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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:42:15 UTC

Update Date

2023-02-21 17:20:19 UTC

HMDB ID

HMDB0031309

Secondary Accession Numbers

HMDB31309

Metabolite Identification

Common Name

1-Octen-3-one

Description

1-Octen-3-one is found in fruits. Mushroom flavour component (shiitake, matsutake). Also present in cranberry, melon, cape gooseberry, peas, potato, mustards, wheat bread, other breads, coriander seed, dill basil varieties and soybean. Contributes to aroma of cooked artichokes (Cynara scolymus) and many other foods Oct-1-en-3-one (CH2=CHC(=O)(CH2)4CH3), also known as 1-octen-3-one, is the odorant that is responsible for the typical metallic smell of metals and blood coming into contact with skin. Oct-1-en-3-one has a strong metallic mushroom-like odor with an odor detection threshold of 0.03 - 1.12 ¬µg/m and it is the main compound responsible for the "smell of metal", followed by decanal (smell: orange skin, flowery) and nonanal (smell: tallowy, fruity). Oct-1-en-3-one is the degradative reduction product of the chemical reaction of skin lipid peroxides and Fe2+. Skin lipid peroxides are formed from skin lipid by oxidation, either enzymatically by lipoxygenases or by air oxygen. Oct-1-en-3-one is a ketone analog of the alkene 1-octene

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Nonen-3-one	MeSH
1-Octene-3-one	HMDB
Amyl vinyl ketone	HMDB
FEMA 3515	HMDB
Oct-1-en-3-one	HMDB
Octen-3-one, 1	HMDB
Pentyl vinyl ketone	HMDB
Vinyl amyl ketone	HMDB

Chemical Formula

C₈H₁₄O

Average Molecular Weight

126.1962

Monoisotopic Molecular Weight

126.10446507

IUPAC Name

oct-1-en-3-one

Traditional Name

oct-1-en-3-one

CAS Registry Number

4312-99-6

SMILES

CCCCCC(=O)C=C

InChI Identifier

InChI=1S/C8H14O/c1-3-5-6-7-8(9)4-2/h4H,2-3,5-7H2,1H3

InChI Key

KLTVSWGXIAYTHO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as enones. Enones are compounds containing the enone functional group, with the structure RC(=O)CR'.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Enones

Alternative Parents

Substituents

Enone
Acryloyl-group
Ketone
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Oxygenated hydrocarbons (LMFA12000011 )

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0031309)
Cytoplasm (HMDB: HMDB0031309)

Non-excretory biofluid

Biofluid or Excreta

Saliva (HMDB: HMDB0031309)

Excreta

Biofluid or Excreta

Feces (HMDB: HMDB0031309)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031309)

Source

Endogenous

Endogenous (HMDB: HMDB0031309)

Plant

Exogenous

Food

Food (HMDB: HMDB0031309)

Vegetable

Cabbage

Cauliflower (FooDB: FOOD00031)

Mushroom

Tuber

Potato (FooDB: FOOD00175)

Gourd

Watermelon (FooDB: FOOD00052)

Snack

Tortilla chip (FooDB: FOOD00721)

Pulse

Bean

Green bean (FooDB: FOOD00883)

Pulses (FooDB: FOOD00867)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fruit

Fruits (FooDB: FOOD00871)

Berry

Evergreen blackberry (FooDB: FOOD00901)
Blackberry (FooDB: FOOD00906)

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	59.00 to 60.00 °C. @ 16.00 mm Hg	The Good Scents Company Information System
Water Solubility	895.4 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.180 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.24 g/L	ALOGPS
logP	2.38	ALOGPS
logP	2.9	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Basic)	-4.7	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	5	ChemAxon
Refractivity	39.27 m³·mol⁻¹	ChemAxon
Polarizability	15.55 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]+	130.169	31661259
DarkChem	[M-H]-	126.271	31661259
DeepCCS	[M+H]+	134.374	30932474
DeepCCS	[M-H]-	131.59	30932474
DeepCCS	[M-2H]-	168.24	30932474
DeepCCS	[M+Na]+	143.07	30932474
AllCCS	[M+H]+	132.2	32859911
AllCCS	[M+H-H2O]+	127.9	32859911
AllCCS	[M+NH4]+	136.1	32859911
AllCCS	[M+Na]+	137.3	32859911
AllCCS	[M-H]-	133.7	32859911
AllCCS	[M+Na-2H]-	136.4	32859911
AllCCS	[M+HCOO]-	139.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Octen-3-one	CCCCCC(=O)C=C	1277.0	Standard polar	33892256
1-Octen-3-one	CCCCCC(=O)C=C	948.5	Standard non polar	33892256
1-Octen-3-one	CCCCCC(=O)C=C	980.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Octen-3-one,1TMS,isomer #1	C=CC(=CCCCC)O[Si](C)(C)C	1185.7	Semi standard non polar	33892256
1-Octen-3-one,1TMS,isomer #1	C=CC(=CCCCC)O[Si](C)(C)C	1144.2	Standard non polar	33892256
1-Octen-3-one,1TBDMS,isomer #1	C=CC(=CCCCC)O[Si](C)(C)C(C)(C)C	1429.7	Semi standard non polar	33892256
1-Octen-3-one,1TBDMS,isomer #1	C=CC(=CCCCC)O[Si](C)(C)C(C)(C)C	1343.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Octen-3-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9000000000-1c40187b7cca3cb638e7	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Octen-3-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Octen-3-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0adi-9000000000-a3d66094182e29fca533	2015-03-01	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Octen-3-one 10V, Positive-QTOF	splash10-004i-2900000000-909080f5f59a7e76ceaf	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Octen-3-one 20V, Positive-QTOF	splash10-0a6r-9400000000-94ff328c0eb57d2771ee	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Octen-3-one 40V, Positive-QTOF	splash10-0a4l-9000000000-3c452edbb2c23abd6601	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Octen-3-one 10V, Negative-QTOF	splash10-004i-1900000000-93ea19494e4383273e36	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Octen-3-one 20V, Negative-QTOF	splash10-004i-9800000000-57bdaba9c9c037c5fcda	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Octen-3-one 40V, Negative-QTOF	splash10-014i-9000000000-40f071865728976a97eb	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Octen-3-one 10V, Negative-QTOF	splash10-004i-2900000000-a50a5525152cfd7e45ff	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Octen-3-one 20V, Negative-QTOF	splash10-004j-9200000000-01fb8d1fe7645b215b7a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Octen-3-one 40V, Negative-QTOF	splash10-0ldi-9000000000-531924d7145421975834	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Octen-3-one 10V, Positive-QTOF	splash10-006x-9000000000-af769c28aa3ab38ca24a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Octen-3-one 20V, Positive-QTOF	splash10-052f-9000000000-81d3e9dcfedfd7b379cc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Octen-3-one 40V, Positive-QTOF	splash10-052f-9000000000-9f1684e04838fc1c9436	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, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	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

Feces
Saliva

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Newborn (0-30 days old)	Both	Normal	21386183	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Normal	24421258	details

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

FDB003365

KNApSAcK ID

C00052580

Chemspider ID

55282

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Oct-1-en-3-one

METLIN ID

Not Available

PubChem Compound

61346

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1027981

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 1-Octen-3-one (HMDB0031309)

MOL for HMDB0031309 (1-Octen-3-one)

3D MOL for HMDB0031309 (1-Octen-3-one)

3D SDF for HMDB0031309 (1-Octen-3-one)

3D-SDF for HMDB0031309 (1-Octen-3-one)

PDB for HMDB0031309 (1-Octen-3-one)

3D PDB for HMDB0031309 (1-Octen-3-one)

SMILES for HMDB0031309 (1-Octen-3-one)

INCHI for HMDB0031309 (1-Octen-3-one)

Structure for HMDB0031309 (1-Octen-3-one)

3D Structure for HMDB0031309 (1-Octen-3-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra