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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 17:40:57 UTC

Update Date

2022-03-07 02:52:49 UTC

HMDB ID

HMDB0031101

Secondary Accession Numbers

HMDB31101

Metabolite Identification

Common Name

8-Hydroxy-5,6-octadienoic acid

Description

8-Hydroxy-5,6-octadienoic acid belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain. Based on a literature review very few articles have been published on 8-Hydroxy-5,6-octadienoic acid.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
8-Hydroxy-5,6-octadienoate	Generator

Chemical Formula

C₈H₁₂O₃

Average Molecular Weight

156.1791

Monoisotopic Molecular Weight

156.07864425

IUPAC Name

8-hydroxyocta-5,6-dienoic acid

Traditional Name

8-hydroxyocta-5,6-dienoic acid

CAS Registry Number

Not Available

SMILES

OCC=C=CCCCC(O)=O

InChI Identifier

InChI=1S/C8H12O3/c9-7-5-3-1-2-4-6-8(10)11/h1,5,9H,2,4,6-7H2,(H,10,11)

InChI Key

LNDWPMYWLUFZEI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Medium-chain hydroxy acids and derivatives

Direct Parent

Medium-chain hydroxy acids and derivatives

Alternative Parents

Substituents

Medium-chain hydroxy acid
Medium-chain fatty acid
Hydroxy fatty acid
Straight chain fatty acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0031101)
Cytoplasm (HMDB: HMDB0031101)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031101)

Source

Endogenous

Endogenous (HMDB: HMDB0031101)

Exogenous

Food

Food (HMDB: HMDB0031101)

Fat and oil

Fats and oils (FooDB: FOOD00864)

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	3.44 g/L	ALOGPS
logP	0.91	ALOGPS
logP	0.85	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	4.51	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	42.85 m³·mol⁻¹	ChemAxon
Polarizability	17.07 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	136.71	31661259
DarkChem	[M-H]-	133.926	31661259
DeepCCS	[M+H]+	132.774	30932474
DeepCCS	[M-H]-	129.401	30932474
DeepCCS	[M-2H]-	166.009	30932474
DeepCCS	[M+Na]+	141.391	30932474
AllCCS	[M+H]+	134.9	32859911
AllCCS	[M+H-H2O]+	130.9	32859911
AllCCS	[M+NH4]+	138.6	32859911
AllCCS	[M+Na]+	139.7	32859911
AllCCS	[M-H]-	135.8	32859911
AllCCS	[M+Na-2H]-	137.7	32859911
AllCCS	[M+HCOO]-	139.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-Hydroxy-5,6-octadienoic acid	OCC=C=CCCCC(O)=O	2532.8	Standard polar	33892256
8-Hydroxy-5,6-octadienoic acid	OCC=C=CCCCC(O)=O	1387.3	Standard non polar	33892256
8-Hydroxy-5,6-octadienoic acid	OCC=C=CCCCC(O)=O	1495.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
8-Hydroxy-5,6-octadienoic acid,1TMS,isomer #1	C[Si](C)(C)OCC=C=CCCCC(=O)O	1627.8	Semi standard non polar	33892256
8-Hydroxy-5,6-octadienoic acid,1TMS,isomer #2	C[Si](C)(C)OC(=O)CCCC=C=CCO	1541.5	Semi standard non polar	33892256
8-Hydroxy-5,6-octadienoic acid,2TMS,isomer #1	C[Si](C)(C)OCC=C=CCCCC(=O)O[Si](C)(C)C	1685.5	Semi standard non polar	33892256
8-Hydroxy-5,6-octadienoic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC=C=CCCCC(=O)O	1886.9	Semi standard non polar	33892256
8-Hydroxy-5,6-octadienoic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCCC=C=CCO	1781.1	Semi standard non polar	33892256
8-Hydroxy-5,6-octadienoic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC=C=CCCCC(=O)O[Si](C)(C)C(C)(C)C	2115.7	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 - 8-Hydroxy-5,6-octadienoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-004u-9300000000-7c656c6709b1cd66c830	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxy-5,6-octadienoic acid GC-MS (2 TMS) - 70eV, Positive	splash10-00tr-9850000000-9580ef19dc8985118461	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxy-5,6-octadienoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxy-5,6-octadienoic acid 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-Hydroxy-5,6-octadienoic acid 10V, Positive-QTOF	splash10-052r-1900000000-94a2a9b656f91e7fcf3c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-5,6-octadienoic acid 20V, Positive-QTOF	splash10-059e-9400000000-1f9f8257341c27ff4a22	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-5,6-octadienoic acid 40V, Positive-QTOF	splash10-0fbc-9000000000-b5c16edf4483569a31c4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-5,6-octadienoic acid 10V, Negative-QTOF	splash10-0a4i-2900000000-1bb757d38b2f5a7fe7f0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-5,6-octadienoic acid 20V, Negative-QTOF	splash10-0a4i-5900000000-042db6752ef25955f916	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-5,6-octadienoic acid 40V, Negative-QTOF	splash10-0a4l-9100000000-e4d70c387d314a473e12	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-5,6-octadienoic acid 10V, Positive-QTOF	splash10-00ou-9200000000-8ef690ba135a448d0260	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-5,6-octadienoic acid 20V, Positive-QTOF	splash10-00lr-9100000000-d3c896fe179cf096714a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-5,6-octadienoic acid 40V, Positive-QTOF	splash10-0gdi-9000000000-50b0a96a187bd52e67f1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-5,6-octadienoic acid 10V, Negative-QTOF	splash10-0a4i-0900000000-7a03898d2b82353f1435	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-5,6-octadienoic acid 20V, Negative-QTOF	splash10-0a4r-5900000000-ceee4d26c6fa3d95bdbe	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxy-5,6-octadienoic acid 40V, Negative-QTOF	splash10-0a4l-9000000000-61b88c00e418b0d42423	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB003108

KNApSAcK ID

Not Available

Chemspider ID

21375188

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54042244

PDB ID

Not Available

ChEBI ID

Not Available

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 8-Hydroxy-5,6-octadienoic acid (HMDB0031101)

MOL for HMDB0031101 (8-Hydroxy-5,6-octadienoic acid)

3D MOL for HMDB0031101 (8-Hydroxy-5,6-octadienoic acid)

3D SDF for HMDB0031101 (8-Hydroxy-5,6-octadienoic acid)

3D-SDF for HMDB0031101 (8-Hydroxy-5,6-octadienoic acid)

PDB for HMDB0031101 (8-Hydroxy-5,6-octadienoic acid)

3D PDB for HMDB0031101 (8-Hydroxy-5,6-octadienoic acid)

SMILES for HMDB0031101 (8-Hydroxy-5,6-octadienoic acid)

INCHI for HMDB0031101 (8-Hydroxy-5,6-octadienoic acid)

Structure for HMDB0031101 (8-Hydroxy-5,6-octadienoic acid)

3D Structure for HMDB0031101 (8-Hydroxy-5,6-octadienoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra