ALEXIS Biochemicals: (R,S)-Equol

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ALX-270-312

Revised 04-Dec-08

Formononetin (high purity)
SYNONYMS	7-Hydroxy-4’-methoxyisoflavone (high purity) 7-Hydroxy-3-(4’-methoxyphenyl)-4H-benzopyran-4-one (high purity)
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Isoflavones

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-270-312-M005		5 mg	140.00 USD

Product Specification

FORMULA:	C₁₆H₁₂O₄
MW:	268.3
CAS NUMBER:	485-72-3
MERCK INDEX:	14: 4244
PURITY:	≥97% (HPLC, TLC)
APPEARANCE:	White to greyish powder.
SOLUBILITY:	Soluble in DMSO (200mg/ml) or methanol (2mg/ml).
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
USE/STABILITY:	Place in a desiccator under vacuum for 48 hours before use.
HANDLING:	Protect from light.

Product Description

Interacts with human estrogen receptors with low potency. Enhances IL-4 production in a dose-dependent manner. Inhibits lecithin peroxidation induced by hydroxyl radicals. Selective inhibitor of the γ-isoform of alcohol dehydrogenase. Antioxidant.

Product Specific Literature References

Interaction of naturally occurring nonsteroidal estrogens with expressed recombinant human estrogen receptor: R.J. Miksicek; J. Steroid Biochem. Mol. Biol. 49, 153 (1994) Abstract
Dietary estrogenic isoflavones are potent inhibitors of beta-hydroxysteroid dehydrogenase of P. testosteronii: W.M. Keung; BBRC 215, 1137 (1995) Abstract
Proliferative response of mammary glandular tissue to formononetin: W. Wang, et al.; Nutr. Cancer 23, 131 (1995) Abstract
Antioxidant activity of phytoestrogenic isoflavones: M.B. Ruiz-Larrea, et al.; Free Radic. Res. 26, 63 (1997) Abstract
Inhibitory effects of isoflavones on lipid peroxidation by reactive oxygen species: S. Toda and Y. Shirataki; Phytother. Res. 13, 163 (1999) Abstract
Isoflavonoids and lignans have different potentials to modulate oxidative genetic damage in human colon cells: B.L. Pool-Zobel, et al.; Carcinogenesis 21, 1247 (2000) Abstract
Disposition of flavonoids via enteric recycling: enzyme-transporter coupling affects metabolism of biochanin A and formononetin and excretion of their phase II conjugates: X. Jia, et al.; J. Pharmacol. Exp. Ther. 310, 1103 (2004) Abstract
Formononetin, a phyto-oestrogen, and its metabolites up-regulate interleukin-4 production in activated T cells via increased AP-1 DNA binding activity: J. Park, et al.; Immunology 116, 71 (2005) Abstract

Further Categories Containing This Product:

Estrogen & Estrogen Receptors / Related Products • Interleukins Other Products • Natural Products - Antioxidants • Active Substances from Fruit and Vegetables • Other Natural Products for Inflammation Research

ALX-350-006

Revised 05-Apr-08

Genistein (synthetic)
SYNONYMS	4',5,7-Trihydroxyisoflavone
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Protein Kinase Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-006-M010		10 mg	25.00 USD
ALX-350-006-M025		25 mg	50.00 USD
ALX-350-006-M050		50 mg	90.00 USD
ALX-350-006-M100		100 mg	150.00 USD
ALX-350-006-G001		1 g	480.00 USD

Product Specification

FORMULA:	C₁₅H₁₀O₅
MW:	270.2
CAS NUMBER:	446-72-0
MERCK INDEX:	14: 4391
RTECS:	NR2392000
SOURCE/HOST:	Synthetic.
PURITY:	≥99% (HPLC)
APPEARANCE:	White to yellow crystalline powder.
SOLUBILITY:	Soluble in DMSO, 100% ethanol or dilute aqueous base; insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HANDLING:	Protect from light.
HAZARD:	MAY BE CARCINOGENIC. HARMFUL.

Product Description

Tyrosine protein kinase inhibitor. Inhibits phosphorylation of EGFR kinase. Inhibits tumor cell proliferation and induces tumor cell differentiation. Inhibits topoisomerase II activity in vivo. Produces cell cycle arrest and apoptosis. Direct inhibitor of insulin-induced glucose uptake in adipocytes (IC₅₀=20µM).

Product Specific Literature References

Genistein, a specific inhibitor of tyrosine-specific protein kinases: T. Akiyama, et al.; J. Biol. Chem. 262, 5592 (1987) Abstract; Full Text
Erbstatin blocks platelet activating factor-induced protein-tyrosine phosphorylation, polyphosphoinositide hydrolysis, protein kinase C activation, serotonin secretion and aggregation of rabbit platelets: H. Salari, et al.; FEBS Lett. 263, 104 (1990) Abstract
Mechanisms of cancer chemoprevention by soy isoflavone genistein: F.H. Sarkar & Y. Li; Cancer Metastasis Rev. 21, 265 (2002) Abstract
Soy isoflavone phyto-pharmaceuticals in interleukin-6 affections. Multi-purpose nutraceuticals at the crossroad of hormone replacement, anti-cancer and anti-inflammatory therapy: N. Dijsselbloem, et al.; Biochem. Pharmacol. 68, 1171 (2004), Review Abstract
Genistein affects testosterone secretion by Leydig cells in roosters (Gallus gallus domesticus): M. Opalka, et al.; Reprod. Biol. 4, 185 (2004) Abstract
Genistein directly inhibits GLUT4-mediated glucose uptake in 3T3-L1 adipocytes: M. Bazuine, et al.; BBRC 325, 511 (2005) Abstract
Decreased circulating levels of tumor necrosis factor-alpha in postmenopausal women during consumption of soy-containing isoflavones: Y. Huang, et al.; J. Clin. Endocrinol. Metab. 90, 3956 (2005) Abstract
Phytoestrogens and lipoproteins in women: C.N. Bairey Merz, et al.; J. Clin. Endocrinol. Metab. 91, 2209 (2006) Abstract
Clinical review: a critical evaluation of the role of soy protein and isoflavone supplementation in the control of plasma cholesterol concentrations: A. Dewell, et al.; J. Clin. Endocrinol. Metab. 91, 772 (2006), Review Abstract
The role of genistein and synthetic derivatives of isoflavone in cancer prevention and therapy: F.H. Sarkar, et al.; Mini Rev. Med. Chem. 6, 401 (2006), Review Abstract

Further Categories Containing This Product:

Natural Products - Topoisomerase Inhibitors • TNF-alpha & TNF Receptors Other Products • Tyrosine Kinase Inhibitors • EGFR Kinase Inhibitors • Active Substances from Fruit and Vegetables • Antitumor Agents (Enzyme Inhibitors) • Antitumor Agents (Anti-proliferative) • Natural Products for Angiogenesis Research • Isoflavones • Cell Cycle Blockers & Inhibitors / Related Products • Antitumor Agents (Apoptosis Inducers) • Natural Products for Cell Cycle Research • Natural Products - Antitumor Reagents • Natural Products - Apoptosis Inducers & Inhibitors

ALX-350-009

Revised 03-Apr-08

Daidzein
SYNONYMS	4',7-Dihydroxyisoflavone
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Protein Kinase Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-009-M010		10 mg	20.00 USD
ALX-350-009-M025		25 mg	40.00 USD
ALX-350-009-M050		50 mg	60.00 USD

Product Specification

FORMULA:	C₁₅H₁₀O₄
MW:	254.2
CAS NUMBER:	486-66-8
MERCK INDEX:	14: 2801
RTECS:	DJ3100040
SOURCE/HOST:	Synthetic.
PURITY:	≥98%
APPEARANCE:	White to off-white solid.
SOLUBILITY:	Soluble in DMSO; slightly soluble in 100% ethanol; insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	IRRITANT.

Product Description

Inactive analog of the tyrosine kinase inhibitor genistein (Prod. No. ALX-350-006). Shows anti-inflammatory effect.

Product Specific Literature References

Genistein, a specific inhibitor of tyrosine-specific protein kinases: T. Akiyama, et al.; J. Biol. Chem. 262, 5592 (1987) Abstract; Full Text
Role of tyrosine kinases in IgE-mediated signal transduction in human lung mast cells and basophils: S.E. Lavens, et al.; Am. J. Respir. Cell. Mol. Biol. 7, 637 (1992) Abstract
Tyrosine kinase inhibitors block calcium channel currents in vascular smooth muscle cells: S. Wijetunge, et al.; BBRC 189, 1620 (1992) Abstract
Genistein and daidzein, and their ß-glycoside conjugates: anti-tumor isoflavones in soybean foods from American and Asian diets: L. Coward, et al.; J. Agric. Food Chem. 41, 1961 (1993)
Stimulation of pS2 expression by diet-derived compounds: N. Sathyamoorthy, et al.; Cancer Res. 54, 957 (1994) Abstract
Daidzein inhibits insulin- or insulin-like growth factor-1-mediated signaling in cell cycle progression of Swiss 3T3 cells: K. Higashi and H. Ogawara; Biochim. Biophys. Acta 1221, 29 (1994) Abstract
Decreased circulating levels of tumor necrosis factor-alpha in postmenopausal women during consumption of soy-containing isoflavones: Y. Huang, et al.; J. Clin. Endocrinol. Metab. 90, 3956 (2005) Abstract
Gut bacterial metabolism of the soy isoflavone daidzein: exploring the relevance to human health: C. Atkinson, et al.; Exp. Biol. Med. (Maywood) 230, 155 (2005), Review Abstract
Clinical review: a critical evaluation of the role of soy protein and isoflavone supplementation in the control of plasma cholesterol concentrations: A. Dewell, et al.; J. Clin. Endocrinol. Metab. 91, 772 (2006), Review Abstract
Phytoestrogens and lipoproteins in women: C.N. Bairey Merz, et al.; J. Clin. Endocrinol. Metab. 91, 2209 (2006) Abstract

Further Categories Containing This Product:

Tyrosine Kinase Inhibitors • Active Substances from Fruit and Vegetables • Isoflavones • Natural Products - Anti-inflammatory Agents

ALX-350-146

Revised 03-Oct-07

Neobavaisoflavone
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Antioxidants

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-146-M001		1 mg	170.00 USD

Product Specification

FORMULA:	C₂₀H₁₈O₄
MW:	322.4
CAS NUMBER:	41060-15-5
SOURCE/HOST:	Isolated from plant Psoralea corylifolia.
PURITY:	≥97% (HPLC)
APPEARANCE:	Yellow solid.
SOLUBILITY:	Soluble in DMSO or 100% ethanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.
IDENTITY:	Determined by ¹H-NMR, ¹³C-NMR and MS.

Product Description

Inhibits platelet aggregation. DNA polymerase inhibitor. Shows antifungal activity.

Product Specific Literature References

Prenylated isoflavanone from the roots of Erythrina sigmoidea: A.E. Nkengfack, et al.; Phytochemistry 36, 1047 (1994) Abstract
Antiplatelet flavonoids from seeds of Psoralea corylifolia: W.J. Tsai, et al.; J. Nat. Prod. 59, 671 (1996) Abstract
DNA polymerase and topoisomerase II inhibitors from Psoralea corylifolia: N.J. Sun, et al.; J. Nat. Prod. 61, 362 (1998) Abstract
Studies on the chemical constituents of Psoralea corylifolia L.: B. Ruan, et al.; J. Asian Nat. Prod. Res. 9, 41 (2007) Abstract

Further Categories Containing This Product:

DNA Replication Inhibitors • Antithrombotic Agents / Platelet Aggregation Inhibitors / Related Products • Natural Products - Topoisomerase Inhibitors • Natural Products - DNA Replication Inhibitors • Natural Products - Antifungal Agents • Isoflavones

ALX-350-247

Revised 27-Oct-08

Genistin
SYNONYMS	Genistein-7-O-glucoside
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Protein Kinase Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-247-M010		10 mg	180.00 USD

Product Specification

FORMULA:	C₂₁H₂₀O₁₀
MW:	432.4
CAS NUMBER:	529-59-9
MERCK INDEX:	14: 4391
RTECS:	DJ3093000
PURITY:	≥98%
APPEARANCE:	Off-white to light yellow powder.
SOLUBILITY:	Soluble in DMSO or dilute aqueous base; insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C

Product Description

Glucoside of genistein (Prod. No. ALX-350-006) found in soy beans. Useful as a negative control for genistein and other tyrosine kinase inhibitors. Selective inhibitor of terminal deoxyribonucleotidyltransferase (TdT). Displays antioxidant and anticarcinogenic properties.

Product Specific Literature References

Soybean isoflavones, genistein and genistin, inhibit rat myoblast proliferation, fusion and myotube protein synthesis: S. Ji, et al.; J. Nutr. 129, 1291 (1999) Abstract
Daidzein and genistein but not their glucosides are absorbed from the rat stomach: M.K. Piskula, et al.; FEBS Lett. 447, 287 (1999) Abstract
Inhibition of CYP1A1 enzyme activity in mouse hepatoma cell culture by soybean isoflavones: H.G. Shertzer, et al.; Chem. Biol. Interact. 123, 31 (1999) Abstract
Selective inhibitors of terminal deoxyribonucleotidyltransferase (TdT): baicalin and genistin: Y. Uchiyama, et al.; Biochim. Biophys. Acta 1725, 298 (2005) Abstract
Genistin inhibits UV light-induced plasmid DNA damage and cell growth in human melanoma cells: A. Russo, et al.; J. Nutr. Biochem. 17, 103 (2006) Abstract
Pro-apoptotic effect and cytotoxicity of genistein and genistin in human ovarian cancer SK-OV-3 cells: E.J. Choi, et al.; Life Sci. 80, 1403 (2007) Abstract

Further Categories Containing This Product:

Tyrosine Kinase Inhibitors • Natural Products - Chemopreventive Agents • Natural Products - Topoisomerase Inhibitors • Natural Products - Antioxidants • Active Substances from Fruit and Vegetables • Isoflavones

ALX-350-248

Revised 23-Jun-05

Daidzin
SYNONYMS	Daidzein-7-O-glucoside
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Chemopreventive Agents

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-248-M002		2 mg	75.00 USD
ALX-350-248-M010		10 mg	290.00 USD

Product Specification

FORMULA:	C₂₁H₂₀O₉
MW:	416.4
CAS NUMBER:	552-66-9
MERCK INDEX:	14: 2801
PURITY:	≥98%
APPEARANCE:	White to beige powder.
SOLUBILITY:	Soluble in DMSO or dilute aqueous base; insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C

Product Description

Glucoside of the isoflavone daidzein (Prod. No. ALX-350-009) found in soy beans.

Product Specific Literature References

Metabolism of puerarin and daidzin by human intestinal bacteria and their relation to in vitro cytotoxicity: D.H. Kim, et al.; Biol. Pharm. Bull. 21, 628 (1998) Abstract
Daidzin and its antidipsotropic analogs inhibit serotonin and dopamine metabolism in isolated mitochondria: W.M. Keung & B.L. Vallee; PNAS 95, 2198 (1998) Abstract
Daidzein and genistein but not their glucosides are absorbed from the rat stomach: M.K. Piskula, et al.; FEBS Lett. 447, 287 (1999) Abstract

Further Categories Containing This Product:

Active Substances from Fruit and Vegetables • Isoflavones

ALX-350-249

Revised 07-Oct-08

Puerarin
SYNONYMS	8-(β-D-Glucopyranosyl-7-hydroxy-3- (4-hydroxyphenyl)-4H-1-benzopyran-4-one NPI-031G
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Antioxidants

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-249-M005		5 mg	110.00 USD

Product Specification

FORMULA:	C₂₁H₂₀O₉
MW:	416.4
CAS NUMBER:	3681-99-0
RTECS:	UO5216000
SOURCE/HOST:	Isolated from Kudzu root.
PURITY:	≥98%
APPEARANCE:	White to off-white powder.
SOLUBILITY:	Soluble in methanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C

Product Description

Biologically active isoflavone. Affects serotonin levels and platelet aggregation in blood cells. 5-HT2c antagonist. Antibacterial. Displays cardioprotective effects. Induces apoptosis.

Product Specific Literature References

Daidzin and its antidipsotropic analogs inhibit serotonin and dopamine metabolism in isolated mitochondria: W.M. Keung & B.L. Vallee; PNAS 95, 2198 (1998) Abstract
Metabolism of puerarin and daidzin by human intestinal bacteria and their relation to in vitro cytotoxicity: D.H. Kim, et al.; Biol. Pharm. Bull. 21, 628 (1998) Abstract
NPI-031G (puerarin) reduces anxiogenic effects of alcohol withdrawal or benzodiazepine inverse or 5-HT2C agonists: D.H. Overstreet, et al.; Pharmacol. Biochem. Behav. 75, 619 (2003) Abstract
Puerarin reduces increased c-fos, c-jun, and type IV collagen expression caused by high glucose in glomerular mesangial cells: C.P. Mao & Z.L. Gu; Acta Pharmacol. Sin. 26, 982 (2005) Abstract
Contrasting effects of puerarin and daidzin on glucose homeostasis in mice: E. Meezan, et al.; J. Agric. Food Chem. 53, 8760 (2005) Abstract
Induction of apoptosis by puerarin in colon cancer HT-29 cells: Z. Yu & W. L; Cancer Lett. 238, 53 (2006) Abstract
Opening the calcium-activated potassium channel participates in the cardioprotective effect of puerarin: 574, 179 (2007)
: Q. Gao, et al.; Eur. J. Pharmacol. 574, 179 (2007) Abstract

Further Categories Containing This Product:

Antithrombotic Agents / Platelet Aggregation Inhibitors / Related Products • Natural Products with Antibiotic Activity • Natural Products for Neurological Research • Natural Products - Apoptosis Inducers & Inhibitors • Isoflavones • Serotonergics & Serotonin Receptors / Related Products

ALX-385-032

Revised 16-Jun-08

(R,S)-Equol
SYNONYMS	(±)-Equol 3,4-Dihydro-3-(4-hydroxyphenyl)-2H-1-benzopyran-7-ol 4’,7-Dihydroxyisoflavane
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Isoflavones

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-385-032-M005		5 mg	30.00 USD
ALX-385-032-M025		25 mg	120.00 USD

Product Specification

FORMULA:	C₁₅H₁₄O₃
MW:	242.3
CAS NUMBER:	531-95-3, 94105-90-5
MERCK INDEX:	14: 3644
PURITY:	≥98% (HPLC)
APPEARANCE:	White to light yellow powder.
SOLUBILITY:	Soluble in DMSO, methanol or 100% ethanol; insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.

Product Description

Flavonoid. Racemic mixture. Urinary metabolite of daidzein. Inhibits 12-O-tetradecanoylphorbol 13-acetate (TPA)-induced neoplastic cell transformation by targeting the MEK/ERK/p90RSK/activator protein-1 signalling pathway. Shows positive effects on the incidence of prostate cancer and physiological changes after menopause. Functions as a DHT blocker. Preferentially activates estrogen receptor β (ERβ).

Product Specific Literature References

Comparisons of percent equol producers between prostate cancer patients and controls: case-controlled studies of isoflavones in Japanese, Korean and American residents: H. Akaza, et al.; Jpn. J. Clin. Oncol. 34, 86 (2004) Abstract; Full Text
Mammographic density in relation to daidzein-metabolizing phenotypes in overweight, postmenopausal women: C.L. Frankenfeld, et al.; Cancer Epidemiol. Biomarkers Prev. 13, 1156 (2004) Abstract; Full Text
Equol is a novel anti-androgen that inhibits prostate growth and hormone feedback: T.D. Lund, et al.; Biol. Reprod. 70, 1188 (2004) Abstract; Full Text
Phytoestrogens and their human metabolites show distinct agonistic and antagonistic properties on estrogen receptor alpha (ERalpha) and ERbeta in human cells: S.O. Mueller, et al.; Toxicol. Sci. 80, 14 (2004) Abstract; Full Text
High concordance of daidzein-metabolizing phenotypes in individuals measured 1 to 3 years apart: C.L. Frankenfeld, et al.; Br. J. Nutr. 94, 873 (2005) Abstract
Equol, a metabolite of the soybean isoflavone daidzein, inhibits neoplastic cell transformation by targeting the MEK/ERK/p90RSK/activator protein-1 pathway: N.J. Kang, et al.; J. Biol. Chem. 282, 32856 (2007) Abstract; Full Text
Isoflavones, equol and cardiovascular disease: pharmacological and therapeutic insights: K.A. Jackman, et al.; Curr. Med. Chem. 14, 2824 (2007) Abstract

Further Categories Containing This Product:

Estrogen & Estrogen Receptors / Related Products • Antitumor Agents (Hormone-related) • Androgens & Androgen Receptors / Related Products • ERK1 & ERK2 / Related Products