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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2014-10-08 15:56:56 UTC

Update Date

2022-03-07 03:17:49 UTC

HMDB ID

HMDB0061900

Secondary Accession Numbers

HMDB61900

Metabolite Identification

Common Name

2,4-Octadiene

Description

2,4-Octadiene belongs to the class of organic compounds known as alkadienes. These are acyclic hydrocarbons that contain exactly two carbon-to-carbon double bonds. 2,4-Octadiene is possibly neutral.

Structure

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

HEADER    PROTEIN                                 08-OCT-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-OCT-14         0                                  
HETATM    1  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0       4.620   0.000   0.000  0.00  0.00           H+0
HETATM   10  H   UNK     0       1.540   2.667   0.000  0.00  0.00           H+0
HETATM   11  H   UNK     0       2.310  -1.334   0.000  0.00  0.00           H+0
HETATM   12  H   UNK     0      -0.770   1.334   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5    9                                                  
CONECT    4    2    6                                                       
CONECT    5    3    7   10                                                  
CONECT    6    4    8                                                       
CONECT    7    5    8   11                                                  
CONECT    8    6    7   12                                                  
CONECT    9    3                                                            
CONECT   10    5                                                            
CONECT   11    7                                                            
CONECT   12    8                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₈H₁₄

Average Molecular Weight

110.1968

Monoisotopic Molecular Weight

110.109550448

IUPAC Name

(2E,4E)-octa-2,4-diene

Traditional Name

(2E,4E)-octa-2,4-diene

CAS Registry Number

Not Available

SMILES

[H]\C(C)=C(\[H])/C(/[H])=C(\[H])CCC

InChI Identifier

InChI=1S/C8H14/c1-3-5-7-8-6-4-2/h3,5,7-8H,4,6H2,1-2H3/b5-3+,8-7+

InChI Key

NZLCAHVLJPDRBL-VSAQMIDASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkadienes. These are acyclic hydrocarbons that contain exactly two carbon-to-carbon double bonds.

Kingdom

Organic compounds

Super Class

Hydrocarbons

Class

Unsaturated hydrocarbons

Sub Class

Olefins

Direct Parent

Alkadienes

Alternative Parents

Unsaturated aliphatic hydrocarbons

Substituents

Alkadiene
Unsaturated aliphatic hydrocarbon
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Saliva (PMID: 24421258)

Excreta

Biofluid or Excreta

Breath (PMID: 23277518)

Source

Exogenous

Exogenous (HMDB: HMDB0061900)

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	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.025 g/L	ALOGPS
logP	4.09	ALOGPS
logP	3.3	ChemAxon
logS	-3.6	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	40.84 m³·mol⁻¹	ChemAxon
Polarizability	14.96 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]+	128.31	31661259
DarkChem	[M-H]-	122.735	31661259
DeepCCS	[M+H]+	135.176	30932474
DeepCCS	[M-H]-	132.783	30932474
DeepCCS	[M-2H]-	166.169	30932474
DeepCCS	[M+Na]+	141.132	30932474
AllCCS	[M+H]+	126.6	32859911
AllCCS	[M+H-H2O]+	122.1	32859911
AllCCS	[M+NH4]+	130.7	32859911
AllCCS	[M+Na]+	131.9	32859911
AllCCS	[M-H]-	131.1	32859911
AllCCS	[M+Na-2H]-	134.3	32859911
AllCCS	[M+HCOO]-	137.8	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 √ó 2.1 mm; 1.7 Œºmparticle diameter). Predicted by Afia on May 17, 2022.	5.88 minutes	32390414
Predicted by Siyang on May 30, 2022	18.4843 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.37 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2240.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	641.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	264.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	490.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	400.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	733.2 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	565.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	121.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1574.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	563.5 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	1335.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	595.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	482.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	523.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	548.2 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	65.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,4-Octadiene	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])CCC	1156.3	Standard polar	33892256
2,4-Octadiene	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])CCC	826.2	Standard non polar	33892256
2,4-Octadiene	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])CCC	835.5	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 - 2,4-Octadiene GC-MS (Non-derivatized) - 70eV, Positive	splash10-08i0-9300000000-17f38fb2ad40a1ff6d8d	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4-Octadiene 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 - 2,4-Octadiene 10V, Positive-QTOF	splash10-03di-0900000000-3783180e66b8839775f4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Octadiene 20V, Positive-QTOF	splash10-03di-5900000000-0e1b74d974427083bf93	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Octadiene 40V, Positive-QTOF	splash10-052o-9000000000-09cca895dcdcd6e4c036	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Octadiene 10V, Negative-QTOF	splash10-0a4i-0900000000-e3510e5da84c2142d50c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Octadiene 20V, Negative-QTOF	splash10-0a4i-0900000000-d9cc42566b78d8757d36	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Octadiene 40V, Negative-QTOF	splash10-0a4i-9400000000-8fe37d6ae2f23bf8f7e2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Octadiene 10V, Negative-QTOF	splash10-0a4i-0900000000-fa158abad01a464950c3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Octadiene 20V, Negative-QTOF	splash10-0a4i-2900000000-22a73b0289d6254ef2d9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Octadiene 40V, Negative-QTOF	splash10-014i-9000000000-ce3b8df3853c657343f6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Octadiene 10V, Positive-QTOF	splash10-0a59-9000000000-57a95394affdcc1a88e0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Octadiene 20V, Positive-QTOF	splash10-0a4i-9000000000-ae76cfb8a779d60eeeaf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Octadiene 40V, Positive-QTOF	splash10-0693-9000000000-96b14e5440a9c9d50857	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Breath
Saliva

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Normal	24421258	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Breath	Detected but not Quantified	Not Quantified	Children (1-13 years old)	Both	Asthma	23277518	details

Associated Disorders and Diseases

Disease References

Asthma
van de Kant KD, van Berkel JJ, Jobsis Q, Lima Passos V, Klaassen EM, van der Sande L, van Schayck OC, de Jongste JC, van Schooten FJ, Derks E, Dompeling E, Dallinga JW: Exhaled breath profiling in diagnosing wheezy preschool children. Eur Respir J. 2013 Jan;41(1):183-8. doi: 10.1183/09031936.00122411. [PubMed:23277518 ]

Associated OMIM IDs

600807 (Asthma)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5367588

PDB ID

Not Available

ChEBI ID

88818

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Liisberg S, Harter HP: [8-Acylaminobicyclo(5,1,0)octadiene-(2,4), a new series of compounds with antiphlogistic activity]. Arzneimittelforschung. 1970 Dec;20(12):1874-6. [PubMed:5537085 ]
Bleasdale C, Cameron R, Edwards C, Golding BT: Dimethyldioxirane converts benzene oxide/oxepin into (Z,Z)-muconaldehyde and sym-oxepin oxide: modeling the metabolism of benzene and its photooxidative degradation. Chem Res Toxicol. 1997 Dec;10(12):1314-8. [PubMed:9437519 ]
Schulz S, Kruckert K, Weldon PJ: New terpene hydrocarbons from the alligatoridae (crocodylia, reptilia). J Nat Prod. 2003 Jan;66(1):34-8. [PubMed:12542341 ]
Kijjoa A, Pinto MM, Tantisewie B, Herz W: A New Linalool Derivative and Other Constituents from Piper ribesoides. Planta Med. 1989 Apr;55(2):193-4. [PubMed:17262340 ]
Perez-Cacho PR, Mahattanatawee K, Smoot JM, Rouseff R: Identification of sulfur volatiles in canned orange juices lacking orange flavor. J Agric Food Chem. 2007 Jul 11;55(14):5761-7. Epub 2007 Jun 19. [PubMed:17579430 ]
Williams DA, Schenk GH: Tetracyanoethylene pi-complex chemistry. Indirect spectrophotometric determination of Diels-Alder-active 1,3-dienes. Talanta. 1973 Nov;20(11):1085-96. [PubMed:18961386 ]
Wikipedia [Link]

Showing metabocard for 2,4-Octadiene (HMDB0061900)

MOL for HMDB0061900 (2,4-Octadiene)

3D MOL for HMDB0061900 (2,4-Octadiene)

3D SDF for HMDB0061900 (2,4-Octadiene)

3D-SDF for HMDB0061900 (2,4-Octadiene)

PDB for HMDB0061900 (2,4-Octadiene)

3D PDB for HMDB0061900 (2,4-Octadiene)

SMILES for HMDB0061900 (2,4-Octadiene)

INCHI for HMDB0061900 (2,4-Octadiene)

Structure for HMDB0061900 (2,4-Octadiene)

3D Structure for HMDB0061900 (2,4-Octadiene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra