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Receptors
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ALX-340-049 Revised 03-Dec-07
N-Arachidonoyldopamine
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SYNONYMS N-Arachidonoyl-3-hydroxytyramine
NADA
AA-DA
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Endocannabinoids
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ALX-340-049-M001   1 mg 20.00 USD Add To Cart
ALX-340-049-M005   5 mg 35.00 USD Add To Cart
Product Specification
FORMULA: C28H41NO3
MW: 439.6
CAS NUMBER: 199875-69-9
PURITY: ≥99% (HPLC)
APPEARANCE: Lyophilized.
SOLUBILITY: Soluble in methanol, 100% ethanol or DMSO.
SHIPPING: SHIPPED ON DRY ICE
LONG TERM STORAGE: -20°C
HANDLING: Packaged under inert gas.

Product Description
Endogenous, specific ligand for the CB1 receptor (CB1: Ki=250nM; CB2: Ki=12µM) [1] and TRPV1 [2] (EC50=50nM) found in nervous tissues [3, 4]. Immunosuppressant inhibiting T cell proliferation and phosphorylation of the NF-κB p65 subunit [5]. Potent vasorelaxant [6] and inhibitor of HIV-1 [7].
Product Specific Literature References
[1] N-acyl-dopamines: novel synthetic CB(1) cannabinoid-receptor ligands and inhibitors of anandamide inactivation with cannabimimetic activity in vitro and in vivo: T. Bisogno, et al.; Biochem. J. 351, 817 (2000) Abstract; Full Text
[2] Actions of two naturally occurring saturated N-acyldopamines on transient receptor potential vanilloid 1 (TRPV1) channels: L. De Petrocellis, et al.; Br. J. Pharmacol. 143, 251 (2004) Abstract; Full Text
[3] An endogenous capsaicin-like substance with high potency at recombinant and native vanilloid VR1 receptors: S.M. Huang, et al.; PNAS 99, 8400 (2002) Abstract
[4] Arachidonyl dopamine as a ligand for the vanilloid receptor VR1 of the rat: A. Toth, et al.; Life Sci. 73, 487 (2003) Abstract
[5] Immunosuppressive activity of endovanilloids: N-arachidonoyl-dopamine inhibits activation of the NF-kappa B, NFAT, and activator protein 1 signaling pathways: R. Sancho, et al.; J. Immunol. 172, 2341 (2004) Abstract
[6] Characterisation of the vasorelaxant properties of the novel endocannabinoid N-arachidonoyl-dopamine (NADA): S.E. O'Sullivan, et al.; Br. J. Pharmacol. 141, 803 (2004) Abstract
[7] Mechanisms of HIV-1 inhibition by the lipid mediator N-arachidonoyldopamine: R. Sancho, et al.; J. Immunol. 175, 3990 (2005) Abstract
Synthesis and biological evaluation of novel amides of polyunsaturated fatty acids with dopamine: V. Bezuglov, et al.; Bioorg. Med. Chem. Lett. 11, 447 (2001) Abstract
Modulation of trigeminal sensory neuron activity by the dual cannabinoid-vanilloid agonists anandamide, N-arachidonoyl-dopamine and arachidonyl-2-chloroethylamide: T.J. Price, et al.; Br. J. Pharmacol. 141, 1118 (2004) Abstract
Mechanisms of HIV-1 Inhibition by the Lipid Mediator N-Arachidonoyldopamine: R. Sancho, et al.; J. Immunol. 175, 3990 (2005) Abstract
Further Categories Containing This Product:
Immunomodulators Other Products • Endovanilloids
 
 
ALX-340-061 Revised 10-Jul-08
Arachidonoyl 2'-fluoroethylamide
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SYNONYMS N-(2-Fluoroethyl)-5Z,8Z,11Z,14Z-eicosatetraenamide
2'-Fluoro AEA
2'-Fluoro anandamide
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Anandamide & Anandamide Analogs
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ALX-340-061-M005   5 mg 63.00 USD Add To Cart
Product Specification
FORMULA: C22H36NOF
MW: 349.5
CAS NUMBER: 166100-37-4
PURITY: ≥98%
FORMULATION: Liquid. Solution in ethanol.
SOLUBILITY: 7mg/ml soluble in DMSO or dimethyl formamide; 8mg/ml soluble in a 1:1 solution of ethanol:PBS (pH 7.2) (dilute the ethanol solution with PBS).
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C
USE/STABILITY: Stable for at least 1 year after receipt when stored at -20°C. We do not recommend storing aqueous solutions for more than one day.

Product Description
CB1 receptor agonist (CB1: Ki=26.7nM; CB2: Ki=908nM).
Product Specific Literature References
Novel analogues of arachidonylethanolamide (anandamide): affinities for the CB1 and CB2 cannabinoid receptors and metabolic stability: S. Lin, et al.; J. Med. Chem. 41, 5353 (1998) Abstract
General Information
BACKGROUND/TECHNICAL INFORMATION To change the solvent, evaporate the ethanol under a gentle stream of nitrogen and immediately add the solvent of choice.
Further Categories Containing This Product:
Cannabinoid Receptor Agonists & Antagonists/Related Products
 
 
ALX-340-036 Revised 18-Jul-08
2-Arachidonoylglycerol
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SYNONYMS 2-AG
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Endocannabinoids
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ALX-340-036-M005   5 mg 121.00 USD Add To Cart
Product Specification
FORMULA: C23H38O4
MW: 378.6
CAS NUMBER: 53847-30-6
CONCENTRATION: 10mg/ml
PURITY: ≥95% (as 9:1 mixture of 2-AG and 1-AG)
FORMULATION: Liquid. Solution in acetonitrile.
SOLUBILITY: 10mg/ml soluble in 100% ethanol or DMSO; 150μg/ml soluble in PBS, pH 7.2.
SHIPPING: SHIPPED ON DRY ICE
LONG TERM STORAGE: -80°C
USE/STABILITY:

Stable for at least 6 months after receipt when stored at -80°C. Keep aqueous solutions on ice and use within 12 hours.
HANDLING: Protect from light and oxygen.

Product Description
Endogenous ligand for the CB1 receptor (CB1: Ki=58.3nM); CB2: Ki>3µM) present in high levels in the CNS.
Product Specific Literature References
A second endogenous cannabinoid that modulates long-term potentiation: N. Stella, et al.; Nature 388, 773 (1997) Abstract
Evidence that the cannabinoid CB1 receptor is a 2-arachidonoylglycerol receptor. Structure-activity relationship of 2-arachidonoylglycerol, ether-linked analogues, and related compounds: T. Sugiura, et al.; J. Biol. Chem. 274, 2794 (1999) Abstract; Full Text
An entourage effect: inactive endogenous fatty acid glycerol esters enhance 2-arachidonoyl-glycerol cannabinoid activity: S. Ben-Shabat, et al.; J. Pharmacol. 353, 23 (1998) Abstract
Enzymes of porcine brain hydrolyzing 2-arachidonoylglycerol, an endogenous ligand of cannabinoid receptors: S.K. Goparaju, et al.; Biochem. Pharmacol. 57, 417 (1999) Abstract
Metabolism of anandamide and 2-arachidonoylglycerol: an historical overview and some recent developments: V. Di Marzo, et al.; Lipids 34, S319 (1999), (Review) Abstract
The uptake by cells of 2-arachidonoylglycerol, an endogenous agonist of cannabinoid receptors: T. Bisogno, et al.; Eur. J. Biochem. 268, 1982 (2001) Abstract
Cloning of the first sn1-DAG lipases points to the spatial and temporal regulation of endocannabinoid signaling in the brain: T. Bisogno, et al.; J. Cell Biol. 163, 463 (2003) Abstract
2-Arachidonoylglycerol, an endogenous cannabinoid receptor ligand, induces accelerated production of chemokines in HL-60 cells: S. Kishimoto, et al.; J. Biochem. (Tokyo) 135, 517 (2004) Abstract
The endogenous cannabinoid 2-arachidonoyl glycerol as in vivo chemoattractant for dendritic cells and adjuvant for Th1 response to a soluble protein: G.J. Maestroni; FASEB J. 18, 1914 (2004) Abstract; Full Text
New perspectives in the studies on endocannabinoid and cannabis: 2-arachidonoylglycerol as a possible novel mediator of inflammation: T. Sugiura, et al.; J. Pharmacol. Sci. 96, 367 (2004) Abstract; Full Text
2-arachidonoylglycerol: a novel inhibitor of androgen-independent prostate cancer cell invasion: K. Nithipatikom, et al.; Cancer Res. 64, 8826 (2004) Abstract; Full Text
2-arachidonoylglycerol, an endogenous cannabinoid receptor ligand, induces rapid actin polymerization in HL-60 cells differentiated into macrophage-like cells: M. Gokoh, et al.; Biochem. J. 386, 583 (2005) Abstract; Full Text
A new class of inhibitors of 2-arachidonoylglycerol hydrolysis and invasion of prostate cancer cells: K. Nithipatikom, et al.; BBRC 332, 1028 (2005) Abstract
Selective inhibition of 2-AG hydrolysis enhances endocannabinoid signaling in hippocampus: J.K. Makara, et al.; Nat. Neurosci. 8, 1139 (2005) Abstract
General Information
BACKGROUND/TECHNICAL INFORMATION Protic solvents such as ethanol, water etc. tend to enhance the rate of isomerization to 1-AG. It is highly recommended to store the product in acetonitrile until use. To change the solvent, evaporate the acetonitrile under a gentle stream of nitrogen and immediately add the solvent of choice. Use these solutions at once as the long term stability of 2-Arachidonoylglycerol in these solvents is not known.
 
 
ALX-340-055 Revised 21-Jul-08
N-Arachidonoyl glycine
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SYNONYMS NAGly
N-[1-Oxo-5Z,8Z,11Z,14Z-Eicosatetraenyl]-glycine
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Anandamide & Anandamide Analogs
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ALX-340-055-M005   5 mg 55.00 USD Add To Cart
Product Specification
FORMULA: C22H35NO3
MW: 361.5
CAS NUMBER: 179113-91-8
CONCENTRATION: 50mg/ml
PURITY: ≥98%
FORMULATION: Liquid. Solution in ethanol.
SOLUBILITY: 15mg/ml soluble in DMSO or dimethyl formamide; 2mg/ml soluble in PBS (pH 7.2).
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C
USE/STABILITY: Stable for at least 2 years after receipt when stored at -20°C. We do not recommend storing aqueous solutions for more than one day.

Product Description
Endogenous anandamide-like compound. Lacks affinity for CB1 receptors (Ki>10µM), TRPV1 (EC50>10µM) and anandamide uptake (IC50>50µM), but inhibits fatty acid amide hydrolase (FAAH) (IC50=8.5µM-50µM, depending on cell type and species).
Product Specific Literature References
Structural requirements for binding of anandamide-type compounds to the brain cannabinoid receptor: T. Sheskin, et al.; J. Med. Chem. 40, 659 (1997) Abstract
Identification of a new class of molecules, the arachidonyl amino acids, and characterization of one member that inhibits pain: S.M. Huang, et al.; J. Biol. Chem. 276, 42639 (2001) Abstract
A structure-activity relationship study on N-arachidonoyl-amino acids as possible endogenous inhibitors of fatty acid amide hydrolase: M. Grazia Cascio, et al.; BBRC 314, 192 (2004) Abstract
General Information
BACKGROUND/TECHNICAL INFORMATION To change the solvent, evaporate the ethanol under a gentle stream of nitrogen and immediately add the solvent of choice.
Further Categories Containing This Product:
Fatty Acid Amide Hydrolase [FAAH]/Related Products • Anandamide Uptake Inhibitors
 
 
ALX-340-063 Revised 19-Apr-07
N-Arachidonoyl-L-serine
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SYNONYMS N-[(5Z,8Z,11Z,14Z)-1-Oxo-5,8,11,14-eicosatetraenyl)]-L-serine
ARA-S
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Endocannabinoids
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ALX-340-063-M010   10 mg 90.00 USD Add To Cart
Product Specification
FORMULA: C23H37NO4
MW: 391.5
CAS NUMBER: 187224-29-9
PURITY: ≥98%
APPEARANCE: Waxy solid.
SOLUBILITY: Soluble in DMSO or dimethyl formamide; sparingly soluble in water.
SHIPPING: SHIPPED ON DRY ICE
LONG TERM STORAGE: -80°C

Product Description
Endocannabinoid-like brain constituent with similar biological profile like abnormal cannabidiol. Binds weakly to CB1 and CB2 receptors and TRPV1. Produces endothelium-dependent vasodilation. Increases phosphorylation of Akt and mitogen-activated protein kinase (MAPK) in HUVEC.
Product Specific Literature References
N-arachidonoyl L-serine, an endocannabinoid-like brain constituent with vasodilatory properties: G. Milman, et al.; PNAS 103, 2428 (2006) Abstract; Full Text
Further Categories Containing This Product:
MAPK Pathway Activators • Endovanilloids • PI(3)K-Akt-mTOR Pathway Other Products
 
 
ALX-340-060 Revised 10-Jul-08
Arachidonoyl serotonin
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SYNONYMS AA-5HT
N-[2-(5-Hydroxy-1H-indol-3-yl)]ethyl-5Z,8Z,11Z,14Z-eicosatetraenamide
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Anandamide & Anandamide Analogs
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ALX-340-060-M005   5 mg 55.00 USD Add To Cart
Product Specification
FORMULA: C30H42N2O2
MW: 462.7
CAS NUMBER: 187947-37-1
PURITY: ≥98%
FORMULATION: Liquid. Solution in methyl acetate.
SOLUBILITY: Soluble in 100% ethanol (15mg/ml), DMSO (30mg/ml), dimethyl formamide (30mg/ml) or PBS, pH 7.2 (290μg/ml).
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C
USE/STABILITY: Stable for at least 1 year after receipt when stored at -20°C. We do not recommend storing aqueous solutions for more than one day.

Product Description
Tight binding, competitive inhibitor of fatty acid amide hydrolase (FAAH) (IC50=12µM).
Product Specific Literature References
Arachidonoylserotonin and other novel inhibitors of fatty acid amide hydrolase: T. Bisogno, et al.; BBRC 248, 515 (1998) Abstract
General Information
BACKGROUND/TECHNICAL INFORMATION To change the solvent, evaporate the methyl acetate under a gentle stream of nitrogen and immediately add the solvent of choice.
Further Categories Containing This Product:
Fatty Acid Amide Hydrolase [FAAH]/Related Products
 
 
ALX-340-001 Revised 28-Jul-06
Arachidonyl trifluoromethylketone
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SYNONYMS AACOCF3
PRODUCT LINE Signal Transduction
PRODUCT CATEGORY PLA2 Inhibitors
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-340-001-M005   5 mg 70.00 USD Add To Cart
ALX-340-001-M010   10 mg 110.00 USD Add To Cart
ALX-340-001-M050   50 mg 390.00 USD Add To Cart
Product Specification
FORMULA: C21H31F3O
MW: 356.5
CAS NUMBER: 149301-79-1
PURITY: ≥98%
APPEARANCE: Clear to yellow oil.
SOLUBILITY: 25mg/ml soluble in 100% ethanol or DMSO.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
USE/STABILITY: Dissolve in solvent purged with nitrogen or argon. Store under nitrogen or argon in tightly sealed container. Solutions are stable for up to 1 month when stored under nitrogen or argon in tightly sealed container at -80°C.
HANDLING: PROTECT FROM AIR!
HAZARD: TOXIC.

Product Description
Selective inhibitor of both, Ca2+-dependent and Ca2+-independent phospholipase A2 (PLA2), but not secretory PLA2 (sPLA2). Also inhibits fatty acid amide hydrolase (FAAH) and anandamide amidase.
Product Specific Literature References
Inhibitors of arachidonoyl ethanolamide hydrolysis: B. Koutek, et al.; J. Biol. Chem. 269, 22937 (1994) Abstract; Full Text
Further Categories Containing This Product:
Fatty Acid Amide Hydrolase [FAAH]/Related Products
 
 
ALX-350-312 Revised 28-May-08
(-)-Arctigenin
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SYNONYMS (3R,4R)-4-[(3,4-Dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2-(3H)-furanone
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Antitumor Reagents
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ALX-350-312-M025   25 mg 70.00 USD Add To Cart
Product Specification
FORMULA: C21H24O6
MW: 372.4
CAS NUMBER: 7770-78-7
SOURCE/HOST: Isolated from Arctium lappa.
PURITY: ≥97% (HPLC)
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in DMSO (34mg/ml, heating, sonication); sparingly soluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Lignan derivative, which shows antitumor, anti-inflammatory, immunomodulatory and neuroprotective activities. Down-regulates anti-apoptotic protein Bcl-XL. Potent inhibitor of HIV type-I integrase and DNA topoisomerase II. Shows phytoestrogenic and cytotoxic properties against Hep62 cells.  Antagonist for platelet activating factor and Ca2+. Blocks the activation of Akt (protein kinase B; PKB) induced by glucose starvation.
Product Specific Literature References
Antiproliferative effect of Arctigenin and Arctiin: S.Y. Ryu, et al.; Arch. Pharm. Res. 18, 462 (1995)
(-)-Arctigenin as a lead structure for inhibitors of human immunodeficiency virus type-1 integrase: E. Eich, et al.; J. Med. Chem 39, 86 (1996) Abstract
Immunomodulatory effect of arctigenin, a lignan compound, on tumour necrosis factor-alpha and nitric oxide production, and lymphocyte proliferation: J.Y. Cho, et al.; J. Pharm. Pharmacol. 51, 1267 (1999) Abstract
Arctigenin protects cultured cortical neurons from glutamate-induced neurodegeneration by binding to kainate receptor: Y.P. Jang, et al.; J. Neurosci. Res. 68, 233 (2002) 68, 233 (2002) Abstract
A phytochemical study of lignans in whole plants and cell suspension cultures of Anthriscus sylvestris: A. Koulman, et al.; Planta Med. 69, 733 (2003) Abstract
Naturally occurring lignans efficiently induce apoptosis in colorectal tumor cells: B. Hausott, et al.; J. Cancer Res. Clin. Oncol. 129, 569 (2003) Abstract
Arctigenin, a phenylpropanoid dibenzylbutyrolactone lignan, inhibits MAP kinases and AP-1 activation via potent MKK inhibition: the role in TNF-alpha inhibition: M.K. Cho, et al.; Int. Immunopharmacol. 4, 1419 (2004) Abstract
Arctigenin, a phenylpropanoid dibenzylbutyrolactone lignan, inhibits MAP kinases and AP-1 activation via potent MKK inhibition: the role in TNF-alpha inhibition: M.K. Cho, et al.; Int. Immunopharmacol. 4, 1419 (2004) Abstract
Identification of arctigenin as an antitumor agent having the ability to eliminate the tolerance of cancer cells to nutrient starvation: S. Awale, et al.; Cancer Res. 66, 1751 (2006) Abstract
The chemopreventive effects of Saussurea salicifolia through induction of apoptosis and phase II detoxification enzyme: K. Kang, et al.; Biol. Pharm. Bull. 30, 2352 (2007) Abstract
Further Categories Containing This Product:
Bcl-2 Family Modulators • Natural Products - Nitric Oxide Pathway Modulators • Platelet Activating Factors [PAF] & Receptors/Related Products • Natural Products - Topoisomerase Inhibitors • Natural Products - Immunomodulators • Natural Products - Anti-inflammatory Agents • Natural Products - Antiviral/anti-HIV Agents • HIV/AIDS/Related Products
 
 
ALX-350-318 Revised 17-Jun-08
(-)-Arctiin
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SYNONYMS (3R,4R)-4-[(3,4-Dimethoxyphenyl)methyl]-3-[[4-(β-D-glucopyranosyloxy)-3-methoxyphenyl]methyl]dihydro-2(3H)-furanone
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Antitumor Reagents
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ALX-350-318-M025   25 mg 60.00 USD Add To Cart
Product Specification
FORMULA: C27H34O11
MW: 534.6
CAS NUMBER: 20362-31-6
SOURCE/HOST: Isolated from Arctium lappa.
PURITY: ≥95% (HPLC)
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in DMSO (5mg/ml); sparingly soluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.

Product Description

Lignan derivative with antitumor activities. Down-regulates anti-apoptotic protein Bcl-XL. Potent inhibitor of HIV type-I integrase and DNA topoisomerase II. Shows phytoestrogenic activity and is an antagonist for platelet activating factor and Ca2+.
Product Specific Literature References
Platelet activating factor (PAF) antagonists contained in medicinal plants: lignans and sesquiterpenes: S. Iwakami, et al.; Chem. Pharm. Bull. (Tokyo) 40, 1196 (1992) Abstract
Antiproliferative effect of Arctigenin and Arctiin: S.Y. Ryu, et al.; Arch. Pharm. Res. 18, 462 (1995)
Cytotoxic components of bardanae fructus (goboshi): S. Moritani, et al.; Biol. Pharm. Bull. 19, 1515 (1996)