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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:58:28 UTC

Update Date

2023-02-21 17:24:59 UTC

HMDB ID

HMDB0035926

Secondary Accession Numbers

HMDB35926

Metabolite Identification

Common Name

8-Nonen-2-one

Description

8-Nonen-2-one belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Thus, 8-nonen-2-one is considered to be an oxygenated hydrocarbon. 8-Nonen-2-one is a baked and fruity tasting compound. 8-Nonen-2-one has been detected, but not quantified in, milk and milk products. This could make 8-nonen-2-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 8-Nonen-2-one.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
Non-8-en-2-one	HMDB

Chemical Formula

C₉H₁₆O

Average Molecular Weight

140.2227

Monoisotopic Molecular Weight

140.120115134

IUPAC Name

non-8-en-2-one

Traditional Name

non-8-en-2-one

CAS Registry Number

5009-32-5

SMILES

CC(=O)CCCCCC=C

InChI Identifier

InChI=1S/C9H16O/c1-3-4-5-6-7-8-9(2)10/h3H,1,4-8H2,2H3

InChI Key

OIFXLYCBBBXCIB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Ketones

Alternative Parents

Substituents

Ketone
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Oxygenated hydrocarbons (LMFA12000145 )

Ontology

Cellular substructure

Membrane (HMDB: HMDB0035926)
Cell membrane (HMDB: HMDB0035926)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035926)

Source

Exogenous

Exogenous (HMDB: HMDB0035926)

Food

Food (HMDB: HMDB0035926)

Milk and milk product

Milk and milk products (FooDB: FOOD00863)

Endogenous

Animal

Animal (HMDB: HMDB0035926)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0035926)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	215.00 to 216.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	528.1 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.607 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.045 g/L	ALOGPS
logP	2.75	ALOGPS
logP	2.73	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	19.64	ChemAxon
pKa (Strongest Basic)	-7.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	43.87 m³·mol⁻¹	ChemAxon
Polarizability	17.51 Å³	ChemAxon
Number of Rings	0	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]+	134.359	31661259
DarkChem	[M-H]-	131.692	31661259
DeepCCS	[M+H]+	138.464	30932474
DeepCCS	[M-H]-	135.983	30932474
DeepCCS	[M-2H]-	171.718	30932474
DeepCCS	[M+Na]+	146.972	30932474
AllCCS	[M+H]+	135.8	32859911
AllCCS	[M+H-H2O]+	131.6	32859911
AllCCS	[M+NH4]+	139.7	32859911
AllCCS	[M+Na]+	140.8	32859911
AllCCS	[M-H]-	137.6	32859911
AllCCS	[M+Na-2H]-	139.9	32859911
AllCCS	[M+HCOO]-	142.5	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. Predicted by Afia on May 17, 2022.	6.16 minutes	32390414
Predicted by Siyang on May 30, 2022	15.6309 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.3 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2070.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	515.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	192.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	342.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	356.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	602.7 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	658.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	105.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1403.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	421.5 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	1305.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	443.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	392.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	499.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	500.9 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	11.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-Nonen-2-one	CC(=O)CCCCCC=C	1428.9	Standard polar	33892256
8-Nonen-2-one	CC(=O)CCCCCC=C	1066.0	Standard non polar	33892256
8-Nonen-2-one	CC(=O)CCCCCC=C	1075.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
8-Nonen-2-one,1TMS,isomer #1	C=CCCCCC=C(C)O[Si](C)(C)C	1260.3	Semi standard non polar	33892256
8-Nonen-2-one,1TMS,isomer #1	C=CCCCCC=C(C)O[Si](C)(C)C	1223.2	Standard non polar	33892256
8-Nonen-2-one,1TMS,isomer #2	C=CCCCCCC(=C)O[Si](C)(C)C	1227.0	Semi standard non polar	33892256
8-Nonen-2-one,1TMS,isomer #2	C=CCCCCCC(=C)O[Si](C)(C)C	1241.7	Standard non polar	33892256
8-Nonen-2-one,1TBDMS,isomer #1	C=CCCCCC=C(C)O[Si](C)(C)C(C)(C)C	1496.3	Semi standard non polar	33892256
8-Nonen-2-one,1TBDMS,isomer #1	C=CCCCCC=C(C)O[Si](C)(C)C(C)(C)C	1421.4	Standard non polar	33892256
8-Nonen-2-one,1TBDMS,isomer #2	C=CCCCCCC(=C)O[Si](C)(C)C(C)(C)C	1460.8	Semi standard non polar	33892256
8-Nonen-2-one,1TBDMS,isomer #2	C=CCCCCCC(=C)O[Si](C)(C)C(C)(C)C	1436.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Nonen-2-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-a2a70183083fde24f0cf	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Nonen-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 - 8-Nonen-2-one 10V, Positive-QTOF	splash10-006x-1900000000-67618570c71837145b52	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Nonen-2-one 20V, Positive-QTOF	splash10-00ec-9800000000-04fe327827b892070ae2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Nonen-2-one 40V, Positive-QTOF	splash10-0ktf-9000000000-7fa4d67020d0ad0f9ff0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Nonen-2-one 10V, Negative-QTOF	splash10-000i-0900000000-5572a60419c802c193b8	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Nonen-2-one 20V, Negative-QTOF	splash10-000i-4900000000-f5ca323b530daf0c895c	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Nonen-2-one 40V, Negative-QTOF	splash10-0abc-9200000000-c9e5cce5911444b26fe6	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Nonen-2-one 10V, Positive-QTOF	splash10-00lu-9100000000-d2ca20e460eb3db0a529	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Nonen-2-one 20V, Positive-QTOF	splash10-00kf-9000000000-12597aa55ad043288f8c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Nonen-2-one 40V, Positive-QTOF	splash10-05mo-9000000000-a19a28fd5017390c7b27	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Nonen-2-one 10V, Negative-QTOF	splash10-000i-0900000000-c458f09e6091931ba80e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Nonen-2-one 20V, Negative-QTOF	splash10-052r-7900000000-9fdb2e83439a30b8a0d5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Nonen-2-one 40V, Negative-QTOF	splash10-0006-9000000000-389d72dde447751ae62b	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+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB014721

KNApSAcK ID

Not Available

Chemspider ID

19852

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21108

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1551581

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 8-Nonen-2-one (HMDB0035926)

MOL for HMDB0035926 (8-Nonen-2-one)

3D MOL for HMDB0035926 (8-Nonen-2-one)

3D SDF for HMDB0035926 (8-Nonen-2-one)

3D-SDF for HMDB0035926 (8-Nonen-2-one)

PDB for HMDB0035926 (8-Nonen-2-one)

3D PDB for HMDB0035926 (8-Nonen-2-one)

SMILES for HMDB0035926 (8-Nonen-2-one)

INCHI for HMDB0035926 (8-Nonen-2-one)

Structure for HMDB0035926 (8-Nonen-2-one)

3D Structure for HMDB0035926 (8-Nonen-2-one)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra