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Estrogen & Estrogen Receptors / Related Products
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Items 19 of 19
ALX-270-312 Revised 04-Dec-08
Formononetin (high purity)
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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
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ALX-270-312-M005   5 mg 140.00 USD Add To Cart
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
 
 
ALX-350-098 Revised 05-Apr-08
Ferutinin (high purity)
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SYNONYMS Tefestrol (high purity)
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Other Natural Products - DNA Regulation / Transcription
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ALX-350-098-M001   1 mg 35.00 USD Add To Cart
ALX-350-098-M005   5 mg 100.00 USD Add To Cart
ALX-350-098-M010   10 mg 170.00 USD Add To Cart
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
 
 
ALX-350-147 Revised 03-Oct-07
Bavachin
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Antioxidants
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ALX-350-147-MC05   0.5 mg 120.00 USD Add To Cart
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
 
 
ALX-350-279 Revised 02-Jun-08
Isoxanthohumol
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Other Natural Products - DNA Regulation / Transcription
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ALX-350-279-M001   1 mg 60.00 USD Add To Cart
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
 
 
ALX-350-280 Revised 07-Oct-08
Xanthohumol
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Other Natural Products - DNA Regulation / Transcription
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ALX-350-280-M005   5 mg 135.00 USD Add To Cart
Product Specification
FORMULA: C21H22O5
MW: 354.4
CAS NUMBER: 569-83-5, 6754-58-1
SOURCE/HOST: Isolated from hops (Humulus lupulus).
PURITY: ≥98% (HPLC)
APPEARANCE: Yellow to orange powder.
SOLUBILITY: Soluble in DMSO (25mg/ml), methanol (10mg/ml) or 100% ethanol; soluble in aqueous buffers up to 20μM.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
USE/STABILITY: Stable as powder for at least 6 months when stored at +4°C in the dark. Stock solution made in DMSO should not be stored for longer than one month. Working solution is stable for 24 hours at 37°C and up to one week when stored at +4°C. Unstable in acidic (pH < 4.5) and alkaline (pH > 7.5) systems.
IDENTITY: Identity determined by NMR.

Product Description
Prenylated chalcone found in beer. Potent inhibitor of diacylglycerol acetyltransferase (DGAT). Inhibits DNA polymerase and induces cell differentiation. Has antiproliferative and cytotoxic effects in human cancer cell lines. Inhibits human P450 enzymes. Induces quinone reductase. Inhibits the expression of HIF-1α and VEGF under hypoxic conditions. Induces apoptosis in mature adipocytes.
Product Specific Literature References
Xanthohumols, diacylglycerol acyltransferase inhibitors, from Humulus lupulus: N. Tabata, et al.; Phytochemistry 46, 683 (1997) Abstract
Antiproliferative and cytotoxic effects of prenylated flavonoids from hops (Humulus lupulus) in human cancer cell lines: C.L. Miranda, et al.; Food Chem. Toxicol. 37, 271 (1999) Abstract
In vitro inhibition of human P450 enzymes by prenylated flavonoids from hops, Humulus lupulus: M.C. Henderson, et al.; Xenobiotica 30, 235 (2000) Abstract
Prenylated chalcones and flavanones as inducers of quinone reductase in mouse Hepa 1c1c7 cells: C.L. Miranda, et al.; Cancer Lett. 149, 21 (2000) Abstract
Cancer chemopreventive activity of Xanthohumol, a natural product derived from hop: C. Gerhauser, et al.; Mol. Cancer Ther. 1, 959 (2002) 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
Effect of xanthohumol and isoxanthohumol on 3T3-L1 cell apoptosis and adipogenesis: J.Y. Yang, et al.; Apoptosis 12, 1953 (2007) Abstract
 
 
ALX-380-092 Revised 03-Jul-08
Radicicol
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SYNONYMS Monorden
1aS-(1aR*,2Z,4E,14*,15aR*)]-8-Chloro-1a,14,15,15a-tetrahydro-9,11-dihydroxy-14-methyl-6H-oxireno[e][2]benzoxacyclotetradecin-6,12(7H)-dione
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Antifungal
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ALX-380-092-M001   1 mg 75.00 USD Add To Cart
ALX-380-092-M005   5 mg 295.00 USD Add To Cart
Product Specification
FORMULA: C18H17ClO6
MW: 364.8
CAS NUMBER: 12772-57-5
MERCK INDEX: 14: 6253
RTECS: RR1105000
SOURCE/HOST: Isolated from Humicola fuscoatra.
PURITY: ≥98% (HPLC)
APPEARANCE: White to light yellow powder.
SOLUBILITY: Soluble in DMSO, methanol or acetone.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
HAZARD: MAY BE CARCINOGENIC. HARMFUL.

Product Description
Antifungal macrocyclic lactone antibiotic with antimalarial activity. Potent inhibitor of HSP90. Binds more strongly to HSP90 (nanomolar affinity) than to Grp94. Also binds to yeast HSP90, E. coli HtpG and TRAP-1. Non-competitive inhibitor of ATP citrate lyase. Anti-angiogenic. Specifically inhibits the interaction between HIF-1α/Arnt heterodimer and the hypoxia-responsive element (HRE), reducing VEGF expression. Protein tyrosine kinase inhibitor, e.g. p60v-src (IC50=0.27nM). Inhibitor of cyclooxygenase-2 (COX-2) expression (IC50=27nM) without affecting COX-1 expression in LPS-stimulated macrophages. Induces the differentiation of HL-60 cells into macrophages, blocking cell cycle at G1 and G2. Suppressor of NIH 3T3 cell transformation by diverse oncogenes such as mos, ras and src in part by blocking the key signal transduction intermediates such as MAP kinase and GAP-associated p62. Inhibitor of AP-1-, NF-κB- and serum response factor (SRF)-mediated transcription (e.g. expression of iNOS). Represses the transcriptional function of the estrogen receptor. Inhibits archeal growth and DNA topoisomerase VI (a Topo IIB family topoisomerase). Blocks replication of negative-strand RNA viruses.
Product Specific Literature References
Potent and specific inhibition of p60v-src protein kinase both in vivo and in vitro by radicicol: H.J. Kwon, et al.; Cancer Res. 52, 6926 (1992) Abstract
Radicicol, a microbial cell differentiation modulator, inhibits in vivo angiogenesis: T. Oikawa, et al.; Eur. J. Pharmacol. 241, 221 (1993) Abstract
Radicicol, a protein tyrosine kinase inhibitor, suppresses the expression of mitogen-inducible cyclooxygenase in macrophages stimulated with lipopolysaccharide and in experimental glomerulonephritis: P. Chanmugam, et al.; J. Biol. Chem. 270, 5418 (1995) Abstract; Full Text
Suppression of RAS and MOS transformation by radicicol: J.F. Zhao, et al.; Oncogene 11, 161 (1995) Abstract
Induction of differentiation of HL-60 cells by the anti-fungal antibiotic, radicicol: Y. Shimada, et al.; J. Antibiot. 48, 824 (1995) Abstract
Radicicol inhibits tyrosine phosphorylation of the mitotic Src substrate Sam68 and retards subsequent exit from mitosis of Src-transformed cells: I. Pillay, et al.; Cell Growth Differ. 7, 1487 (1996) Abstract
Radicicol leads to selective depletion of Raf kinase and disrupts K-Ras-activated aberrant signaling pathway: S. Soga, et al.; J. Biol. Chem. 273, 822 (1998) Abstract; Full Text
Antimalarial activity of radicicol, heptelidic acid and other fungal metabolites: Y. Tanaka, et al.; J. Antibiot. 51, 153 (1998) Abstract
Targeting of the protein chaperone, HSP90, by the transformation suppressing agent, radicicol: S.V. Sharma, et al.; Oncogene 16, 2369 (1998) Abstract
Structural basis for inhibition of the Hsp90 molecular chaperone by the antitumor antibiotics radicicol and geldanamycin: S.M. Roe, et al.; J. Med. Chem. 42, 260 (1999) Abstract
T.W. Schulte, et al.; Mol. Endocrinol. 13, 1435 (1999) Abstract; Full Text
Radicicol suppresses expression of inducible nitric-oxide synthase by blocking p38 kinase and nuclear factor-kappaB/Rel in lipopolysaccharide-stimulated macrophages: Y.J. Jeon, et al.; J. Pharmacol. Exp. Ther. 294, 548 (2000) Abstract; Full Text
Radicicol binds and inhibits mammalian ATP citrate lyase: S.W. Ki, et al.; J. Biol. Chem. 275, 39231 (2000) Abstract; Full Text
Radicicol suppresses transformation and restores tropomyosin-2 expression in both ras- and MEK-transformed cells without inhibiting the Raf/MEK/ERK signaling cascade: P.N. Kim, et al.; Cell Growth Differ. 12, 543 (2001) Abstract; Full Text
Radicicol-sensitive peptide binding to the N-terminal portion of GRP94: S. Vogen, et al.; J. Biol. Chem. 277, 40742 (2002) Abstract; Full Text
Reduction of hypoxia-induced transcription through the repression of hypoxia-inducible factor-1alpha/aryl hydrocarbon receptor nuclear translocator DNA binding by the 90-kDa heat-shock protein inhibitor radicicol: E. Hur, et al.; Mol. Pharmacol. 62, 975 (2002) Abstract; Full Text
Radicicol represses the transcriptional function of the estrogen receptor by suppressing the stabilization of the receptor by heat shock protein 90: M.O. Lee, et al.; Mol. Cell Endocrinol. 188, 47 (2002) Abstract
Development of radicicol analogues: S. Soga, et al.; Curr. Cancer Drug Targets 3, 359 (2003) Abstract
Heat shock protein 90 (Hsp90) chaperone complex inhibitor, radicicol, potentiated radiation-induced cell killing in a hormone-sensitive prostate cancer cell line through degradation of the androgen receptor: K. Harashima, et al.; Int. J. Radiat. Biol. 81, 63 (2005) Abstract
Inhibition of archaeal growth and DNA topoisomerase VI activities by the Hsp90 inhibitor radicicol: D. Gadelle, et al.; Nucleic Acid Res. 33, 2310 (2005) Abstract
Geldanamycin, radicicol, and chimeric inhibitors of the Hsp90 N-terminal ATP binding site: M.K. Hadden, et al.; Curr. Top. Med. Chem. 6, 1173 (2006), Review Abstract
The topoisomerase II-Hsp90 complex: a new chemotherapeutic target?: C.R. Barker, et al.; Int. J. Cancer 118, 2685 (2006) Abstract
Structural basis for topoisomerase VI inhibition by the anti-Hsp90 drug radicicol: K.D. Corbett & J.M. Berger; Nucleic Acids Res. 34, 4269 (2006) Abstract
Chemistry and biology of resorcylic acid lactones: N. Winssinger & S. Barluenga; Chem. Commun. (Camb.) 22 (2007) Abstract
Antiviral activity and RNA polymerase degradation following Hsp90 inhibition in a range of negative strand viruses: J.H. Connor, et al.; Virology 362, 109 (2007) Abstract
 
 
ALX-385-025 Revised 07-Apr-08
8-Isopentenylnaringenin
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SYNONYMS 8-Prenylnaringenin
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Flavanones
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ALX-385-025-M005   5 mg 155.00 USD Add To Cart
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
 
 
ALX-385-032 Revised 16-Jun-08
(R,S)-Equol
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SYNONYMS (±)-Equol
3,4-Dihydro-3-(4-hydroxyphenyl)-2H-1-benzopyran-7-ol
4’,7-Dihydroxyisoflavane
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Isoflavones
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ALX-385-032-M005   5 mg 30.00 USD Add To Cart
ALX-385-032-M025   25 mg 120.00 USD Add To Cart
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)