11oxahomofolic acid

11-Oxahomofolic acid is a potential antitumor drug.

Boc-11-aminoundecanoic acid is an alkyl ether-based PROTAC linker used in the synthesis of [MS432].

11-Aminoundecanoic acid, an alkyl chain-based PROTAC linker, is employed in PROTAC synthesis.

11-Maleimidoundecanoic acid is an alkyl chain-based PROTAC linker used in PROTAC synthesis (PROTAC is an acronym for [PROteolysis-TArgeting Chimera]).

11-Keto-beta-boswellic acid, a novel Nrf2 activator, and a selective 5-lipoxygenase (5-LOX) inhibitor; it exerts dose dependent cardioprotective effect manifested by dose-dependent reduction in serum lactate dehydrogenase

3-O-Acetyl-11-hydroxy-beta-boswellic acid, the precursor of 3-O-acetyl-9,11-dehydro-beta-boswellic acid (a 5-lipoxygenase inhibitor),

Mead acid, a 20-carbon ω-9 polyunsaturated fatty acid, experiences elevated levels in human plasma under conditions of essential fatty acid deficiency. As 1,25(Z),8(Z),11(Z)-Eicosatrienoic Acid methyl ester (Mead acid methyl ester), it frequently serves as a standard for fatty acid analysis, particularly after fatty acids have been transesterified into methyl esters.

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-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].

Ganoderic acid 24, chemically designated as lanosta-7,9(11),24-trien-3α-hydroxy-26-oic acid, exhibits significant cytotoxicity against various cancer cell lines, including human lung cancer cells CH27, melanoma cells M21, and oral cancer cells HSC-3 [1].

9(Z),11(E)-Conjugated linoleic acid is an isomer of linoleic acid that has been found in beef and milk fat.1It binds to peroxisome proliferator-activated receptor α (PPARα; IC50= 140 nM) and activates the receptor in a reporter assay using COS-1 cells expressing mouse PPARα when used at a concentration of 100 μM.29(Z),11(E)-Conjugated linoleic acid inhibits TNF-α-inducedGLUT4expression and increases insulin-stimulated glucose transport in 3T3-L1 adipocytes.3Dietary administration of 9(Z)11(E)-conjugated linoleic acid reduces serum fasting glucose, insulin, and triglyceride levels and decreases white adipose tissue macrophage infiltration inob/obmice. It also increases body weight gain and body fat in weanling mice.4[Matreya, LLC. Catalog No. 1278] 1.Shultz, T.D., Chew, B.P., Seaman, W.R., et al.Inhibitory effect of conjugated dienoic derivatives of linoleic acid and β-carotene on the in vitro growth of human cancer cellsCancer Lett.63(2)125-133(1992) 2.Moya-Camarena, S.Y., Heuvel, J.P.V., Blanchard, S.G., et al.Conjugated linoleic acid is a potent naturally occurring ligand and activator of PPARαJ. Lipid Res.40(8)1426-1433(1999) 3.Moloney, F., Toomey, S., Noone, E., et al.Antidiabetic effects of cis-9, trans-11-conjugated linoleic acid may be mediated via anti-inflammatory effects in white adipose tissueDiabetes56(3)574-582(2007) 4.Pariza, M.W., Park, Y., and Cook, M.E.The biologically active isomers of conjugated linoleic acidProg. Lipid Res.40(4)283-298(2001)

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.

11(Z),14(Z),17(Z)-Eicosatrienoic acid is an unsaturated fatty acid capable of maintaining continuous replication of functional mitochondria in Saccharomyces cerevisiae (KD115).

9(E),11(E)-9-nitro Conjugated Linoleic Acid (9E,11E-9-nitro CLA) is a nitrated fatty acid produced from 9Z,11E-CLA through exposure to acidified nitrite, peroxynitrite, gaseous nitrogen dioxide, or the combined action of myeloperoxidase, hydrogen peroxide, and nitrite. Additionally, it forms in LPS-stimulated RAW 264.7 macrophages, a process that can be inhibited by the nitric oxide synthase (NOS) inhibitor L-NAME. This compound has also been detected in human plasma.

3-Hydroxylanost-9(11)-24-dien-26-oic acid is a natural product for research related to life sciences. The catalog number is TN2949 and the CAS number is 129724-83-0.

ent-16beta,17-dihydroxy-9(11)-kauren-19-oic acid is a natural product of Xanthium, Asteraceae. The catalog number is TN3939 and the CAS number is 55483-24-4. ent-16beta,17-dihydroxy-9(11)-kauren-19-oic acid can be used as a reference standard.

5(Z),11(Z),14(Z)-Eicosatrienoic acid is a polyunsaturated fatty acid found in various natural sources including maritime pine (Pinus pinaster) seed oil (MPSO), gymnospermae leaves and seeds, and freshwater gastropods. A diet containing MPSO lowered high-density lipoprotein and ApoA1 levels in transgenic mice expressing human ApoA1. MPSO was found to diminish cholesterol efflux in vitro. 5(Z),11(Z),14(Z)-Eicosatrienoic acid methyl ester, when topically applied, reduces inflammatory processes, potentially by displacing arachidonic acid from phospholipid pools and reducing downstream inflammatory products such as prostaglandin E2 and leukotrienes.

(22S,24E)-3β,22-Diacetoxylanosta-7,9(11),24-trien-26-oic acid (compound 15) is an antitubercular agent with a minimum inhibitory concentration (MIC) of 12.5 μg mL against Mycobacterium tuberculosis H37Ra and exhibits cytotoxicity towards Vero cells with an IC50 value of 32 μM [1].

11(Z),14(Z)-Eicosadienoic acid, an unsaturated fatty acid, inhibits [3 H] leukotriene B4 (LTB4) binding to pig neutrophil membranes, displaying anti-inflammatory activities with an inhibition constant (Ki) of 3 μM [1] [2].

11-Hexadecenoic acid, a monounsaturated fatty acid, comprises both 11-cis-hexadecenoic acid and 11-trans-hexadecenoic acid. These isoforms are present in ewe milk fat and their concentrations increase when the diet is supplemented with lipids from linseed, sunflower, olive, or fish oils. Additionally, 11-trans-hexadecenoic acid is found in intramuscular fat of both male and female foals. The product is a blend of the 11-cis and 11-trans forms. [Matreya, LLC. Catalog No. 1208]

9(Z),11(Z)-Octadecadienoic acid, an isomer of linoleic acid, demonstrates antitumor activity with an EC50 value of 446.1 µM [1].

11(Z)-Docosenoic acid, a 22-carbon monounsaturated fatty acid, is identified in fish oil.

9(Z),11(Z)-Conjugated Linoleic Acid Methyl Ester serves as a standard in the quantification of conjugated linoleic acid methyl esters via GC-MS, according to Matreya, LLC. Catalog No. 1256.

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.

3-hydroxy-12-oxochol-9(11)-en-24-oic acid is a useful organic compound for research related to life sciences and the catalog number is T131562.

16R-Hydroxy-3-oxolanosta7,9(11),24-trien-21-oic acid, a lanostanoid, is found in the basidiomycete Ganoderma applanatum from Sri Lanka.

Lanosta-7,9(11),23,25(27)-tetraen-26-oic acid, 23,27-epoxy-3-oxo-, a lanosterane-type compound, can be isolated from Tu-Jin-Pi, the root bark of Pseudolarix kaempferi [1].

11(Z),14(Z)-Eicosadienoic acid methyl ester is a more lipid soluble form of the ω-6 C20-2 fatty acid 11(Z),14(Z)-eicosadienoic acid , a naturally occurring PUFA. 11(Z),14(Z)-Eicosadienoic acid competitively inhibits inosine 5'-monophosphate dehydrogenase (Ki = 3.1 μM) and inhibits the binding of LTB4 to its receptor on neutrophils (Ki = 3.0 μM). Also, serum levels of eicosadienoic acids negatively correlate with degree of sleep disturbance. Eicosadienoic acids are converted by desaturases, in vivo, to eicosatrienoic acids, which are potent vasodilators.

9(Z),11(E),13(Z)-Octadecatrienoic acid methyl ester, an isomer of 9(Z),11(E),13(E)-octadecatrienoic acid methyl ester and the methyl ester derivative of 9(Z),11(E),13(Z)-octadecatrienoic acid, serves as a standard for quantifying 9(Z),11(E),13(Z)-octadecatrienoic acid in wild growing pomegranate (P. granatum) seed oil [Matreya, LLC. Catalog No. 1240].

11-Hydroxy-9-octadecenoic acid is a useful organic compound for research related to life sciences and the catalog number is T128454.

11-Deazahomofolic acid is a phosphoribosylglycinamide formyltransferase inhibitor.

11(Z),14(Z)-Eicosadienoic acid ethanolamide is an ethanolamide derivative of 11(Z),14(Z)-eicosadienoic acid.

9(E),11(E)-Conjugated Linoleic Acid Methyl Ester, identified in thermally stressed cooking oils, can serve as an indicator for the adulteration of olive oils with lower quality oils. [Matreya, LLC. Catalog No. 1257]

11-Hydroxyjasmonic acid is a natural product of Stephania, Menispermaceae. The catalog number is TN2585 and the CAS number is 140447-14-9. 11-Hydroxyjasmonic acid can be used as a reference standard.

9(Z),11(E),13(E)-Octadecatrienoic Acid (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.

9(E),11(E),13(E)-Octadecatrienoic acid (β-ESA) is a conjugated polyunsaturated fatty acid that is found in plant seed oils and in mixtures of conjugated linolenic acids synthesized by the alkaline isomerization of linolenic acid. It reduces growth of Caco-2 colon cancer cells in a dose-dependent and time-dependent manner. In vitro, β-ESA induces DNA fragmentation and upregulation of pro-apoptotic Bax mRNA. β-ESA decreases protein expression of the apoptosis suppression factor Bcl-2 and induces apoptosis in T24 bladder cancer cells via production of reactive oxygen species. It also inhibits bacterial fatty acid dioxygenase with a Ki value of 49 nM in vitro.

3-Acetyl-11-keto-ursolic acid (Compound 18), a triterpenoid derived from Eriobotrya japonica leaves, exhibits inhibitory activity against 11β-hydroxysteroid dehydrogenase 1 (11β-HSD1) and holds potential for anti-diabetes research [1].

11-Azidoundecanoic acid, a click chemistry reagent with an azide group, serves as a hydrophobic bioconjugation linker amenable to further modification via Staudinger ligation or Click chemistry. This compound is recognized as a substrate by lipoic acid ligase (LpIA) for labeling purposes [1] [2]. Additionally, 11-Azidoundecanoic acid can participate in copper-catalyzed azide-alkyne cycloaddition (CuAAc) with alkyne-bearing molecules and engage in strain-promoted alkyne-azide cycloaddition (SPAAC) with molecules featuring DBCO or BCN groups.

ent-17-Hydroxykaura-9(11),15-dien-19-oic acid is a natural product from Wedelia trilobata.

11(Z),14(Z),17(Z)-Eicosatrienoic acid methyl ester is the ester derivative of 11(Z),14(Z),17(Z)-eicosatrienoic acid, identified within lipid-producing microalgae Nannochloropsis, as well as in diesel-contaminated soils and residential wastewater.

9(E),11(E)-Conjugated Linoleic Acid (9(E),11(E)-CLA) belongs to a group of eight geometric isomers of linoleic acid, characterized by adjacent double bonds. This specific isomer, 9,11 all-trans linoleic acid, was first discovered in ground beef and is found in various dairy products as well. Notably, it has been shown to decrease mammary tumors in rats with dietary inclusion as minimal as 0.1%. [Matreya, LLC. Catalog No. 1181]

Fmoc-11-aminoundecanoic acid can be used as a PROTAC linker in the synthesis of PROTACs and other conjugation applicaitons. Fmoc-11-aminoundecanoic acid is an alkane chian with terminal Fmoc-protected amine and carboxylic acid groups. The Fmoc group can be deprotected under basic condition to obtain the free amine which can be used for further conjugations. 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.

(-)-Cadin-4,10(15)-dien-11-oic acid is a natural product of Acorus, Araceae. The catalog number is TN6478 and the CAS number is 1124353-23-6. (-)-Cadin-4,10(15)-dien-11-oic acid can be used as a reference standard.

11-Keto fusidic acid exhibits potent antibacterial efficacy against Staphylococcus aureus, demonstrating a minimum inhibitory concentration (MIC) of 0.078 μg/mL.

Lanosta-7,9(11),24-trien-3β,15α-dihydroxy-26-oic acid (compound 2) is a natural product isolated from the Chinese medicinal fungus *Ganoderma lucidum* [1].

9(E),11(E)-12-nitro Conjugated linoleic acid (9(E),11(E)-12-nitro CLA) is a nitrated fatty acid. It is formed from 9(Z),11(E)-CLA upon exposure to acidified nitrite, peroxynitrite, gaseous nitrogen dioxide, or a combination of myeloperoxidase, hydrogen peroxide, and nitrite.1It is also formed in LPS-stimulated RAW 264.7 macrophages, an effect that can be reduced by the nitric oxide synthase (NOS) inhibitor L-NAME .29(E),11(E)-12-nitro CLA has been found in human plasma. 1.Woodcock, S.R., Salvatore, S.R., Bonacci, G., et al.Biomimetic nitration of conjugated linoleic acid: Formation and characterization of naturally occurring conjugated nitrodienesJ. Org. Chem.79(1)25-33(2014) 2.Bonacci, G., Baker, P.R.S., Salvatore, S.R., et al.Conjugated linoleic acid is a preferential substrate for fatty acid nitrationJ. Biol. Chem.287(53)44071-44082(2012)

9(Z),11(E)-Conjugated Linoleic Acid Methyl Ester, identified in lemon grass (C. flexuosus), serves as a standard for quantifying conjugated linoleic acids in thermally stressed olive oil and trans fats in bakery products. [Matreya, LLC. Catalog No. 1255]