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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:31:08 UTC

Update Date

2022-03-07 02:55:15 UTC

HMDB ID

HMDB0037276

Secondary Accession Numbers

HMDB37276

Metabolite Identification

Common Name

Octahydro-2H-1-benzopyran-2-one

Description

Octahydro-2H-1-benzopyran-2-one belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. Octahydro-2H-1-benzopyran-2-one is a sweet, coumarin, and herbal tasting compound. Based on a literature review very few articles have been published on Octahydro-2H-1-benzopyran-2-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-Hydroxycyclohexanepropanoic acid lactone	HMDB
Bicyclononalactone	HMDB
Cyclohexyl lactone	HMDB
Cyclohexyllactone	HMDB
octahydro-1-Benzopyran-2-one	HMDB
octahydro-Coumarin	HMDB
Octahydrochromen-2-one	HMDB
Octahydrocoumarin	HMDB
Octahydrocoumarin, 8ci	HMDB

Chemical Formula

C₉H₁₄O₂

Average Molecular Weight

154.2063

Monoisotopic Molecular Weight

154.099379692

IUPAC Name

octahydro-2H-1-benzopyran-2-one

Traditional Name

octahydro-1-benzopyran-2-one

CAS Registry Number

4430-31-3

SMILES

O=C1CCC2CCCCC2O1

InChI Identifier

InChI=1S/C9H14O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h7-8H,1-6H2

InChI Key

MSFLYJIWLHSQLG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

Not Available

Direct Parent

Benzopyrans

Alternative Parents

Substituents

Benzopyran
Delta_valerolactone
Delta valerolactone
Oxane
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	144.00 to 146.00 °C. @ 16.00 mm Hg	The Good Scents Company Information System
Water Solubility	3462 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.520	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.89 g/L	ALOGPS
logP	1.99	ALOGPS
logP	1.88	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	41.12 m³·mol⁻¹	ChemAxon
Polarizability	17.08 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]+	134.907	31661259
DarkChem	[M-H]-	128.872	31661259
DeepCCS	[M+H]+	139.754	30932474
DeepCCS	[M-H]-	137.192	30932474
DeepCCS	[M-2H]-	173.56	30932474
DeepCCS	[M+Na]+	148.768	30932474
AllCCS	[M+H]+	135.6	32859911
AllCCS	[M+H-H2O]+	131.0	32859911
AllCCS	[M+NH4]+	139.9	32859911
AllCCS	[M+Na]+	141.1	32859911
AllCCS	[M-H]-	136.9	32859911
AllCCS	[M+Na-2H]-	137.9	32859911
AllCCS	[M+HCOO]-	139.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Octahydro-2H-1-benzopyran-2-one	O=C1CCC2CCCCC2O1	2312.4	Standard polar	33892256
Octahydro-2H-1-benzopyran-2-one	O=C1CCC2CCCCC2O1	1343.0	Standard non polar	33892256
Octahydro-2H-1-benzopyran-2-one	O=C1CCC2CCCCC2O1	1462.9	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 - Octahydro-2H-1-benzopyran-2-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-004l-9800000000-35369e602cbb5657915d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octahydro-2H-1-benzopyran-2-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 - Octahydro-2H-1-benzopyran-2-one 10V, Positive-QTOF	splash10-0a4i-2900000000-927f291948a4d26aa013	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2H-1-benzopyran-2-one 20V, Positive-QTOF	splash10-0bt9-7900000000-9da572435007538d9d7e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2H-1-benzopyran-2-one 40V, Positive-QTOF	splash10-0k96-9000000000-38a25af56dbb9f20c5d0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2H-1-benzopyran-2-one 10V, Negative-QTOF	splash10-0zfr-0900000000-85bcdb9d21e0d695e8e7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2H-1-benzopyran-2-one 20V, Negative-QTOF	splash10-0zfr-2900000000-18939e44710ac990308e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2H-1-benzopyran-2-one 40V, Negative-QTOF	splash10-052f-9400000000-53b6e5f19f95ab09659c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2H-1-benzopyran-2-one 10V, Positive-QTOF	splash10-0a4i-0900000000-48c60ec715c923b671d7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2H-1-benzopyran-2-one 20V, Positive-QTOF	splash10-0a59-9800000000-35780477895d60861a88	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2H-1-benzopyran-2-one 40V, Positive-QTOF	splash10-003r-9000000000-e49775d00d182e305372	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2H-1-benzopyran-2-one 10V, Negative-QTOF	splash10-0udi-0900000000-2b724c24a95a3652b801	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2H-1-benzopyran-2-one 20V, Negative-QTOF	splash10-0zfr-0900000000-80202dc6fde3f811d868	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octahydro-2H-1-benzopyran-2-one 40V, Negative-QTOF	splash10-0udi-2900000000-61da46e3c593ceeb8890	2021-09-25	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

FDB016294

KNApSAcK ID

Not Available

Chemspider ID

19294

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20487

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1003821

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 Octahydro-2H-1-benzopyran-2-one (HMDB0037276)

MOL for HMDB0037276 (Octahydro-2H-1-benzopyran-2-one)

3D MOL for HMDB0037276 (Octahydro-2H-1-benzopyran-2-one)

3D SDF for HMDB0037276 (Octahydro-2H-1-benzopyran-2-one)

3D-SDF for HMDB0037276 (Octahydro-2H-1-benzopyran-2-one)

PDB for HMDB0037276 (Octahydro-2H-1-benzopyran-2-one)

3D PDB for HMDB0037276 (Octahydro-2H-1-benzopyran-2-one)

SMILES for HMDB0037276 (Octahydro-2H-1-benzopyran-2-one)

INCHI for HMDB0037276 (Octahydro-2H-1-benzopyran-2-one)

Structure for HMDB0037276 (Octahydro-2H-1-benzopyran-2-one)

3D Structure for HMDB0037276 (Octahydro-2H-1-benzopyran-2-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra