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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:19:56 UTC

Update Date

2023-02-21 17:27:09 UTC

HMDB ID

HMDB0039794

Secondary Accession Numbers

HMDB39794

Metabolite Identification

Common Name

Methyl 4Z-octenoate

Description

Methyl 4Z-octenoate belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group. Based on a literature review a small amount of articles have been published on Methyl 4Z-octenoate.

Structure

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

COMPND    HMDB0039794
HETATM    1  C1  UNL     1      -4.074   0.427   0.741  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.888  -0.663  -0.293  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.756  -0.211  -1.207  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.543  -0.037  -0.369  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.418  -0.704  -0.548  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.767  -0.488   0.325  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.919  -0.021  -0.534  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.109   0.195   0.353  1.00  0.00           C  
HETATM    9  O1  UNL     1       3.052  -0.008   1.593  1.00  0.00           O  
HETATM   10  O2  UNL     1       4.323   0.627  -0.154  1.00  0.00           O  
HETATM   11  C9  UNL     1       5.431   0.822   0.711  1.00  0.00           C  
HETATM   12  H1  UNL     1      -3.871   1.388   0.245  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.425   0.237   1.625  1.00  0.00           H  
HETATM   14  H3  UNL     1      -5.154   0.384   1.050  1.00  0.00           H  
HETATM   15  H4  UNL     1      -4.835  -0.785  -0.852  1.00  0.00           H  
HETATM   16  H5  UNL     1      -3.636  -1.616   0.208  1.00  0.00           H  
HETATM   17  H6  UNL     1      -2.627  -1.019  -1.955  1.00  0.00           H  
HETATM   18  H7  UNL     1      -3.019   0.704  -1.733  1.00  0.00           H  
HETATM   19  H8  UNL     1      -1.577   0.678   0.439  1.00  0.00           H  
HETATM   20  H9  UNL     1      -0.364  -1.419  -1.344  1.00  0.00           H  
HETATM   21  H10 UNL     1       0.564   0.190   1.153  1.00  0.00           H  
HETATM   22  H11 UNL     1       1.061  -1.464   0.754  1.00  0.00           H  
HETATM   23  H12 UNL     1       1.633   0.895  -1.072  1.00  0.00           H  
HETATM   24  H13 UNL     1       2.191  -0.786  -1.271  1.00  0.00           H  
HETATM   25  H14 UNL     1       5.260   0.412   1.715  1.00  0.00           H  
HETATM   26  H15 UNL     1       5.556   1.923   0.814  1.00  0.00           H  
HETATM   27  H16 UNL     1       6.323   0.339   0.269  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   15   16
CONECT    3    4   17   18
CONECT    4    5    5   19
CONECT    5    6   20
CONECT    6    7   21   22
CONECT    7    8   23   24
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   25   26   27
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 4Z-octenoic acid	Generator
(Z)-Methyl 4-octenoate	HMDB
4-Octenoic acid, methyl ester	HMDB
cis-4-Octenoic acid, methyl ester	HMDB
FEMA 3367	HMDB
Methyl (4E)-4-octenoate	HMDB
Methyl (4Z)-4-octenoate	HMDB
Methyl (Z)-4-octenoate	HMDB
Methyl (Z)-oct-4-enoate	HMDB
Methyl cis-4-octenoate	HMDB
Methyl ester(4Z)-4-octenoic acid	HMDB
Methyl ester(Z)-4-octenoic acid	HMDB

Chemical Formula

C₉H₁₆O₂

Average Molecular Weight

156.2221

Monoisotopic Molecular Weight

156.115029756

IUPAC Name

methyl (4E)-oct-4-enoate

Traditional Name

methyl (4E)-oct-4-enoate

CAS Registry Number

21063-71-8

SMILES

CCC\C=C\CCC(=O)OC

InChI Identifier

InChI=1S/C9H16O2/c1-3-4-5-6-7-8-9(10)11-2/h5-6H,3-4,7-8H2,1-2H3/b6-5+

InChI Key

SSPBQLGVUAXSMH-AATRIKPKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid methyl esters

Alternative Parents

Substituents

Fatty acid methyl ester
Methyl ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0039794)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039794)

Source

Endogenous

Endogenous (HMDB: HMDB0039794)

Plant

Plant (HMDB: HMDB0039794)

Animal

Animal (HMDB: HMDB0039794)

Exogenous

Food

Food (HMDB: HMDB0039794)

Fruit

Tropical fruit

Pineapple (FooDB: FOOD00012)

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0039794)

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0039794)

Cellular process

Cell signaling (HMDB: HMDB0039794)

Biochemical process

Lipid transport (HMDB: HMDB0039794)

Role

Biological role

Energy storage (HMDB: HMDB0039794)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039794)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0039794)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	72.00 °C. @ 11.00 mm Hg	The Good Scents Company Information System
Water Solubility	158.9 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.896 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.45 g/L	ALOGPS
logP	3.02	ALOGPS
logP	2.48	ChemAxon
logS	-2.5	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	6	ChemAxon
Refractivity	46.16 m³·mol⁻¹	ChemAxon
Polarizability	18.62 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]+	139.109	31661259
DarkChem	[M-H]-	134.597	31661259
DeepCCS	[M+H]+	126.095	30932474
DeepCCS	[M-H]-	122.265	30932474
DeepCCS	[M-2H]-	158.934	30932474
DeepCCS	[M+Na]+	134.691	30932474
AllCCS	[M+H]+	139.2	32859911
AllCCS	[M+H-H2O]+	135.2	32859911
AllCCS	[M+NH4]+	143.0	32859911
AllCCS	[M+Na]+	144.1	32859911
AllCCS	[M-H]-	139.8	32859911
AllCCS	[M+Na-2H]-	141.8	32859911
AllCCS	[M+HCOO]-	144.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methyl 4Z-octenoate	CCC\C=C\CCC(=O)OC	1442.2	Standard polar	33892256
Methyl 4Z-octenoate	CCC\C=C\CCC(=O)OC	1075.2	Standard non polar	33892256
Methyl 4Z-octenoate	CCC\C=C\CCC(=O)OC	1152.5	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 - Methyl 4Z-octenoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-069r-9200000000-bbda0e207a421777b04c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 4Z-octenoate 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 - Methyl 4Z-octenoate 10V, Positive-QTOF	splash10-0a6r-0900000000-8fe7d9488c9bff89c538	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 4Z-octenoate 20V, Positive-QTOF	splash10-0a7i-9500000000-c95394c410d1d6ec3d53	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 4Z-octenoate 40V, Positive-QTOF	splash10-052o-9000000000-7e8c450ca3e59def1350	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 4Z-octenoate 10V, Negative-QTOF	splash10-0a4i-0900000000-1f175c5f79adcc036401	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 4Z-octenoate 20V, Negative-QTOF	splash10-0ab9-1900000000-bd79de481ed1fe941c1d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 4Z-octenoate 40V, Negative-QTOF	splash10-0006-9100000000-14ac6886da254fb09912	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 4Z-octenoate 10V, Positive-QTOF	splash10-0aos-9100000000-8157860c6ff12458562c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 4Z-octenoate 20V, Positive-QTOF	splash10-05mx-9000000000-3e6ad4a268959f966058	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 4Z-octenoate 40V, Positive-QTOF	splash10-0a4i-9000000000-3bbed722861b7a8cc82d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 4Z-octenoate 10V, Negative-QTOF	splash10-0ab9-0900000000-4aa91bce002c4d3602f6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 4Z-octenoate 20V, Negative-QTOF	splash10-0a4i-1900000000-28e38b20ec09d41e37f0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 4Z-octenoate 40V, Negative-QTOF	splash10-0aor-9000000000-381b429884fe72ca2592	2021-09-22	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

Extracellular
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

FDB019444

KNApSAcK ID

Not Available

Chemspider ID

4518535

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5366856

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1007001

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Methyl 4Z-octenoate (HMDB0039794)

MOL for HMDB0039794 (Methyl 4Z-octenoate)

3D MOL for HMDB0039794 (Methyl 4Z-octenoate)

3D SDF for HMDB0039794 (Methyl 4Z-octenoate)

3D-SDF for HMDB0039794 (Methyl 4Z-octenoate)

PDB for HMDB0039794 (Methyl 4Z-octenoate)

3D PDB for HMDB0039794 (Methyl 4Z-octenoate)

SMILES for HMDB0039794 (Methyl 4Z-octenoate)

INCHI for HMDB0039794 (Methyl 4Z-octenoate)

Structure for HMDB0039794 (Methyl 4Z-octenoate)

3D Structure for HMDB0039794 (Methyl 4Z-octenoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra