	splash10-00kf-7900000000-1729d526241873df5493	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)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	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

FDB000908

KNApSAcK ID

Not Available

Chemspider ID

9542094

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11367177

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

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

Showing metabocard for 4,5-Dihydro-1-benzoxepin-3(2H)-one (HMDB0029714)

MOL for HMDB0029714 (4,5-Dihydro-1-benzoxepin-3(2H)-one)

3D MOL for HMDB0029714 (4,5-Dihydro-1-benzoxepin-3(2H)-one)

3D SDF for HMDB0029714 (4,5-Dihydro-1-benzoxepin-3(2H)-one)

3D-SDF for HMDB0029714 (4,5-Dihydro-1-benzoxepin-3(2H)-one)

PDB for HMDB0029714 (4,5-Dihydro-1-benzoxepin-3(2H)-one)

3D PDB for HMDB0029714 (4,5-Dihydro-1-benzoxepin-3(2H)-one)

SMILES for HMDB0029714 (4,5-Dihydro-1-benzoxepin-3(2H)-one)

INCHI for HMDB0029714 (4,5-Dihydro-1-benzoxepin-3(2H)-one)

Structure for HMDB0029714 (4,5-Dihydro-1-benzoxepin-3(2H)-one)

3D Structure for HMDB0029714 (4,5-Dihydro-1-benzoxepin-3(2H)-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra