ALEXIS Biochemicals: Xanthohumol

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ALX-350-147

Revised 03-Oct-07

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

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-147-MC05		0.5 mg	120.00 USD

Product Specification

FORMULA:	C₂₀H₂₀O₄
MW:	324.4
CAS NUMBER:	19879-32-4
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

Weak antioxidant. Antimutagenic. Stimulates bone formation and has potential activity against osteoporosis. Shows inhibitory activities against the antigen-induced degranulation and weak estrogen-like activity.

Product Specific Literature References

Antiplatelet flavonoids from seeds of Psoralea corylifolia: W.J. Tsai, et al.; J. Nat. Prod. 59, 671 (1996) Abstract
Osteoblastic proliferation stimulating activity of Psoralea corylifolia extracts and two of its flavonoids: D. Wang, et al.; Planta Med. 67, 748 (2001) Abstract
Antioxidative components of Psoralea corylifolia (Leguminosae): H. Haraguchi, et al.; Phytother. Res. 16, 539 (2002) Abstract
Bioactive constituents from Chinese natural medicines. XX. Inhibitors of antigen-induced degranulation in RBL-2H3 cells from the seeds of Psoralea corylifolia: H. Matsuda, et al.; Chem. Pharm. Bull. (Tokyo) 55, 106 (2007) Abstract
Synthesis of four natural prenylflavonoids and their estrogen-like activities: X. Dong, et al.; Arch. Pharm. (Weinheim) 340, 372 (2007) Abstract

Further Categories Containing This Product:

Natural Products - Immunomodulators • Estrogen & Estrogen Receptors / Related Products • Flavanones • Bone Metabolism Other 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 • Androgens & Androgen Receptors / Related Products • Antitumor Agents (Hormone-related) • ERK1 & ERK2 / Related Products

ALX-350-098

Revised 05-Apr-08

Ferutinin (high purity)
SYNONYMS	Tefestrol (high purity)
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Other Natural Products - DNA Regulation / Transcription

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-098-M001		1 mg	35.00 USD
ALX-350-098-M005		5 mg	100.00 USD
ALX-350-098-M010		10 mg	170.00 USD

Product Specification

FORMULA:	C₂₂H₃₀O₄
MW:	358.5
SOURCE/HOST:	Semisynthetic.
PURITY:	≥98%
SOLUBILITY:	Soluble in acetone, dichloromethane, DMSO or ethyl acetate.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C

Product Description

Potent, naturally occuring non-steroid estrogenic compound. Agonist for estrogen receptor (ER) α and agonist/antagonist for ERβ with higher binding affinity than tamoxifen (Prod. No. ALX-550-095) for both ERs. Electrogenic Ca²⁺ ionophore inducing mitochondrial depolarisation which can be completely blocked by cyclosporin A (Prod. No. ALX-380-002), suggesting that ferutinin opens the mitochondrial permeability transition pore (mPTP). In a concentration range of 1-50µM ferutinin increases the permeability of thymocytes, mitochondria, sarcoplasmic reticulum, liposomes and bilayer lipid membranes for Ca²⁺.

Product Specific Literature References

Ferutinine structure: A.I. Saidkhodjaev, et al.; Chem. Nat. Comp. 1, 28 (1973)
Ionophoretic properties of ferutinin: M.V. Zamaraeva, et al.; Cell Calcium 22, 235 (1997) Abstract
Influence of plant terpenoids on the permeability of mitochondria and lipid bilayers: A.Y. Abramov, et al.; Biochim. Biophys. Acta 1512, 98 (2001) Abstract
Daucane phytoestrogens: a structure-activity study: G. Appendino, et al.; J. Nat. Prod. 65, 1612 (2002) Abstract
Terpenoids found in the umbelliferae family act as agonists/antagonists for ER(alpha) and ERbeta: differential transcription activity between ferutinine-liganded ER(alpha) and ERbeta: K. Ikeda, et al.; BBRC 291, 354 (2002) Abstract
Actions of ionomycin, 4-BrA23187 and a novel electrogenic Ca2+ ionophore on mitochondria in intact cells: A.Y. Abramov & M.R. Duchen; Cell Calcium 33, 101 (2003) Abstract

Further Categories Containing This Product:

Ionophores Other Products • MPTP [Mitochondrial Transition Pore] / Related Products • Estrogen & Estrogen Receptors / Related Products

ALX-270-312

Revised 03-Jan-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%
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-385-025

Revised 07-Apr-08

8-Isopentenylnaringenin
SYNONYMS	8-Prenylnaringenin
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Flavanones

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-385-025-M005		5 mg	155.00 USD

Product Specification

FORMULA:	C₂₀H₂₀O₅
MW:	340.4
SOURCE/HOST:	Isolated from hops (Humulus lupulus L.).
PURITY:	≥97% (HPLC)
APPEARANCE:	Light yellow powder
SOLUBILITY:	Soluble in methanol or DMSO.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C

Product Description

Prenyl flavonoid. Phytoestrogen. Selective, non-steroidal estrogen receptor α (ERα) ligand. Potent inhibitor of angiogenesis in vitro and in vivo. Chemopreventive agent against cancer induced by heterocyclic amines.

Product Specific Literature References

Prenylflavonoids: a new class of non-steroidal phytoestrogen (Part 1). Isolation of 8-isopentenylnaringenin and an initial study on its structure-activity relationship: M. Kitaoka, et al.; Planta Med. 64, 511 (1998) Abstract
Prenylflavonoids: a new class of non-steroidal phytoestrogen (Part 2). Estrogenic effects of 8-isopentenylnaringenin on bone metabolism: M. Miyamoto, et al.; Planta Med. 64, 516 (1998) Abstract
Identification of a potent phytoestrogen in hops (Humulus lupulus L.) and beer: S.R. Milligan, et al.; J. Clin. Endocrinol. Metab. 84, 2249 (1999) Abstract
Prenylflavonoids from hops inhibit the metabolic activation of the carcinogenic heterocyclic amine 2-amino-3-methylimidazo[4, 5-f]quinoline, mediated by cDNA-expressed human CYP1A2: C.L. Miranda, et al.; Drug Metab. Dispos. 28, 1297 (2000) Abstract; Full Text
The endocrine activities of 8-prenylnaringenin and related hop (Humulus lupulus L.) flavonoids: S.R. Milligan, et al.; J. Clin. Endocrinol. Metab. 85, 4912 (2000) Abstract; Full Text
8-prenylnaringenin, a novel phytoestrogen, inhibits angiogenesis in vitro and in vivo: M.S. Pepper, et al.; J. Cell Physiol. 199, 98 (2004) Abstract
Xanthohumol and related prenylflavonoids from hops and beer: to your good health!: J.F. Stevens & J.E. Page; Phytochemistry 65, 1317 (2004), (Review) Abstract
Rapid yeast estrogen bioassays stably expressing human estrogen receptors alpha and beta, and green fluorescent protein: a comparison of different compounds with both receptor types: T.F. Bovee, et al.; J. Steroid Biochem. Mol. Biol. 91, 99 (2004) Abstract
8-Prenylnaringenin, inhibits estrogen receptor-alpha mediated cell growth and induces apoptosis in MCF-7 breast cancer cells: E. Brunelli, et al.; J. Steroid Biochem. Mol. Biol. 107, 140 (2007) Abstract

Further Categories Containing This Product:

Active Substances from Fruit and Vegetables • Estrogen & Estrogen Receptors / Related Products • Natural Products for Angiogenesis Research • Natural Products - Chemopreventive Agents • Other Natural Products - DNA Regulation / Transcription

ALX-350-279

Revised 02-Jun-08

Isoxanthohumol
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Other Natural Products - DNA Regulation / Transcription

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-279-M001		1 mg	60.00 USD

Product Specification

FORMULA:	C₂₁H₂₂O₅
MW:	354.4
SOURCE/HOST:	Synthetic.
PURITY:	≥98%
APPEARANCE:	White powder.
SOLUBILITY:	Soluble in DMSO (50mg/ml) or methanol (50mg/ml).
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C

Product Description

Prenylated flavonoid. Phytoestrogen. Induces apoptosis in mature adipocytes.

Product Specific Literature References

Xanthohumol and related prenylflavonoids from hops and beer: to your good health!: J.F. Stevens & J.E. Page; Phytochemistry 65, 1317 (2004), (Review) Abstract
Inhibition of endothelial cell functions by novel potential cancer chemopreventive agents: E. Bertl, et al.; BBRC 325, 287 (2004) Abstract
Metabolism of xanthohumol and isoxanthohumol, prenylated flavonoids from hops (Humulus lupulus L.), by human liver microsomes: D. Nikolic, et al.; J. Mass Spectrom. 40, 289 (2005) Abstract
The prenylflavonoid isoxanthohumol from hops (Humulus lupulus L.) is activated into the potent phytoestrogen 8-prenylnaringenin in vitro and in the human intestine: S. Possemiers, et al.; J. Nutr. 136, 1862 (2006) Abstract
Identification of human hepatic cytochrome P450 enzymes involved in the metabolism of 8-prenylnaringenin and isoxanthohumol from hops (Humulus lupulus L.): J. Guo, et al.; Drug Metab. Dispos. 34, 1152 (2006)
Effect of xanthohumol and isoxanthohumol on 3T3-L1 cell apoptosis and adipogenesis: J.Y. Yang, et al.; Apoptosis 12, 1953 (2007) Abstract

Further Categories Containing This Product:

Flavanones • Estrogen & Estrogen Receptors / Related Products • Natural Products - Apoptosis Inducers & Inhibitors • Lipid Metabolism Other Products • Active Substances from Fruit and Vegetables • Natural Products - Other Signal Transduction Pathway Modulators

ALX-803-004

Revised 15-Apr-08

Monoclonal Antibody to Estrogen Receptor α (33)
SYNONYMS	anti-ERα (33)
PRODUCT LINE	DNA Regulation / Transcription
PRODUCT CATEGORY	Estrogen & Estrogen Receptors / Related Products

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-803-004-C050		50 µg	379.00 USD

Product Specification

SPECIES CROSSREACTIVITY:	Human Mouse Rat Others
CLONE:	33
ISOTYPE:	Mouse IgG1
CONCENTRATION:	0.5mg/ml
FORMULATION:	Liquid. Ascites diluted in PBS containing 0.1% sodium azide.
IMMUNOGEN:	Synthetic peptide corresponding to aa 247-261 (E²⁴⁷VGMMKGGIRKDRRG²⁶¹) of the DNA binding domain of ERα (estrogen receptor α). This sequence is completely conserved in many species including mouse, rat, pig, bovine, sheep, chicken and frog.
SPECIFICITY:	Recognizes both the steroid occupied and unoccupied forms of human, mouse, rat, bovine and monkey ERα. Detects a band of ~67kDa by Western blot. Does not cross-react with androgen receptor, PR (progesterone receptor), GR (glucocorticoid receptor) or ERβ. Does not inhibit binding of ER to nuclei and DNA.
APPLICATION:	Flow Cytometry Gel Supershift Assays. Immunocytochemistry (10µg/ml) Immunohistochemistry (frozen sections; paraffin sections): 5µg/ml. Staining of ERα in mouse Leydig cells results in both nuclear and cytoplasmic staining. Immunoprecipitation Western Blot: 1µg/ml Optimal conditions must be determined individually for each application.
SHIPPING:	SHIPPED ON BLUE ICE
LONG TERM STORAGE:	-20°C
HANDLING:	Avoid freeze/thaw cycles.
BLOCKING PEPTIDE:	For Blocking Peptide see Prod. No. ALX-155-028.

Product Images

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Product Specific Literature References

Development and characterization of monoclonal antibodies to a specific domain of human estrogen receptor: A. Traish, et al.; Steroids 55, 196 (1990) Abstract
Cellular localization of estrogen receptors on neurones in various regions of cultured rat CNS: coexistence with cholinergic and galanin receptors: E. Hosli & L. Hosli; Int. J. Dev. Neurosci. 17, 317 (1999) Abstract
Measurement of estrogen receptors in intact cells by flow cytometry: S. Cao, et al.; Cytometry 41, 109 (2000) Abstract
Histochemical and electrophysiological evidence for estrogen receptors on cultured astrocytes: colocalization with cholinergic receptors: E. Hosli, et al.; Int. J. Dev. Neurosci. 18, 101 (2000) Abstract

General Information

Steroid receptors are a large superfamily of ligand-dependent intracellular proteins that stimulate transcription of specific genes by binding to specific DNA sequences following activation by the appropriate hormone. Estrogen receptor (ER) has been classified into two distinct isoforms, α and β. ERα is known to interact in a ligand dependent and independent manner with several known coactivators including Receptor-Interacting Protein 140 (RIP140/ERAP140), ERAP160, and Steroid Receptor Coactivator-1 (SRC-1) to enhance transcriptional activity of target genes.

Further Categories Containing This Product:

Monoclonal Antibodies

ALX-210-201

Revised 22-May-06

Polyclonal Antibody to Estrogen Receptor α
SYNONYMS	anti-ERα PAb
PRODUCT LINE	DNA Regulation / Transcription
PRODUCT CATEGORY	Estrogen & Estrogen Receptors / Related Products

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-210-201-C050		50 µg	379.00 USD

Product Specification

SPECIES CROSSREACTIVITY:	Human Rat
SOURCE/HOST:	From rabbit.
CONCENTRATION:	1mg/ml
PURITY DETAIL:	Epitope-affinity purified IgG.
FORMULATION:	Liquid. In PBS containing 1mg/ml BSA and 0.05% sodium azide.
IMMUNOGEN:	Synthetic peptide corresponding to aa 1-21 (M¹TMTLHTKASGMALLHQIQGN²¹) of N-terminal human ERα (estrogen receptor α). This sequence is completely conserved in rat and mouse ERα and is highly conserved in sheep, pig, dog, bovine and chicken ERα.
SPECIFICITY:	Recognizes human and rat endogenous ERα . Detects a band of ~64kDa by Western blot. Does not cross-react with ERβ.
APPLICATION:	Immunocytochemistry Immunohistochemistry (frozen sections, paraffin sections (1-5µg/ml)) Western Blot (1µg/ml).
SHIPPING:	SHIPPED ON BLUE ICE
LONG TERM STORAGE:	-20°C
HANDLING:	Avoid freeze/thaw cycles.
BLOCKING PEPTIDE:	For Blocking Peptide see Prod. No. ALX-155-031.

Product Images

Please click on thumbnails to enlarge.

Product Specific Literature References

Differential Regulation of Estrogen Receptor Subtypes alpha and beta in Human Aortic Smooth Muscle Cells by Oligonucleotides and Estradiol: F. Barchiesi, et al.; J. Clin. Endocrinol. Metab. 89, 2373 (2004) Abstract
Cytochromes 1A1/1B1- and catechol-O-methyltransferase-derived metabolites mediate estradiol-induced antimitogenesis in human cardiac fibroblast: R.K. Dubey, et al.; J. Clin. Endocrinol. Metab. 90, 247 (2005) Abstract; Full Text

SPECIES CROSSREACTIVITY:	Human Rat Pig
SOURCE/HOST:	From rabbit.
CONCENTRATION:	1mg/ml.
FORMULATION:	Liquid. Epitope-affinity purified IgG in PBS containing 1mg/ml BSA and 0.05% sodium azide.
IMMUNOGEN:	Synthetic peptide corresponding to aa 21-32 (N²¹ELEPLNRPQLK³²) of N-terminal human ERα (estrogen receptor α). This sequence is completely conserved in mouse, rat, rabbit, sheep, pig and bovine ERα.
SPECIFICITY:	Recognizes human, rat and pig endogenous ERα. Detects a band of ~64kDa by Western blot. Does not cross-react with ERβ.
APPLICATION:	Immunocytochemistry (0.5µg/ml) Immunohistochemistry (frozen sections, paraffin sections (1-5µg/ml)) Western Blot (1µg/ml)
SHIPPING:	SHIPPED ON BLUE ICE
LONG TERM STORAGE:	-20°C
HANDLING:	Avoid freeze/thaw cycles.
BLOCKING PEPTIDE:	For Blocking Peptide see Prod. No. ALX-155-032.