Caproic Acid

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H12O2
Molecular Weight	116.1583
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCCC(O)=O

InChI

InChIKey=FUZZWVXGSFPDMH-UHFFFAOYSA-N

InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8)

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Ingested medium-chain fatty acids are directly utilized for the acyl modification of ghrelin.	2005-05	15677766
Peroxisomal and mitochondrial oxidation of fatty acids in the heart, assessed from the 13C labeling of malonyl-CoA and the acetyl moiety of citrate.	2005-03-11	15611129
Identification and characterisation of LIP7 and LIP8 genes encoding two extracellular triacylglycerol lipases in the yeast Yarrowia lipolytica.	2005-03	15707847
Supramolecular structures of coronene and alkane acids at the Au(111)-solution interface: a scanning tunneling microscopy study.	2005-02-01	15667168
Sub-Tg relaxations due to dipolar solutes in nonpolar glass-forming solvents.	2005-01-01	15638674
Transport of prostaglandin E1 across the blood-brain barrier in rats.	2005-01	15638994
A novel class of inhibitors of peptide deformylase discovered through high-throughput screening and virtual ligand screening.	2004-12-30	15615515
Functional effects of 17alpha-hydroxyprogesterone caproate (17P) on human myometrial contractility in vitro.	2004-12-07	15585068
Isolation of Lactobacillus sakei strain KJ-2008 and its removal of characteristic malodorous gases under anaerobic culture conditions.	2004-12	15618611
Heat capacity of transfer of (Ethylene oxide)13-(propylene oxide)30-(ethylene oxide)13 from water to the aqueous anionic surfactant solutions at 298 K. A quantitative treatment.	2004-11-09	15518478
Orientation behaviour of the blood-sucking bug triatoma infestans to short-chain fatty acids: synergistic effect of L-lactic acid and carbon dioxide.	2004-11	15574819
Acetoclastic and hydrogenotrophic methane production and methanogenic populations in an acidic West-Siberian peat bog.	2004-11	15479249
Influence of adjunct cultures on volatile free fatty acids in reduced-fat Edam cheeses.	2004-10	15377601
Thermodynamic analysis of product formation in mesophilic acidogenesis of lactose.	2004-09-30	15334408
Metabolic properties of Eubacterium pyruvativorans, a ruminal 'hyper-ammonia-producing' anaerobe with metabolic properties analogous to those of Clostridium kluyveri.	2004-09	15347751
A novel thermostable esterase from the thermoacidophilic archaeon Sulfolobus tokodaii strain 7.	2004-07-01	15212797
Off-vine grape drying effect on volatile compounds and aromatic series in must from Pedro Ximénez grape variety.	2004-06-16	15186115
Separation and conductimetric detection of C1-C7 aliphatic monocarboxylic acids and C1-C7 aliphatic monoamines on unfunctionized polymethacrylate resin columns.	2004-06-11	15250420
Application of polymethacrylate resin as stationary phase in liquid chromatography with UV detection for C1-C7 aliphatic monocarboxylic acids and C1-C7 aliphatic monoamines.	2004-06-11	15250419
Design and chemical synthesis of a magnetic resonance contrast agent with enhanced in vitro binding, high blood-brain barrier permeability, and in vivo targeting to Alzheimer's disease amyloid plaques.	2004-05-25	15147190
Evaluation of antioxidant activity of Australian tea tree (Melaleuca alternifolia) oil and its components.	2004-05-19	15137824
Isotachophoretic separation of alkylsulfonates and determination of methanesulfonic acid as main component and as trace component in pharmaceutical drug substances.	2004-05-07	15124821
Impairment of male reproduction in adult rats exposed to hydroxyprogesterone caproate in utero.	2004-05	15146273
Blockage of methylcitrate cycle inhibits polyketide production in Aspergillus nidulans.	2004-04	15066039
Regulation of microglial inflammatory response by sodium butyrate and short-chain fatty acids.	2004-03	14744800
2-ammonio-6-(3-oxidopyridinium-1-yl)hexanoate (OP-lysine) is a newly identified advanced glycation end product in cataractous and aged human lenses.	2004-02-20	14634019
Heterogeneous catalysis using a nanostructured solid acid resin based on lyotropic liquid crystals.	2004-02-18	14871076
Sampling and analysis of volatile organic compounds in bovine breath by solid-phase microextraction and gas chromatography-mass spectrometry.	2004-01-30	14753672
Impact of unusual fatty acid synthesis on futile cycling through beta-oxidation and on gene expression in transgenic plants.	2004-01	14671017
Role of the fuel utilized by tissues on coronary vessel response to physical stimuli in isolated rat hearts.	2004	14984311
Immunology of term and preterm labor.	2003-12-02	14651749
Characteristic aroma components of rennet casein.	2003-11-05	14582977
Regulation of glucose-6-phosphatase gene expression in cultured hepatocytes and H4IIE cells by short-chain fatty acids: role of hepatic nuclear factor-4alpha.	2003-10-17	12915406
The opposing effects of endothelin-1 and C-type natriuretic peptide on apoptosis of neonatal rat cardiac myocytes.	2003-08-01	12909191
Novel bacteria degrading N-acylhomoserine lactones and their use as quenchers of quorum-sensing-regulated functions of plant-pathogenic bacteria.	2003-08	12904538
Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection.	2003-07-15	12829005
Eubacterium pyruvativorans sp. nov., a novel non-saccharolytic anaerobe from the rumen that ferments pyruvate and amino acids, forms caproate and utilizes acetate and propionate.	2003-07	12892112
Olfactory discrimination of short chain fatty acids in rats with large bilateral lesions of the olfactory bulbs.	2003-06	12826532
Actinidia arguta: volatile compounds in fruit and flowers.	2003-06	12737978
Photoinitiated crosslinked degradable copolymer networks for tissue engineering applications.	2003-06	12695075
Aroma compounds formed from 3-methyl-2,4-nonanedione under photooxidative conditions.	2003-05-21	12744678
Fatty acids as an energy source for the operation of axoplasmic transport.	2003-05-16	12711076
The thiourea group modulates the fluorescence emission decay of fluorescein-labeled molecules.	2003-05	12812292
Chemical and physical characterization by EELS of strontium hexanoate reverse micelles and strontium carbonate nanophase produced during tribological experiments.	2003-04	12694424
Chemical composition of precloacal secretions of two Liolaemus fabiani populations: are they different?	2003-03	12757324
SREBP-1 integrates the actions of thyroid hormone, insulin, cAMP, and medium-chain fatty acids on ACCalpha transcription in hepatocytes.	2003-02	12576518
Headspace gas chromatography-mass spectrometry of volatile compounds in murici (Byrsonima crassifolia l. Rich).	2003-01-24	12580497
Enhanced permeability of phenylalanyl-glycine (Phe-Gly) across the intestinal membranes by chemical modification with various fatty acids.	2003	15618716
Susceptibility of Escherichia coli to C2-C18 fatty acids.	2003	15058184
Hydrogen production from wastewater by acidogenic granular sludge.	2003	12578188

Patents

Name

Type

Language

Caproic Acid

Official Name

English

HEXANOIC ACID

Preferred Name

English

CAPROIC ACID [HSDB]

Common Name

English

HEXANOIC ACID [FCC]

Common Name

English

HEXANOIC ACID [FHFI]

Common Name

English

CAPROIC ACID (CONSTITUENT OF SAW PALMETTO) [DSC]

Common Name

English

1-PENTANE CARBOXYLIC ACID

Systematic Name

English

NSC-35598

Code

English

N-CAPROIC ACID [MI]

Common Name

English

NSC-8266

Code

English

1-HEXANOIC ACID

Systematic Name

English

PENTYLFORMIC ACID

Systematic Name

English

FEMA NO. 2559

Code

English

N-CAPROIC ACID

Common Name

English

Classification Tree Code System Code

JECFA EVALUATION

HEXANOIC ACID