PRODUCTS

HYDROXYCAPRIC ACID

CAS NUMBER: 1679-53-4

EC NUMBER: 216-848-1

MOLECULAR FORMULA: C10H20O3

MOLECULAR WEIGHT: 188.26

IUPAC NAME: 10-hydroxydecanoic acid

Hydroxycapric Acid is a 10-carbon, omega-hydroxy fatty acid, shown to be the preferred hydroxylation product (together with the 9-OH isomer) of capric acid in biosystems, and used as a standard in lipid assays; reported to have cytotoxic effects.
Hydroxycapric Acid is an omega-hydroxy fatty acid and a medium-chain fatty acid.
Hydroxycapric Acid derives from a decanoic acid.
Hydroxycapric Acid is a conjugate acid of a 10-hydroxycaprate.

Hydroxycapric Acid is a specialized saturated fatty acid that is a minor constituent of royal jelly.
Hydroxycapric Acid was scientifically discovered in 1957

Substituents:
-Medium-chain hydroxy acid
-Medium-chain fatty acid
-Beta-hydroxy acid
-Hydroxy fatty acid
-Fatty acyl
-Fatty acid
-Secondary alcohol
-Carboxylic acid derivative
-Carboxylic acid
-Monocarboxylic acid or derivatives
-Organic oxide
-Alcohol
-Carbonyl group
-Hydrocarbon derivative
-Organic oxygen compound
-Organooxygen compound
-Aliphatic acyclic compound

Hydroxycapric Acid, shown to be the preferred hydroxylation product (together with the 9-OH isomer) of capric acid in biosystems, and used as a standard in lipid assays; reported to have cytotoxic effects.
Hydroxycapric Acid is a normally occurring carboxylic acid in human blood plasma. Medium- and long-chain 3-hydroxymonocarboxylic acids represent intermediates in the beta-oxidation of fatty acids.
They accumulate in the plasma of patients with an inherited deficiency of long-chain 3-hydroxyacylCoA dehydrogenase .

Hydroxycapric Acid has been described in diverse clinical cases: in cases of juvenile-onset recurrent myoglobinuria, hypoketotic hypoglycemic encephalopathy, in hypertrophic/dilatative cardiomyopathy, in sudden infant death, and in fulminant hepatic failure.
Hydroxycapric Acid has some shape-transforming action on the membrane of intact human erythrocytes
Hydroxycapric Acid is a fatty acid found in the lipophilic portion of the lipopolysaccharide fraction of P. ovalis, an aerobic bacterium.

Synthesis of the hydroxy portion of Hydroxycapric Acid occurs through oxygenation by monooxygenase, using molecular O2 as its substrate.
Hydroxycapric Acid is a synthetic ingredient that functions as a skin-conditioning and occlusive agent.

Hydroxycapric Acid, a natural fatty acid that has been extracted from royal jelly obtained from honeybees (Apis mellifera) and exhibits estrogenic action.
Hydroxycapric Aciddependently inhibited the formation of the gastric ulcer induced by stress, pyloric ligation, and indomethacin selectively in rats.
Hydroxycapric Acid also accelerated the healing of gastric ulcer induced by acetic acid, by which the gastric acid output was decreased in a dose-dependent manner.

A mechanism putatively linked to Hydroxycapric Acid anti-inflammatory effect is the inhibition of LPS-induced NF-kB activation observed in the murine macrophage cell line RAW264.
Hydroxycapric Acid has been shown to inhibit histone deacetylase activity, thereby enhancing the expression of extracellular SOD release by leukemia THP-1 cells, and suggesting therapeutic potential against atherosclerosis.
Various immunomodulatory activities have been reported for Hydroxycapric Acid, including reduced T cell proliferation, inhibition of interleukin-12 production by spleen dendritic cells, and blocks of LPS- and IFN-b-induced NO production in macrophages.

Hydroxycapric Acid has been shown to increase collagen synthesis and production of the collagen promoting factor, transforming growth factor b1, in human skin fibroblasts.
Such an effect is thought to mediate royal jelly skin protection against UVB-induced photoaging.
Hydroxycapric Acid and 10-hydroxydecanoic acid have been shown to act as potent agonists of the human TRPA1 and TRPV1 receptors.
Hydroxycapric Acid has stimulated neuron differentiation from rat embryo neural stem cells, possibly acting like the omega-3 docosahexaenoic acid, an essential diet component that is known to promote neurogenesis in the central nervous system.

Hydroxycapric Acid is a hydroxy fatty acid and a major component of worker bee mandibular blend pheromones that has been found in royal jelly.
Hydroxycapric Acid reduces LPS-induced nitric oxide production in RAW 264.7 cells when used at a concentration of 5 mM
Hydroxycapric Acid, a minor constituent of royal jelly, is a saturated fatty acid that has cytotoxic effects.
Hydroxycapric Acid is a specialized saturated fatty acid that is a minor constituent of royal jelly

Hydroxycapric Acid plays a crucial role in the cellular signal transduction in immune responses.
Modulates innate immune response affecting the toll-like receptors (TLRs) which play a crucial role in the immunity and recognizing pathogen associated molecular patterns.

Alternative Parents:
-Medium-chain fatty acids
-Hydroxy fatty acids
-Straight chain fatty acids
-Monocarboxylic acids and derivatives
-Carboxylic acids
-Primary alcohols
-Organic oxides
-Hydrocarbon derivatives
-Carbonyl compounds

This product is a high purity 2-hydroxy fatty acid that is ideal as a standard and for biological systems.
Hydroxycapric Acid very long chain fatty acids are abundant in nervous tissues and are components of cerebrosides and sulfatides, which are mostly found in the myelin of nervous tissues.

They are common in cosmetics, skin creams, and lotions.
Hydroxycapric Acid acids display complex monolayer phase behavior due to the additional hydrogen bonding afforded by the presence of the second hydroxy group and therefore play an important role in the membrane structure.
Hydroxycapric Acid fatty acids are formed from the oxidation of fatty acids by the enzyme fatty acid 2-hydroxylase.

This enzyme is also responsible for the formation of Hydroxycapric Acid galactolipids in the peripheral nervous system.
Hydroxycapric Acid fatty acids are a putative category of root exudate signal perceived by Gigaspora species, stimulating an increase in elongated lateral branches.
alpha-Oxidation of Hydroxycapric Acids to CO2 and saturated acids occurs in the peroxisome and is unique from the alpha-oxidation of beta-carbon branched fatty acids such as phytanic acid.

Cells from Zellweger syndrome and peroxisome-deficient cells are unable to undergo alpha-oxidation of these Hydroxycapric Acid acids although patients with other peroxisomal disorders such as X-linked adrenoleukodystrophy, Refsum disease, and rhizomelic chondrodysplasia punctata are able.
Fumonisin B1, a sphingolipid-like toxin found in molds, enhances the accumulation of sphingolipids and Hydroxycapric Acid fatty acids while decreasing the amount of trihydroxy fatty acids

Hydroxycapric Acid acid is a medium-chain fatty acid.
Hydroxycapric Acid has a role as an antimitotic and an Escherichia coli metabolite.
Hydroxycapric Acids are naturally occurring or synthetically derived ingredients that are popular in cosmetic products.

PHYSICAL PROPERTIES OF HYDROXYCAPRIC ACID:

-Molecular Weight: 188.26

-Exact Mass: 188.14124450

-Monoisotopic Mass: 188.14124450

-Topological Polar Surface Area: 57.5 Å²

-Heavy Atom Count: 13

-Formal Charge: 0

-Complexity: 123

-Collision Cross Section: 151 Å²

-Water Solubility: 1.74 g/L

-Melting Point: 75-77° C

-Physical State: Solid

-Refractivity: 50.99 m³·mol⁻¹

-Polarizability: 22.16 Å³

-pKa (Strongest Acidic): 4.67

-pKa (Strongest Basic): -2.8

The most common Hydroxycapric Acids used in cosmetic products are glycolic acid and lactic acid. Other AHA ingredients we can find in cosmetics include hydroxycapric acid.
Manufacturers add these ingredients to cosmetic products to help reduce surface wrinkles and smooth fine lines, improve skin tone and texture, cleanse pores, and improve skin condition.
We also see Hydroxycapric Acids containing products marketed to adjust skin pH levels

Hydroxycapric Acid, also known as 10-hydroxydecanoate or 10-OH-decanoic acid, belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives.
These are hydroxy acids with a 6 to 12 carbon atoms long side chain.
Hydroxycapric Acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

CHEMICAL PROPERTIES OF HYDROXYCAPRIC ACID:

-XLogP3: 2.5

-Hydrogen Bond Donor Count: 2

-Hydrogen Bond Acceptor Count: 3

-Rotatable Bond Count: 9

-logP: 10(2.6) g/L

-logP: 10(2.36) g/L

-logS: 10(-2) g/L

-Physiological Charge: -1

-Hydrogen Acceptor Count: 3

-Hydrogen Donor Count: 2

-Polar Surface Area: 57.53 Å²

-Rotatable Bond Count: 8

-Isotope Atom Count: 0

-Defined Atom Stereocenter Count: 0

-Undefined Atom Stereocenter Count: 0

-Defined Bond Stereocenter Count: 0

-Undefined Bond Stereocenter Count: 0

-Covalently-Bonded Unit Count: 1

-Compound Is Canonicalized: Yes

This compound has been identified in human blood as reported by
10-hydroxydecanoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives.

Technically Hydroxycapric Acid is part of the human exposome.
The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health.
An individual's exposure begins before birth and includes insults from environmental and occupational sources

Molecular Framework: Aliphatic acyclic compounds

External Descriptors:
-medium-chain fatty acid
-omega-hydroxy fatty acid
-Hydroxy fatty acids
-Hydroxy fatty acids

Hydroxycapric Acid is included in the content of masks that keep the skin in good condition.
Hydroxycapric Acid or royal jelly extract Powder type with a purity of not less than 95%, has the property to reduce oiliness of the skin.
Hydroxycapric Acid Controls oiliness on the face, reduce acne, antibacterial acne.

Use: for acne products Or reduce facial oiliness in the form of gel, cream or serum.

Mixing method: dissolved in the oil portion of the formula Can withstand heat up to 70 degrees, can use heat to help melt more easily. The formula should have a pH in the 4-5.5 range for maximum efficiency.

Usage rate: 0.1-1% (recommended 0.5%)

Product characteristics: white-light powder

Solubility: can dissolve in oil

Storage: For long term storage Store in the refrigerator 5°-8°C, away from direct sunlight, heat, seal the lid tightly, at least 24 months shelf life

INCI Name : 10-Hydroxydecanoic Acid

Hydroxycapric Acid plays a crucial role in the cellular signal transduction in immune responses.
Hydroxycapric Acid Modulates innate immune response affecting the toll-like receptors (TLRs) which play a crucial role in the immunity and recognizing pathogen associated molecular patterns

Hydroxycapric Acid Acid plays a crucial role in the cellular signal transduction in immune responses.
Hydroxycapric Acid Modulates innate immune response affecting the toll-like receptors (TLRs) which play a crucial role in the immunity and recognizing pathogen associated molecular patterns

What is Hydroxycapric Acid?
-Hydroxycapric Acid is a specialized saturated fatty acid that is a minor constituent of royal jelly.

What are other names for Hydroxycapric Acid?
-Hydroxycapric Acid and Royal Jelly Acid

What is Hydroxycapric Acid used for?
-Hydroxycapric Acid is an unsaturated fatty acid.
Hydroxycapric Acid is an occlusive skin conditioning agent: it creates a barrier on the skin that prevents water loss, thus helping to keep it hydrated.

How Hydroxycapric Acid is classified?
-Emollients

STORAGE OF HYDROXYCAPRIC ACID:

Hydroxycapric Acid should be stored at -20°C.
Hydroxycapric Acid should be stored under drying conditions.

Hydroxycapric Acid can be stored for up to 12 months.
Hydroxycapric Acid should be stored in tightly closed containers.
Hydroxycapric Acid should be stored separately from other reagents.

Hydroxycapric Acid should be stored in a moisture free environment.
Hydroxycapric Acid should be stored in a semi-dark and dry place.
Hydroxycapric Acid should be stored at constant atmospheric pressure.

Hydroxycapric Acid should be kept away from places where it can get moisture.
Hydroxycapric Acid should preferably be stored in glass bottles.
Hydroxycapric Acid should be stored in a clean, well-ventilated place.

SYNONYMS:

10-Hydroxydecanoic acid
10-Hydroxydecanoate
Hydroxycapric Acid
Decanoic acid, 10-hydroxy-
MFCD00010510
10-hydroxy capric acid
10-hydroxy-decanoic acid
NP03XO416B
10-HydroxydecanoicAcid
EINECS 216-848-1
1-Hydroxydecanoicacid
10-OH-capric acid
10-OH-decanoic acid
SCHEMBL126592
CHEMBL4519263
10-Hydroxydecanoic acid (NSC 15139)
10-Hydroxydecanoic acid, technical grade
10-Hydroxydecanoate;Decanoic acid, 10-hydroxy-
(±)-3-hydroxydecanoate
3(S)-Hydroxydecanoate
3-Hydroxidecanoic acid
FA(10:0(3-OH))
L-beta-Hydroxydecanoate
S-3-Hydroxydecanoic acid
beta-Hydroxycaprate
Β-hydroxycaprate
3-Hydroxycapric acid