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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:11:34 UTC

Update Date

2023-02-21 17:27:04 UTC

HMDB ID

HMDB0039663

Secondary Accession Numbers

HMDB39663

Metabolite Identification

Common Name

2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one

Description

2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one belongs to the class of organic compounds known as azepines. These are organic compounds containing an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom. Based on a literature review very few articles have been published on 2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2,3,4,5,6,7-hexahydro-Cyclopent[b]azepin-8(1H)-one	HMDB

Chemical Formula

C₉H₁₃NO

Average Molecular Weight

151.2056

Monoisotopic Molecular Weight

151.099714043

IUPAC Name

1H,2H,3H,4H,5H,6H,7H,8H-cyclopenta[b]azepin-8-one

Traditional Name

1H,2H,3H,4H,5H,6H,7H-cyclopenta[b]azepin-8-one

CAS Registry Number

81978-77-0

SMILES

O=C1CCC2=C1NCCCC2

InChI Identifier

InChI=1S/C9H13NO/c11-8-5-4-7-3-1-2-6-10-9(7)8/h10H,1-6H2

InChI Key

XZTJVKYWRODILK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azepines. These are organic compounds containing an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azepines

Sub Class

Not Available

Direct Parent

Azepines

Alternative Parents

Substituents

Azepine
Ketone
Secondary aliphatic amine
Enamine
Secondary amine
Azacycle
Amine
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0039663)
Cytoplasm (HMDB: HMDB0039663)

Source

Exogenous

Food

Food (HMDB: HMDB0039663)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039663)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0039663)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	82 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	16890 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	4.5 g/L	ALOGPS
logP	0.87	ALOGPS
logP	0.98	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Basic)	4.31	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.1 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	44.89 m³·mol⁻¹	ChemAxon
Polarizability	16.98 Å³	ChemAxon
Number of Rings	2	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]+	132.86	31661259
DarkChem	[M-H]-	130.247	31661259
DeepCCS	[M+H]+	140.248	30932474
DeepCCS	[M-H]-	137.771	30932474
DeepCCS	[M-2H]-	173.678	30932474
DeepCCS	[M+Na]+	148.894	30932474
AllCCS	[M+H]+	132.9	32859911
AllCCS	[M+H-H2O]+	128.3	32859911
AllCCS	[M+NH4]+	137.2	32859911
AllCCS	[M+Na]+	138.5	32859911
AllCCS	[M-H]-	134.4	32859911
AllCCS	[M+Na-2H]-	135.3	32859911
AllCCS	[M+HCOO]-	136.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one	O=C1CCC2=C1NCCCC2	2421.4	Standard polar	33892256
2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one	O=C1CCC2=C1NCCCC2	1503.2	Standard non polar	33892256
2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one	O=C1CCC2=C1NCCCC2	1439.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one,1TMS,isomer #1	C[Si](C)(C)OC1=CCC2=C1NCCCC2	1670.7	Semi standard non polar	33892256
2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one,1TMS,isomer #1	C[Si](C)(C)OC1=CCC2=C1NCCCC2	1616.6	Standard non polar	33892256
2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one,1TMS,isomer #2	C[Si](C)(C)N1CCCCC2=C1C(=O)CC2	1656.6	Semi standard non polar	33892256
2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one,1TMS,isomer #2	C[Si](C)(C)N1CCCCC2=C1C(=O)CC2	1587.2	Standard non polar	33892256
2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one,2TMS,isomer #1	C[Si](C)(C)OC1=CCC2=C1N([Si](C)(C)C)CCCC2	1769.6	Semi standard non polar	33892256
2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one,2TMS,isomer #1	C[Si](C)(C)OC1=CCC2=C1N([Si](C)(C)C)CCCC2	1705.2	Standard non polar	33892256
2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CCC2=C1NCCCC2	1857.2	Semi standard non polar	33892256
2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CCC2=C1NCCCC2	1761.1	Standard non polar	33892256
2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1CCCCC2=C1C(=O)CC2	1880.1	Semi standard non polar	33892256
2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1CCCCC2=C1C(=O)CC2	1829.9	Standard non polar	33892256
2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CCC2=C1N([Si](C)(C)C(C)(C)C)CCCC2	2183.0	Semi standard non polar	33892256
2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CCC2=C1N([Si](C)(C)C(C)(C)C)CCCC2	2030.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-4900000000-af52c2004cbd0c89965b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-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 - 2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one 10V, Positive-QTOF	splash10-0udi-0900000000-cf9ec6ac78bfa6f76c68	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one 20V, Positive-QTOF	splash10-0udi-1900000000-8d75cac323b7f6c63a7e	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one 40V, Positive-QTOF	splash10-052f-9200000000-ca3f441dd2d7bdddaec3	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one 10V, Negative-QTOF	splash10-0udi-0900000000-773df0fe5853174091d2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one 20V, Negative-QTOF	splash10-0udi-1900000000-e2452f1f84a3a06f3920	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one 40V, Negative-QTOF	splash10-0f6x-9200000000-ce340142dc2f8f017521	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one 10V, Positive-QTOF	splash10-0udi-0900000000-491b977f414a1537b7b2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one 20V, Positive-QTOF	splash10-0udi-1900000000-7ec6a738e6019d03a83a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one 40V, Positive-QTOF	splash10-0a4l-7900000000-31a87aa574a1e35f7309	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one 10V, Negative-QTOF	splash10-0udi-0900000000-1c71ef4ed8c1b09fb863	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one 20V, Negative-QTOF	splash10-0udi-0900000000-4271823a57ade801ed3c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one 40V, Negative-QTOF	splash10-0006-7900000000-6f067e2f5668b636c96c	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)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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+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

FDB019292

KNApSAcK ID

Not Available

Chemspider ID

4934351

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6428974

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1879211

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 2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one (HMDB0039663)

MOL for HMDB0039663 (2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one)

3D MOL for HMDB0039663 (2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one)

3D SDF for HMDB0039663 (2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one)

3D-SDF for HMDB0039663 (2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one)

PDB for HMDB0039663 (2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one)

3D PDB for HMDB0039663 (2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one)

SMILES for HMDB0039663 (2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one)

INCHI for HMDB0039663 (2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one)

Structure for HMDB0039663 (2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one)

3D Structure for HMDB0039663 (2,3,4,5,6,7-Hexahydrocyclopent[b]azepin-8(1H)-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra