cis-7,10,13,16-Docosatetraenoic acid

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.

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

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.

Methyl 13-cis-4-Oxoretinoate (13-cis-4-Oxo-retinoic acid Methyl Ester) is a retinoic acid metabolite in neuroblastoma.

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

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

Adrenic Acid (cis-7,10,13,16-Docosatetraenoic acid) is a very-long-chain fatty acid present in blood and human myelin tissue.

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-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-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)

13-Hydroxyoctadecadienoic acid (13-HODE), an endogenous metabolite produced by the lipoxygenase pathway of Linoleic acid, promotes prostacyclin synthesis by facilitating the release of arachidonic acid (AA) from phospholipids [1].

13-Deoxy-Isogibberellic acid is a useful organic compound for research related to life sciences and the catalog number is T129470.

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].

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

(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.

15,16-Dihydroxy-8(17),13-labdadien-18-oic acid is a useful organic compound for research related to life sciences and the catalog number is T129903.

(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.

9(Z),11(E),13(E)-Octadecatrienoic Acid ethyl ester (α-ESA) is a conjugated polyunsaturated fatty acid commonly found in plant seed oil. This fatty acid accounts for about 60% of the total fatty acid composition of bitter gourd seed oil and about 70% in tung oil. α-ESA is metabolized and converted to conjugated linoleic acid (9Z,11E-CLA) in rats. It has shown potential as a tumor growth suppressor. In colon cancer Caco-2 cells, α-ESA induced apoptosis through up-regulation of GADD45, p53, and PPARγ. In DLD-1 cells supplemented with α-ESA, apoptosis was induced via lipid peroxidation with an EC50 of 20 μM. It also inhibits DNA polymerases and topoisomerases with IC50s ranging from ~5-20 μM for different isoforms of the enzymes. α-ESA ethyl ester is a neutral, more lipid soluble form of the free acid.

13-Acetoxy-3beta-hydroxygermacra-1(10)E,4E,7(11)-trien-12,6alpha-olide is a natural product from Artemisia myriantha.

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.

ent-14,15-Dinor-13-oxolabda-8(17),11-dien-18-oic acid is a natural product of Chloranthus, Chloranthaceae. The catalog number is TN3934 and the CAS number is 875585-30-1. ent-14,15-Dinor-13-oxolabda-8(17),11-dien-18-oic acid can be used as a reference standard.

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.

1, 14-tetradecanedioic-2, 2, 13, 13-d4 acid is a deuterated compound of 1, 14-tetradecanedioic acid. 1, 14-tetradecanedioic acid has a CAS number of 821-38-5. Tetradecanedioic acid is a C14 dicarboxylic acid.

13-Oxopodocarp-8(14)-en-18-oic acid is a natural product for research related to life sciences. The catalog number is TN2619 and the CAS number is 63976-69-2.

11β,13-Dihydrotaraxinic acid is a natural product for research related to life sciences. The catalog number is TN6254 and the CAS number is 1274668-83-5.

Stevia impurity (13-[(2-O-6-deoxy-β-D-glucopyranosyl-3-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]ent-kaur-16-en-19-oic acid β-D-glucopyranosyl ester) is a natural product for research related to life sciences. The catalog number is TN6498 and the CAS number is 1309929-72-3.

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.

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)

13-cis-Vitamin A palmitate (13-cis-Retinyl palmitate), a derivative of vitamin A palmitate found in corn flakes, is the 13-cis isomer with 75% of the biological activity of the all-trans form, the most active form of vitamin A [1].

13-epi-12-oxo Phytodienoic acid (13-epi-12-oxo PDA) is a lipoxygenase metabolite of α-linolenic acid in the leaves of green plants such as corn. ω-3 and ω-6 polyunsaturated fatty acids in plants are substrates for plant lipoxygenases. 12-oxo PDA is one of the best studied end metabolites of this enzymatic pathway. While the initial enzymatic product and major isomer of 12-oxo PDA contains side chains in the cis position, both being β to the ring, the upper side chain attached at C-13, can and frequently does, isomerize when 12-oxo PDA is extracted, isolated, or stored. 13-epi-12-oxo PDA is the product of this isomerization.

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.

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).

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

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.

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.

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].

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 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]

13-Hydroxylabda-8(17),14-dien-18-oic acid is a useful organic compound for research related to life sciences and the catalog number is T124116.

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

4,5-Dioxo-4,5-seco-11(13)-cadinen-12-oic acid is a useful organic compound for research related to life sciences and the catalog number is T125973.

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.

3-O-cis-p-Coumaroyltormentic acid (catalog number: T126213) is a valuable organic compound for life sciences research.

10-Thiofolic acid is a potential antibacterial, antineoplastic.