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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:41:45 UTC

Update Date

2023-02-21 17:27:46 UTC

HMDB ID

HMDB0040151

Secondary Accession Numbers

HMDB40151

Metabolite Identification

Common Name

(2E,4E)-2,4-Octadien-1-ol

Description

(2E,4E)-2,4-Octadien-1-ol belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. Based on a literature review a small amount of articles have been published on (2E,4E)-2,4-Octadien-1-ol.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2E,4E)-Octa-2,4-dienol	HMDB
(e,e)-2,4-Octadien-1-ol	HMDB
FEMA 3956	HMDB

Chemical Formula

C₈H₁₄O

Average Molecular Weight

126.1962

Monoisotopic Molecular Weight

126.10446507

IUPAC Name

(2Z,4E)-octa-2,4-dien-1-ol

Traditional Name

(2Z,4E)-octa-2,4-dien-1-ol

CAS Registry Number

18409-20-6

SMILES

CCC\C=C\C=C/CO

InChI Identifier

InChI=1S/C8H14O/c1-2-3-4-5-6-7-8-9/h4-7,9H,2-3,8H2,1H3/b5-4+,7-6-

InChI Key

LMBAOEUOOJDUBP-DEQVHDEQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Fatty alcohols

Alternative Parents

Substituents

Fatty alcohol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0040151)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040151)

Source

Endogenous

Endogenous (HMDB: HMDB0040151)

Animal

Animal (HMDB: HMDB0040151)

Exogenous

Food

Food (HMDB: HMDB0040151)

Exogenous (HMDB: HMDB0040151)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0040151)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0040151)

Lipid metabolism pathway (HMDB: HMDB0040151)

Cellular process

Cell signaling (HMDB: HMDB0040151)

Biochemical process

Lipid transport (HMDB: HMDB0040151)

Role

Biological role

Energy source (HMDB: HMDB0040151)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040151)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0040151)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	75.00 °C. @ 0.50 mm Hg	The Good Scents Company Information System
Water Solubility	2882 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.102 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.89 g/L	ALOGPS
logP	2.67	ALOGPS
logP	2.02	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	16.21	ChemAxon
pKa (Strongest Basic)	-2.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	42.62 m³·mol⁻¹	ChemAxon
Polarizability	15.71 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]+	132.507	31661259
DarkChem	[M-H]-	127.354	31661259
DeepCCS	[M+H]+	131.408	30932474
DeepCCS	[M-H]-	129.246	30932474
DeepCCS	[M-2H]-	165.445	30932474
DeepCCS	[M+Na]+	140.246	30932474
AllCCS	[M+H]+	130.3	32859911
AllCCS	[M+H-H2O]+	126.0	32859911
AllCCS	[M+NH4]+	134.3	32859911
AllCCS	[M+Na]+	135.4	32859911
AllCCS	[M-H]-	133.7	32859911
AllCCS	[M+Na-2H]-	136.4	32859911
AllCCS	[M+HCOO]-	139.4	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.	4.6 minutes	32390414
Predicted by Siyang on May 30, 2022	15.1271 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.07 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	32.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1966.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	448.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	168.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	333.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	314.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	607.2 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	476.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	104.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1303.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	445.9 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	1245.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	469.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	398.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	434.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	458.2 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	13.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2E,4E)-2,4-Octadien-1-ol	CCC\C=C\C=C/CO	1693.4	Standard polar	33892256
(2E,4E)-2,4-Octadien-1-ol	CCC\C=C\C=C/CO	1068.2	Standard non polar	33892256
(2E,4E)-2,4-Octadien-1-ol	CCC\C=C\C=C/CO	1124.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(2E,4E)-2,4-Octadien-1-ol,1TMS,isomer #1	CCC/C=C/C=C\CO[Si](C)(C)C	1249.0	Semi standard non polar	33892256
(2E,4E)-2,4-Octadien-1-ol,1TBDMS,isomer #1	CCC/C=C/C=C\CO[Si](C)(C)C(C)(C)C	1473.6	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 - (2E,4E)-2,4-Octadien-1-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-9000000000-661f7b4897028567773e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2E,4E)-2,4-Octadien-1-ol GC-MS (1 TMS) - 70eV, Positive	splash10-00bi-9400000000-7eaefb0ea9d5f38cd24d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2E,4E)-2,4-Octadien-1-ol 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 - (2E,4E)-2,4-Octadien-1-ol 10V, Positive-QTOF	splash10-0a6r-0900000000-80808f814e2e184ef989	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,4E)-2,4-Octadien-1-ol 20V, Positive-QTOF	splash10-0a4i-6900000000-3fb31c5e24c1ede9dc94	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,4E)-2,4-Octadien-1-ol 40V, Positive-QTOF	splash10-0k9f-9000000000-db7ec1bf320ae5660259	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,4E)-2,4-Octadien-1-ol 10V, Negative-QTOF	splash10-004i-1900000000-5868eb566b88535e146e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,4E)-2,4-Octadien-1-ol 20V, Negative-QTOF	splash10-004i-3900000000-09dc58e3f3911b960bf4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,4E)-2,4-Octadien-1-ol 40V, Negative-QTOF	splash10-054p-9100000000-07d9e0382721e4d795ff	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,4E)-2,4-Octadien-1-ol 10V, Negative-QTOF	splash10-004i-1900000000-e2ad5b8dd52708b271a4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,4E)-2,4-Octadien-1-ol 20V, Negative-QTOF	splash10-0pk9-9500000000-36c567e742284df5f5ee	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,4E)-2,4-Octadien-1-ol 40V, Negative-QTOF	splash10-0gb9-9000000000-2ed641ab66eeb913603d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,4E)-2,4-Octadien-1-ol 10V, Positive-QTOF	splash10-069s-9000000000-8ae5a88b78c72cb576a5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,4E)-2,4-Octadien-1-ol 20V, Positive-QTOF	splash10-067i-9000000000-56216539a8194d0595b4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E,4E)-2,4-Octadien-1-ol 40V, Positive-QTOF	splash10-066r-9000000000-0437c7f72e55b1148dcf	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+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

FDB019849

KNApSAcK ID

Not Available

Chemspider ID

30777481

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12180845

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1048091

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 (2E,4E)-2,4-Octadien-1-ol (HMDB0040151)

MOL for HMDB0040151 ((2E,4E)-2,4-Octadien-1-ol)

3D MOL for HMDB0040151 ((2E,4E)-2,4-Octadien-1-ol)

3D SDF for HMDB0040151 ((2E,4E)-2,4-Octadien-1-ol)

3D-SDF for HMDB0040151 ((2E,4E)-2,4-Octadien-1-ol)

PDB for HMDB0040151 ((2E,4E)-2,4-Octadien-1-ol)

3D PDB for HMDB0040151 ((2E,4E)-2,4-Octadien-1-ol)

SMILES for HMDB0040151 ((2E,4E)-2,4-Octadien-1-ol)

INCHI for HMDB0040151 ((2E,4E)-2,4-Octadien-1-ol)

Structure for HMDB0040151 ((2E,4E)-2,4-Octadien-1-ol)

3D Structure for HMDB0040151 ((2E,4E)-2,4-Octadien-1-ol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra