P. aeruginosa Metabolome Database: octanoate (PAMDB110758)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 11:54:54 AM

Metabolite ID

PAMDB110758

Identification

Name:

octanoate

Description:

A straight-chain saturated fatty acid anion that is the conjugate base of octanoic acid (caprylic acid); believed to block adipogenesis.

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

octanoate (n-C8:0)
C-8 acid
n-caprylic acid
caprylic acid
capryloate
1-heptanecarboxylic acid
neo-fat 8
octanoic acid
n-octanoic acid
n-octic acid
octoic acid
n-octylic acid

Chemical Formula:

C₈H₁₅O₂

Average Molecular Weight:

143.2

Monoisotopic Molecular Weight:

144.1150297578

InChI Key:

WWZKQHOCKIZLMA-UHFFFAOYSA-M

InChI:

InChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10)/p-1

CAS number:

124-07-2

IUPAC Name:

octanoate

Traditional IUPAC Name:

caprylic acid

SMILES:

CCCCCCCC(=O)[O-]

Chemical Taxonomy

Taxonomy Description

This compound belongs to the class of chemical entities known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Chemical entities

Super Class

Organic compounds

Class

Lipids and lipid-like molecules

Sub Class

Fatty Acyls

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

medium-chain fatty acid (CHEBI:28837 )
straight-chain saturated fatty acid (CHEBI:28837 )
Straight chain fatty acids (C06423 )
Saturated fatty acids (C06423 )
Straight chain fatty acids (LMFA01010008 )

Physical Properties

State:

Liquid

Charge:

-1

Melting point:

16.5 °C

Experimental Properties:

Property	Value	Reference
Melting Point	16.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.789 mg/mL	Not Available
LogP	3.05	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
Water Solubility	0.91 mg/mL	ALOGPS
logP	2.92	ALOGPS
logP	2.7	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	5.19	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	40.28 m³·mol^-1	ChemAxon
Polarizability	17.4 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Not Available

Reactions:

VAI-2 + Water → L-homoserine lactone + octanoate

Pathways:

Beta Oxidation of Very Long Chain Fatty Acids pae01040

Spectra

Spectra:

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)	splash10-0159-0910000000-e609d5de69ede6fbcde0	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (1 TMS)	splash10-0gb9-1920000000-1dc6ed976e003f99e23d	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS	Not Available
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)	splash10-0006-0900000000-bb237630bedcee6145d1	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)	splash10-0006-2900000000-98284f50a271878c8481	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)	splash10-0006-5900000000-209fbbacd4996b9a770d	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive	splash10-03kc-9000000000-74cfce03769b41313952	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-0006-0900000000-e2c4dff10393086340f7	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-0006-1900000000-bbde8564b4e5543a636a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available
MS	Mass Spectrum (Electron Ionization)	splash10-03kc-9000000000-8c7db9a9d75b2cc1bd1c	View in MoNA
1D NMR	1H NMR Spectrum	Not Available
1D NMR	1H NMR Spectrum	Not Available
1D NMR	13C NMR Spectrum	Not Available
1D NMR	1H NMR Spectrum	Not Available
1D NMR	13C NMR Spectrum	Not Available
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available

References

References:

Han J, Farmer SR, Kirkland JL, Corkey BE, Yoon R, Pirtskhalava T, Ido Y, Guo W (2002)Octanoate attenuates adipogenesis in 3T3-L1 preadipocytes. The Journal of nutrition 132, Pubmed: 11983812

Synthesis Reference:

Caprylic acid. Jpn. Kokai Tokkyo Koho (1983), 4 pp.

Material Safety Data Sheet (MSDS)

Download (PDF)

Links

External Links:

Resource	Link
CAS	124-07-2
ChEBI	25646
ChemSpider	106634
HMDB	HMDB00482
IAF1260	48223
KEGG	C06423
MetaboLights	MTBLC25646
NCI	5024
PubChem	119389
UMBBD-Compounds	c0047

octanoate (PAMDB110758)

Structure for octanoate (PAMDB110758)