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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

Description

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.

CNS Activity

Approval Year

1968
62
Targets

Targets

Primary TargetPharmacologyConditionPotency
Antagonist
2778
 0.43 mM [IC50]
Peroxisome proliferator-activated receptor gamma
111
Target ID: P37231|||Q15179
Gene ID: 5468.0
Gene Symbol: PPARG
Target Organism: Homo sapiens (Human)
Modulator
828
 41.7 µM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Basic research
Unknown

Approved Use

Unknown
Primary
Preclinical
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Effects of medium-chain fatty acids on intracellular calcium levels and the cytoskeleton in human intestinal (Caco-2) cell monolayers.
2001 Apr
In vivo absorption of medium-chain fatty acids by the rat colon exceeds that of short-chain fatty acids.
2001 Apr
Structural basis of non-specific lipid binding in maize lipid-transfer protein complexes revealed by high-resolution X-ray crystallography.
2001 Apr 27
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
[Visuo-perceptual processing in patients with schizophrenia treated with typical or atypical antipsychotics].
2001 Jan-Feb
Fatty acids inhibit anion secretion in rat colon: apical and basolateral action sites.
2001 Jul
Acute and chronic haloperidol treatments increase parkin mRNA levels in the rat brain.
2001 Jun 22
Estimation of absorption enhancement by medium-chain fatty acids in rat large intestine.
2001 Mar-Apr
Computer-aided control of water activity for lipase-catalyzed esterification in solvent-free systems.
2001 Mar-Apr
Antifungal activities of pelargonic and capric acid on Microsporum gypseum.
2001 May
D2 but not D3 receptors are elevated after 9 or 11 months chronic haloperidol treatment: influence of withdrawal period.
2001 May
Mechanistic study into the enhanced transdermal permeation of a model beta-blocker, propranolol, by fatty acids: a melting point depression effect.
2001 May 21
Lipolytic activity of ricin from Ricinus sanguineus and Ricinus communis on neutral lipids.
2001 Sep 15
The influence of caprate on rectal absorption of phenoxymethylpenicillin: experience from an in-vivo perfusion in humans.
2002 Apr
Ranking the toxicity of fatty acids on Jurkat and Raji cells by flow cytometric analysis.
2002 Dec
Enhancement of paracellular transport of heparin disaccharide across Caco-2 cell monolayers.
2002 Feb
Preparation and catalytic performance of lipases encapsulated in sol-gel materials.
2002 Jan
Suppressive effect of saturated acyl L-ascorbate on the oxidation of linoleic acid encapsulated with maltodextrin or gum arabic by spray-drying.
2002 Jul 3
Characterization of the exopolysaccharide produced by Streptococcus thermophilus 8S containing an open chain nononic acid.
2002 Nov
[Deterioration of schizoaffective disorder due to an interaction between haloperidol and carbamazepine].
2002 Oct 12
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
Alpha 2u-globulin nephropathy and carcinogenicity following exposure to decalin (decahydronaphthalene) in F344/N rats.
2003 Apr
The relationship between dopamine D2 receptor occupancy and the vacuous chewing movement syndrome in rats.
2003 Jan
Triacylglycerols determine the unusual storage physiology of Cuphea seed.
2003 Sep
Patents

Patents

04003749
2
04009039
2
04076534
2
04609650
17
04935444
2
05676925
4
05998433
6
06166265
2
06685908
3
07404964
2
07605123
3
07705169
2
07872095
5
08563685
2
08642652
3
JP2000336383A
2
JP2000514095A
2
JP2002537321A
7
JP2004525957A
2
JP2004537516A
4
JP2005270101A
2
JP2005517752A
4
JP2006089496A
2
JP2006516987A
4
JP2009522400A
3
JP2010116487A
2
JP2011506492A
5
JP3585245B2
3
JP4327604B2
4
JP4690404B2
11
JPH01206510A
2
JPH01256343A
2
JPH02268659A
3
JPH03119108A
2
JPH05123194A
2
JPH05156075A
2
JPH05279775A
2
JPH0549410A
2
JPH0556751A
2
JPH06211606A
2
JPH06228403A
2
JPH07123919A
2
JPH07135943A
2
JPH07277983A
2
JPH07277984A
2
JPH07305014A
2
JPH08154576A
2
JPH08295744A
5
JPH0995468A
2
JPH10194935A
2
JPH10226650A
2
JPH10295272A
2
JPH10295347A
2
JPH11246439A
2
JPS55144022A
2
JPS5795997A
2
JPS58134145A
2
JPS60244524A
2
JPS63218750A
2

Sample Use Guides

In Vivo Use Guide
The oral minimal dose is 1723 mg/kg (animal model).
Route of Administration: Oral
In Vitro Use Guide
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 GMT 2023
Edited
by admin
on Fri Dec 15 15:09:07 GMT 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 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
DSLD 2486 (Number of products:70)
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
NCI_THESAURUS C68421
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
JECFA EVALUATION DECANOIC ACID
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
EPA PESTICIDE CODE 128955
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
NCI_THESAURUS C68391
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
Code System Code Type Description
MERCK INDEX
m3030
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
PRIMARY Merck Index
CAS
334-48-5
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
PRIMARY
NSC
5025
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
PRIMARY
MESH
C031071
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
PRIMARY
FDA UNII
4G9EDB6V73
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
PRIMARY
WIKIPEDIA
DECANOIC ACID
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
PRIMARY
SMS_ID
100000135492
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
PRIMARY
DAILYMED
4G9EDB6V73
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
PRIMARY
CHEBI
44499
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
PRIMARY
ECHA (EC/EINECS)
206-376-4
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
PRIMARY
RXCUI
22380
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
PRIMARY RxNorm
DRUG BANK
DB03600
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
PRIMARY
PUBCHEM
2969
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
PRIMARY
EVMPD
SUB70871
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
PRIMARY
EPA CompTox
DTXSID9021554
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
PRIMARY
JECFA MONOGRAPH
10
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
PRIMARY
HSDB
2751
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
PRIMARY
CHEBI
30813
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
PRIMARY
NCI_THESAURUS
C68329
Created by admin on Fri Dec 15 15:09:07 GMT 2023 , Edited by admin on Fri Dec 15 15:09:07 GMT 2023
PRIMARY
Related Record Type Details
Structure of POTASSIUM CAPRATE
SALT/SOLVATE -> PARENT
Structure of LITHIUM CAPRATE
SALT/SOLVATE -> PARENT
Structure of CALCIUM DECANOATE
SALT/SOLVATE -> PARENT
Structure of ZINC DECANOATE
SALT/SOLVATE -> PARENT
SAW PALMETTO
PARENT -> CONSTITUENT ALWAYS PRESENT
USP
Structure of MORPHOLINE DECANOATE
SALT/SOLVATE -> PARENT
Structure of MAGNESIUM DECANOATE
SALT/SOLVATE -> PARENT
Coconut oil
LIPID -> FATTY ACID
JB Rossell and co-workers; JAOCS62(2), 221-230(1985). Range weight is a mean.
Structure of SODIUM CAPRATE
SALT/SOLVATE -> PARENT
Structure of Lanthanum(3+) decanoate
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of CAPRIC ACID
ACTIVE MOIETY
NIH
NCATS
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ACCESSIBILITY
DISCLAIMER
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