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Details

Stereochemistry ACHIRAL
Molecular Formula C10H20O2
Molecular Weight 172.2646
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CAPRIC ACID

SMILES

CCCCCCCCCC(O)=O

InChI

InChIKey=GHVNFZFCNZKVNT-UHFFFAOYSA-N
InChI=1S/C10H20O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2-9H2,1H3,(H,11,12)

HIDE SMILES / InChI

Molecular Formula C10H20O2
Molecular Weight 172.2646
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Capric acid (decanoic acid) is a medium-chain fatty acid found in saturated fats (cow butter, and plant oils like coconut oil). Capric acid is a major constituent of the MCT ketogenic diet, providing about 40% of the medium chain fat within the diet. The acid is discussed to have positive effect on seizure control through direct AMPA receptor inhibition and on mitochondrial diseases through the binding to PPARgamma. It readily crosses the blood-brain barrier, probably by a combination of diffusion and saturable carrier-mediated transport via a medium-chain fatty acid transporter.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.43 mM [IC50]
Target ID: P37231|||Q15179
Gene ID: 5468.0
Gene Symbol: PPARG
Target Organism: Homo sapiens (Human)
41.7 µM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Subjective response to antipsychotic treatment and compliance in schizophrenia. A naturalistic study comparing olanzapine, risperidone and haloperidol (EFESO Study).
2001
[New data on composition of esssential oil from inflorescence of everlasting (Helichrysum arenarium(L.) Moench.)].
2001 Aug
Outcome comparison of patients receiving oral or depot neuroleptic medication.
2001 Aug
Haloperidol decanoate in children.
2001 Aug
Systemic relaxin in pregnant pony mares grazed on endophyte-infected fescue: effects of fluphenazine treatment.
2001 Aug 1
Biosynthesis and structural characterization of medium-chain-length poly(3-hydroxyalkanoates) produced by Pseudomonas aeruginosa from fatty acids.
2001 Aug 20
Biosynthesis of acaterin: coupling of C(5) unit with octanoate.
2001 Aug 24
Fatty acids inhibit anion secretion in rat colon: apical and basolateral action sites.
2001 Jul
Estimation of absorption enhancement by medium-chain fatty acids in rat large intestine.
2001 Mar-Apr
Clinical outcome following neuroleptic discontinuation in patients with remitted recent-onset schizophrenia.
2001 Nov
Bullfrog ghrelin is modified by n-octanoic acid at its third threonine residue.
2001 Nov 2
Human serum albumin binding of novel antiretroviral nucleoside derivatives of AZT.
2001 Nov 9
Chemical characterization of lipid A from some marine proteobacteria.
2001 Sep
Lipolytic activity of ricin from Ricinus sanguineus and Ricinus communis on neutral lipids.
2001 Sep 15
Effect of chronic treatment with haloperidol on vasopressin release and behavioral changes by osmotic stimulation of the supraoptic nucleus.
2001 Sep 21
Antipsychotic prescribing practices in Connecticut's public mental health system: rates of changing medications and prescribing styles.
2002
Prolonged anti-inflammatory action of DL-lactide/glycolide copolymer nanospheres containing betamethasone sodium phosphate for an intra-articular delivery system in antigen-induced arthritic rabbit.
2002 Apr
Penetration of engineered antibody fragments into the eye.
2002 Apr
Saturated triglycerides and fatty acids activate neutrophils depending on carbon chain-length.
2002 Apr
PCR cloning of polyhydroxyalkanoate biosynthesis genes from Burkholderia caryophylli and their functional expression in recombinant Escherichia coli.
2002 Apr 23
The role of the fatty acid beta-oxidation multienzyme complex from Pseudomonas oleovorans in polyhydroxyalkanoate biosynthesis: molecular characterization of the fadBA operon from P. oleovorans and of the enoyl-CoA hydratase genes phaJ from P. oleovorans and Pseudomonas putida.
2002 Aug
Identification of bacteria in drinking and purified water during the monitoring of a typical water purification system.
2002 Aug 15
Ranking the toxicity of fatty acids on Jurkat and Raji cells by flow cytometric analysis.
2002 Dec
Palmitate-induced cardiac apoptosis is mediated through CPT-1 but not influenced by glucose and insulin.
2002 Feb
A sensitive and simplified method to analyze free fatty acids in children with mitochondrial beta oxidation disorders using gas chromatography/mass spectrometry and dried blood spots.
2002 Feb
Self-assembled vesicles of monocarboxylic acids and alcohols: conditions for stability and for the encapsulation of biopolymers.
2002 Feb 10
Hydroxylation of fatty acids by microsomal and reconstituted cytochrome P450 2B1.
2002 Feb 13
The enhancing effect of nasal absorption of FITC-dextran 4,400 by beta-sitosterol beta-D-glucoside in rabbits.
2002 Feb 19
Nasal glucagon delivery using microcrystalline cellulose in healthy volunteers.
2002 Feb 21
Preparation and catalytic performance of lipases encapsulated in sol-gel materials.
2002 Jan
Fluphenazine plasma level monitoring for patients receiving fluphenazine decanoate.
2002 Jan 1
Effect of fatty acid chain length on initial reaction rates and regioselectivity of lipase-catalysed esterification of disaccharides.
2002 Jul 16
Flavor production from edible oils and their constituents by Penicillium corylophilum.
2002 Jun
Tardive dyskinesia model in the common marmoset.
2002 Mar
Augmented increase in tight junction permeability by luminal stimuli in the non-inflamed ileum of Crohn's disease.
2002 Mar
In vitro evaluation of the release of albuterol sulfate from polymer gels: effect of fatty acids on drug transport across biological membranes.
2002 Nov
Acyl CoA profiles of transgenic plants that accumulate medium-chain fatty acids indicate inefficient storage lipid synthesis in developing oilseeds.
2002 Nov
Haloperidol decanoate doses of 200, 100, or 50 mg/month reduced symptomatic exacerbations more than a 25 mg/month dose in schizophrenia.
2002 Nov
Characterization of the exopolysaccharide produced by Streptococcus thermophilus 8S containing an open chain nononic acid.
2002 Nov
Effect of sodium caprate on the intestinal absorption of two modified antisense oligonucleotides in pigs.
2002 Nov
Biochemical evidence against protein-mediated uptake of myristic acid in the bioluminescent marine bacterium Vibrio harveyi.
2002 Oct
[Deterioration of schizoaffective disorder due to an interaction between haloperidol and carbamazepine].
2002 Oct 12
Solid-phase microextraction in combination with GC/MS for quantification of the major volatile free fatty acids in ewe cheese.
2002 Oct 15
Gastric emptying in rats following administration of a range of different fats measured as acetaminophen concentration in plasma.
2003
Combinatorial use of sodium laurate with taurine or L-glutamine enhances colonic absorption of rebamipide, poorly absorbable antiulcer drug, without any serious histopathological mucosal damages.
2003 Apr
Single administration toxicokinetic studies of decalin (decahydronaphthalene) in rats and mice.
2003 Apr
The relationship between dopamine D2 receptor occupancy and the vacuous chewing movement syndrome in rats.
2003 Jan
First-order kinetics analysis of monomer composition dependent polyhydroxyalkanoic acid degradation in Pseudomonas spp.
2003 Mar-Apr
Acute mechanism of medium chain fatty acid-induced enhancement of airway epithelial permeability.
2003 May
Fatty acids as an energy source for the operation of axoplasmic transport.
2003 May 16
Patents

Sample Use Guides

The oral minimal dose is 1723 mg/kg (animal model).
Route of Administration: Oral
In a seizure model, rat cortex-hippocampus slices were incubated with 100 uM and 1 mM of capric acid. The fatty acid was found to reduce the frequency of epileptiform discharges at these conentrations.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:09:07 UTC 2023
Edited
by admin
on Fri Dec 15 15:09:07 UTC 2023
Record UNII
4G9EDB6V73
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CAPRIC ACID
INCI  
INCI  
Official Name English
N-CAPRIC ACID [MI]
Common Name English
PRIFAC-2906
Code English
DECANOIC ACID [FCC]
Common Name English
CAPRIC ACID [INCI]
Common Name English
DECANOIC ACID
FCC   FHFI   HSDB  
Systematic Name English
DECANOIC ACID [FHFI]
Common Name English
N-DECANOIC ACID
Common Name English
1-NONANECARBOXYLIC ACID
Systematic Name English
N-CAPRIC ACID
MI   WHO-DD  
Common Name English
PALMAC-99-10
Code English
NSC-5025
Code English
N-Capric acid [WHO-DD]
Common Name English
CAPRIC ACID (CONSTITUENT OF SAW PALMETTO) [DSC]
Common Name English
DECANOIC ACID [HSDB]
Common Name English
FEMA NO. 2364
Code English
Classification Tree Code System Code
CFR 21 CFR 172.860
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
DSLD 2486 (Number of products:70)
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
NCI_THESAURUS C68421
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
JECFA EVALUATION DECANOIC ACID
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
EPA PESTICIDE CODE 128955
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
NCI_THESAURUS C68391
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
Code System Code Type Description
MERCK INDEX
m3030
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
PRIMARY Merck Index
CAS
334-48-5
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
PRIMARY
NSC
5025
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
PRIMARY
MESH
C031071
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
PRIMARY
FDA UNII
4G9EDB6V73
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
PRIMARY
WIKIPEDIA
DECANOIC ACID
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
PRIMARY
SMS_ID
100000135492
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
PRIMARY
DAILYMED
4G9EDB6V73
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
PRIMARY
CHEBI
44499
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
PRIMARY
ECHA (EC/EINECS)
206-376-4
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
PRIMARY
RXCUI
22380
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
PRIMARY RxNorm
DRUG BANK
DB03600
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
PRIMARY
PUBCHEM
2969
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
PRIMARY
EVMPD
SUB70871
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
PRIMARY
EPA CompTox
DTXSID9021554
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
PRIMARY
JECFA MONOGRAPH
10
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
PRIMARY
HSDB
2751
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
PRIMARY
CHEBI
30813
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
PRIMARY
NCI_THESAURUS
C68329
Created by admin on Fri Dec 15 15:09:07 UTC 2023 , Edited by admin on Fri Dec 15 15:09:07 UTC 2023
PRIMARY
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SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
PARENT -> CONSTITUENT ALWAYS PRESENT
USP
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
LIPID -> FATTY ACID
JB Rossell and co-workers; JAOCS62(2), 221-230(1985). Range weight is a mean.
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
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ACTIVE MOIETY