cis10heptadecenoic acid

10-Formylfolic acid is a novel and potent inhibitor of dihydrofolate reductase, which can be used in leukemia research.

cis-Urocanic acid ((E)-Urocanic acid) is a 5-HT2A receptor agonist (Kd: 4.6 nM). It is an immune modulator that induces immunosuppression by binding to the 5-HT2A receptor.

5,6-epoxy-13-cis Retinoic Acid is a metabolite of 13-cis retinoic acid.

Heteroatom-substituted fatty acids have been observed to modulate the extension and desaturating of fatty acids, and to influence their distribution within phospholipids pools. 10-Thiastearic acid inhibits desaturation of radiolabeled stearate to oleate in rat hepatocytes and hepatoma cells by more than 80% at a concentration of 25 μM. This activity is associated with a hypolipidemic effect, making this 10-thiastearic acid a useful tool for evaluating new anti-obesity therapeutics.

Docosapentaenoic acid (DPA) is a ω-3 fatty acid found in fish oils. 17-oxo-7(Z),10(Z),13(Z),15(E),19(Z)-docosapentaenoic acid is a metabolite of lipoxygenase-mediated oxidation of DPA that is produced endogenously by aspirin-enhanced COX-2 activity. It has been shown to activate Nrf2-dependent antioxidant gene expression, to act as a PPARγ agonist (EC50 = ~200 nM), and to inhibit pro-inflammatory cytokine and nitric oxide production at biological concentration ranges (5-25 μM).

17-oxo-4(Z),7(Z),10(Z),13(Z),15(E),19(Z)-Docosahexaenoic acid is a metabolite of lipoxygenase-mediated oxidation of DHA that is produced endogenously by aspirin-enhanced COX-2 activity. It has been shown to activate Nrf2-dependent antioxidant gene expression, to act as a PPARγ agonist (EC50 = ~200 nM), and to inhibit pro-inflammatory cytokine and nitric oxide production at biological concentration ranges (5-25 μM).

cis-9,10-Methyleneoctadecanoic acid is a cyclopropane fatty acid that has been found in bacteria and the digestive gland of P. globosa. It is a component of S. aureus cell membranes and levels decrease upon treatment with carvacrol. cis-9,10-Methyleneoctadecanoic acid is secreted by H. pylori and enhances histamine- and dibutyryl cAMP-stimulated acid secretion in isolated guinea pig parietal cells. It also activates protein kinase C (PKC) in a calcium-dependent manner.

3-beta-O-(trans-p-Coumaroyl)maslinic acid shows antimicrobial activity on Gram-positive bacteria and yeasts.

4-O-beta-Glucopyranosyl-cis-coumaric acid is a natural product

Cis-4-Hydroxycinnamic Acid is a natural product.

Cis-5-Tetradecenoic acid, an intrinsic metabolite found in blood, serves as a research tool for Long Chain 3-Hydroxyacyl CoA Dehydrogenase Deficiency [1] [2].

cis-11,14,17-Eicosatrienoic acid methyl ester is a natural product.

cis-10-Heptadecenoic acid is a minor constituent of ruminant fats.

10-Methyl palmitic acid methyl ester is a methylated derivative of fatty acid methyl ester, identified in glycolipid analogs with cyclitol from P. crassa. [Matreya, LLC. Catalog No. 1792]

10(E),12(Z)-Conjugated linoleic acid methyl ester serves as a standard for quantifying 10(E),12(Z)-conjugated linoleic acid in L. plantarum culture samples. [Matreya, LLC. Catalog No. 1254]

10-Oxononadecanedioic acid is a long alkane linker with two terminal carboxylic acid groups. The terminal carboxylic acid groups can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond.

Novel oxylipins, referred to as docosanoids, have been derived from C22polyunsaturated fatty acids 7(S),17(S)-dihydroxy-8(E),10(Z),13(Z),15(E),19(Z)-Docosapentaenoic acid (7(S),17(S)-hydroxy DPA) is a DPA-derived analog of the 17(S)-dihydroxy series of docosanoids known as protectins. Protectin D1, a DHA-derived dihydroxy fatty acid, exhibits potent anti-inflammatory activities.1,2,3Potentially, 7(S),17(S)-hydroxy DPA demonstrates similar properties; however, its biological activity has yet to be determined. 1.Serhan, C.N., Gotlinger, K., Hong, S., et al.Anti-inflammatory actions of neuroprotectin D1/protectin D1 and its natural stereoisomers: Assignments of dihydroxy-containing docosatrienesJ. Immunol.176(3)1848-1859(2006) 2.Ariel, A., and Serhan, C.N.Resolvins and protectins in the termination program of acute inflammationTRENDS in Immunology28(4)176-183(2007) 3.Schwab, J.M., Chiang, N., Arita, M., et al.Resolvin E1 and protectin D1 activate inflammation-resolution programmesNature447(7146)869-874(2007)

Cis-11-Methyl-2-dodecenoic acid functions as a quorum sensing (QS) signal and a diffusion signaling factor (DSF) within extracellular microbial and fungal communication systems. It plays a pivotal role in regulating virulence and biofilm formation among diverse bacterial pathogens [1].

(1R)-(-)-10-Camphorsulfonic acid is a useful organic compound for research related to life sciences. The catalog number is T66944 and the CAS number is 35963-20-3.

(E/Z)-10-Hydroxy-2-decenoic acid is a useful organic compound for research related to life sciences. The catalog number is T124254 and the CAS number is 765-01-5.

Cis-5-Dodecenoic Acid is a monounsaturated fatty acid that has a C12 chain as a backbone and a cis double bond at the C5 position.

Trans-10-heptadecenoic acid, a trans-fatty acid, undergoes polymerization to form polyhydroxy-chain alkanoates via the enzymatic actions of 2,4-dienyl-CoA reductase and Delta3, Delta2-enyl-CoA isomerase. In the enzyme's absence, degradation is facilitated by enyl-CoA hydratase II from the multifunctional enzyme (MFE), causing significant intracellular carbon release through both reductase-dependent and direct MFE-dependent pathways [1].

Cis-Epoxysuccinic acid, a succinate receptor (SUCNR1/GPR91) agonist, regulates cardiovascular system research by inhibiting cAMP levels with an EC50 value of 2.7 µM.

a-Santal-10-en-12-oic acid is a useful organic compound for research related to life sciences. The catalog number is T124279 and the CAS number is 74642-79-8.

Boc-10-Aminodecanoic acid can be used as a PROTAC linker in the synthesis of PROTACs and other conjugation applications. Boc-10-Aminodecanoic acid is an alkane chain with terminal carboxlic acid and Boc-protected amino groups. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. The Boc group can be deprotected under mild acidic conditions to form the free amine.

8(E),10(E),12(Z)-Octadecatrienoic acid is a conjugated polyunsaturated fatty acid (PUFA) that has been found inC. officinalisseed oil and has anticancer activity.1,2,3It inhibits the growth of Caco-2 cells when used at concentrations ranging from 10 to 50 μM.28(E),10(E),12(Z)-Octadecatrienoic acid (10 μM) induces formation of thiobarbituric acid reactive substances (TBARS) and apoptosis in DLD-1 colorectal adenocarcinoma cells.3It also inhibits prostaglandin biosynthesis in sheep vesicular gland microsomes (IC50= 31 μM).4 1.Crombie, L., and Holloway, S.J.The biosynthesis of calendic acid, octadeca-(8E,10E, 12Z)-trienoic, acid, by developing marigold seeds: origins of (E,E,Z) and (Z,E,Z) conjugated triene acids in higher plantsJ. Chem. Soc. Perk. T. 12425-2434(1985) 2.Yasui, Y., Hosokawa, M., Kohno, H., et al.Growth inhibition and apoptosis induction by all-trans-conjugated linolenic acids on human colon cancer cellsAnticancer Res.26(3A)1855-1860(2006) 3.Shinohara, N., Ito, J., Tsuduki, T., et al.Jacaric acid, a linolenic acid isomer with a conjugated triene system, reduces stearoyl-CoA desaturase expression in liver of miceJ. Oleo Sci.61(8)433-441(2012) 4.Nugteren, D.H., and Christ-Hazelhof, E.Naturally occurring conjugated octadecatrienoic acids are strong inhibitors of prostaglandin biosynthesisProstaglandins33(3)403-417(1987)

10-Formyltetrahydrofolic acid disodium, a derivative of tetrahydrofolic acid, serves as a formyl group donor in anabolic processes. It functions as a substrate for formyltransferase reactions, playing a crucial role in purine biosynthesis [1].

3-beta-O-(cis-p-Coumaroyl)corosolic acid is a useful organic compound for research related to life sciences and the catalog number is T125734.

cis-1-Benzyl-4-(methoxycarbonyl)pyrrolidine-3-carboxylic acid is a Other heterocyclic compound - pyrrolidine, building block - electrophile.

9-cis-Retinoic Acid (Alitretinoin) is a derivative of vitamin A. It is a RAR/RXR agonist with anticancer, antitumor, anti-inflammatory, and neuroprotective activities, induces apoptosis, regulates the cell cycle, and can be used to study advanced tumors.

(+)-cis,trans-Abscisic Acid-d6 is a deuterated compound of (+)-cis,trans-Abscisic Acid.

10-Undecenoic acid (Undecylenic acid) is a natural or synthetic fungistatic fatty acid, with antifungal activity.

Cis-8-Octadecenoic acid, a monounsaturated fatty acid and isomer of oleic acid, trans-vaccenic acid, trans-petroselinic acid, and cis-petroselinic acid, is present in partially hydrogenated vegetable oil and milk fat.

Cis-9,10-Methyleneoctadecanoic acid methyl ester, a cyclopropane fatty acid methyl ester, stimulates DNA synthesis in rat hepatocytes and serves as a standard for quantifying cis-9,10-methyleneoctadecanoic acid in bacterial membranes through co-chromatography. [Matreya, LLC. Catalog No. 1823]

(10-BRomodecyl)phosphonic acid is an alkyl chain-derived PROTAC linker suitable for PROTAC synthesis [1].

cis-4-(Aminomethyl)cyclohexanecarboxylic acid is a useful organic compound for research related to life sciences. The catalog number is T67148 and the CAS number is 1197-17-7.

The compound [10-(diethoxy-phosphoryl)-decyl]-phosphonic acid is a suitable alkyl chain-based PROTAC linker for the synthesis of PROTACs [1].

3-O-cis-p-Coumaroyltormentic acid is a useful organic compound for research related to life sciences and the catalog number is T126213.

10-Thiofolic acid is a potential antibacterial, antineoplastic.

cis,cis-Muconic acid (cis,cis-2,4-Hexadienedioic acid) is a naturally-occurring organic acid. It is used in the manufacture of several widely-used consumer plastics. Its microbial production via extending the shikimate pathway has been reported.

(1S)-(+)-Camphor-10-sulphonic acid is a useful organic compound for research related to life sciences. The catalog number is T66968 and the CAS number is 3144-16-9.

10-Undecenoic acid zinc salt (Zinc undecylenate), a synthetic or natural fungistatic fatty acid, is used topically in creams against eczemas, fungal infections, ringworm, and other cutaneous conditions. The zinc offers an astringent action.

One of the first organisms in which quorum sensing was observed were Myxobacteria, a group of gram-negative bacteria, found mainly in soil and also common to marine and freshwater systems. The cellular membranes of autotrophic bacteria contain mono-unsaturated fatty acids. The specific composition and abundance of membrane fatty acids can be used to identify specific genera of bacterial populations in natural environments (e.g., mining lakes, etc.). δ2-cis-Hexadecenoic acid is an unusual fatty acid unique to some Myxococcus species.

Cis-2-dodecenoic acid, identified in Burkholderia cenocepacia, disrupts bacterial quorum sensing, thereby inhibiting biofilm formation and the production of virulence factors [1].

All-cis-4,7,10,13,16-Docosapentaenoic acid (all-cis-4,7,10,13,16-DPA) methyl ester, also known as Osbond acid, is an isomer of DPA and a more lipid-soluble variant of the free acid, primarily found in fish oils as an ω-3, 22-carbon fatty acid. Despite being an ω-6 fatty acid synthesized through the elongation and desaturation of arachidonic acid, its levels can decrease due to fatty acid desaturase syndrome, potentially impacting development. Additionally, increased expression of hepatic elongation of very long fatty acids protein 6 and elevated levels of very long-chain fatty acids, including all-cis-4,7,10,13,16-DPA, are indicative of nonalcoholic steatohepatitis, a condition that precedes hepatocellular carcinoma.

Δ2-cisEicosenoic acid, an α,β-unsaturated fatty acid extracted and purified from fresh water clams, alongside its related compound 2-octadecenoic acid, which improves liver function and decreases blood sugar in streptozocin-induced diabetic rats, and its salts, holds potential medicinal value for treating diabetes and enhancing lipid metabolism.

Cis-13-Octadecenoic acid, a monounsaturated fatty acid, is identified in bovine milk fat.

cis-9,10-Epoxystearic acid (cis-9,10-Epoxyoctadecanoic acid) is an endogenous component in human urine and blood and can be produced from oleic acid by enzymic and non-enzymic epoxidation.

CXA-10 is an endogenous nitro-fatty acid (NFA) modulator of Nrf2 and NF-κB. CXA-10 upregulates expression of caveolin-1, the major structural component of caveolae.

4(Z),7(Z),10(Z),13(Z),16(Z)-Nonadecapentaenoic acid is an unusual polyunsaturated fatty acid (PUFA) generated during the synthesis of docosahexaenoic acid-d5 . While the physiological properties of this compound are not known, dietary intake of n-3 long-chain PUFAs provides potential health benefits.

(±)-Abscisic acid is an orally active phytohormone also found in animals. It regulates blood glucose in mammals.

Abscisic Acid (Dormin) is a plant hormone, which is involved in many plant developmental processes, modulates ion homeostasis and metabolism, and inhibits germination and seedling growth.