Quick Search
CAS: 334-48-5
MF: C10H20O2
MW: 172.26
EINECS: 206-376-4
Description
C10 Capric Acid, also known as decanoic acid or decylic acid, is a saturated fatty acid, medium-chain fatty acid (MCFA), and carboxylic acid.
C10 Capric Acid's formula is CH3(CH2)8COOH.
Salts and esters of decanoic acid are called caprates or decanoates.
The term C10 Capric Acid is derived from the Latin "caper / capra" (goat) because the sweaty, unpleasant smell of the compound is reminiscent of goats.
C10 Capric Acid is a short-chain, saturated acid occurring naturally in palm and coconut oils, as well as certain types of milk.
C10 Capric Acid is used for a variety of industrial and manufacturing processes.
Also known as C10 fatty acid and decanoic acid, C10 Capric Acid is commonly derived from both vegetable and animal sources.
White crystalline solid with a rancid odor.
Melting point 31.5°C.
Soluble in most organic solvents and in dilute nitric acid; non-toxic.
C10 Capric Acid used to make esters for perfumes and fruit flavors and as an intermediate for food-grade additives.
Decanoic acid, or C10 Capric Acid, is a saturated fatty acid.
Salts and esters of C10 Capric Acid is called decanoates or "caprates".
The term C10 Capric Acid arises from the Latin "capric" which pertains to goats due to their olfactory similarities.
C10 Capric Acid occurs naturally in coconut oil (about 10%) and palm kernel oil (about 4 %), otherwise it is uncommon in typical seed oils.
C10 Capric Acid is found in the milk of various mammals and to a lesser extent in other animal fats.
Two other acids are named after goats: caproic (a C6 fatty acid) and caprylic (a C8 fatty acid).
Along with C10 Capric Acid, these total 15 % in goat milk fat.
C10 Capric Acid Chemical Properties
Melting point: 27-32 °C(lit.)
Boiling point: 268-270 °C(lit.)
Density: 0.893 g/mL at 25 °C(lit.)
Vapor pressure: 15 mm Hg ( 160 °C)
Refractive index: 1.4169
FEMA: 2364 | DECANOIC ACID
Fp: >230 °F
Storage temp.: room temp
Solubility: Chloroform (Slightly), Methanol (Slightly)
pka: 4.79±0.10(Predicted)
Form: Crystalline Solid
Color: White
PH: 4 (0.2g/l, H2O, 20℃)
Odor: Odorless
Water Solubility: 0.15 g/L (20 º C)
Merck: 14,1758
JECFA Number: 105
BRN: 1754556
Stability: Stable. Incompatible with bases, reducing agents, oxidizing agents.
LogP: 4.1 at 20℃
CAS DataBase Reference: 334-48-5(CAS DataBase Reference)
NIST Chemistry Reference: C10 Capric Acid (334-48-5)
EPA Substance Registry System: C10 Capric Acid (334-48-5)
Occurrence
C10 Capric Acid occurs naturally in coconut oil (about 10%) and palm kernel oil (about 4%), otherwise it is uncommon in typical seed oils.
C10 Capric Acid is found in the milk of various mammals and to a lesser extent in other animal fats.
Two other acids are named after goats: C10 Capric Acid (a C6:0 fatty acid) and caprylic acid (a C8:0 fatty acid).
Along with capric acid, these total 15% in goat milk fat.
Production
C10 Capric Acid can be prepared from oxidation of the primary alcohol decanol by using chromium trioxide (CrO3) oxidant under acidic conditions.
Neutralization of C10 Capric Acid or saponification of its triglyceride esters with sodium hydroxide yields sodium caprate, CH3(CH2)8CO−2Na+.
C10 Capric Acid is a component of some types of soap.
Uses
C10 Capric Acid is used in the manufacture of esters for artificial fruit flavors and perfumes.
C10 Capric Acid is also used as an intermediate in chemical syntheses.
C10 Capric Acid is used in organic synthesis and industrially in the manufacture of perfumes, lubricants, greases, rubber, dyes, plastics, food additives and pharmaceuticals.
C10 Capric Acid is used in manufacturing of esters for artificial fruit flavors and perfumes.
Pharmaceuticals
Caprate ester prodrugs of various pharmaceuticals are available.
Since C10 Capric Acid is a fatty acid, forming a salt or ester with a drug will increase its lipophilicity and its affinity for adipose tissue.
Since distribution of a drug from fatty tissue is usually slow, one may develop a long-acting injectable form of a drug (called a depot injection) by using its caprate form.
Some examples of drugs available as a caprate ester include nandrolone, fluphenazine, bromperidol, and haloperidol.
Effects
C10 Capric Acid acts as a non-competitive AMPA receptor antagonist at therapeutically relevant concentrations, in a voltage- and subunit-dependent manner, and C10 Capric Acid is sufficient to explain C10 Capric Acid's antiseizure effects.
This direct inhibition of excitatory neurotransmission by C10 Capric Acid in the brain contributes to the anticonvulsant effect of the MCT ketogenic diet.
C10 Capric Acid and the AMPA receptor antagonist drug perampanel act at separate sites on the AMPA receptor, and so C10 Capric Acid is possible that they have a cooperative effect at the AMPA receptor, suggesting that perampanel and the ketogenic diet could be synergistic.
C10 Capric Acid may be responsible for the mitochondrial proliferation associated with the ketogenic diet, and that this may occur via PPARγ receptor agonism and its target genes involved in mitochondrial biogenesis.
Complex I activity of the electron transport chain is substantially elevated by decanoic acid treatment.
C10 Capric Acid should however be noted that orally ingested medium chain fatty acids would be very rapidly degraded by first-pass metabolism by being taken up in the liver via the portal vein, and are quickly metabolized via coenzyme A intermediates through β-oxidation and the citric acid cycle to produce carbon dioxide, acetate and ketone bodies.
Whether the ketones β-hydroxybutryate and acetone have direct antiseizure activity is unclear.
Biochem/physiol Actions
C10 Capric Acid is helpful in the attenuation of oxidative stress.
C10 Capric Acid in ketogenic diet is involved in mitochondrial biogenesis thereby enhancing the citrate synthase and complex I activity of electron transport chain.
Synonyms
Decanoic acid
CAPRIC ACID
334-48-5
n-Decanoic acid
n-Capric acid
Decoic acid
Decylic acid
Caprinic acid
n-Decylic acid
1-Nonanecarboxylic acid
Caprynic acid
n-Decoic acid
Neo-fat 10
Hexacid 1095
NSC 5025
FEMA No. 2364
C10:0
Lead caprate
Emery 659
MFCD00004441
4G9EDB6V73
CHEBI:30813
caprynate
decoate
decylate
NSC-5025
n-caprate
n-decoate
n-decylate
NCGC00091320-02
1-nonanecarboxylate
Decanoic acid anion
DSSTox_CID_1554
DSSTox_RID_76208
DSSTox_GSID_21554
C10 fatty acid
DKA
Fatty acid(C10)
Econosan Acid Sanitizer
Decanoic acid (natural)
Versatic 10
CAS-334-48-5
CCRIS 4610
HSDB 2751
EINECS 206-376-4
EPA Pesticide Chemical Code 128955
BRN 1754556
UNII-4G9EDB6V73
Dekansaeure
Kaprinsaeure
AI3-04453
1-decanoic acid
nonanecarboxylic acid
Nat. Decanoic Acid
Prifrac 296
Prifac 296
Decanoic acid, 96%
Prifac 2906
Decanoic acid-[13C]
Nonane-1-carboxylic acid
Lunac 10-95
Lunac 10-98
bmse000370
CAPRIC ACID [INCI]
SCHEMBL2682
WLN: QV9
DECANOIC ACID [FCC]
N-CAPRIC ACID [MI]
DECANOIC ACID [FHFI]
DECANOIC ACID [HSDB]
4-02-00-01041 (Beilstein Handbook Reference)
Decanoic acid, >=98.0%
MLS002415724
CH3-[CH2]8-COOH
PRIFAC-2906
(1(1)(3)C)Decanoic acid
CHEMBL107498
GTPL5532
PALMAC-99-10
DTXSID9021554
N-CAPRIC ACID [WHO-DD]
Decanoic acid, lead (2+) salt
NSC5025
Decanoic acid, analytical standard
HMS2267B15
ZINC1529229
Decanoic acid, >=98.0% (GC)
Tox21_113533
Tox21_202209
Tox21_300366
LMFA01010010
s6906
STL445666
Decanoic acid, >=98%, FCC, FG
AKOS000119623
CS-W016025
DB03600
HY-W015309
NCGC00091320-01
NCGC00091320-03
NCGC00091320-04
NCGC00091320-05
NCGC00254437-01
NCGC00259758-01
AS-14704
BP-27911
FA(10:0)
SMR001252255
SY061635
D0017
Decanoic acid, natural, >=98%, FCC, FG
FT-0665532
FT-0665533
EN300-19724
C01571
D70225
A875289
Q422613
W-202368
CAPRIC ACID (CONSTITUENT OF SAW PALMETTO) [DSC]
Z104474944
B1334-066368
98230577-0D20-4F70-B532-00AC60132CFE
1-(S)- cis 9-Aminooctahydro-10-oxo-6H-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid, t-butyl ester
