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Natural Products - Anti-inflammatory Agents
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ALX-350-159 Revised 08-May-08
Septicine
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SYNONYMS 6,7-Bis(3,4-dimethoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Antitumor Reagents
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ALX-350-159-M001   1 mg 75.00 USD Add To Cart
Product Specification
FORMULA: C24H29NO4
MW: 395.5
CAS NUMBER: 42922-10-1
SOURCE/HOST: Isolated from Tylophora asthmatica.
PURITY: ≥97% (HPLC)
APPEARANCE: Yellow crystalline solid.
SOLUBILITY: Soluble in DMSO or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
IDENTITY: Identity determined by 1H-NMR, 13C-NMR and MS.

Product Description
Indolizidine alkaloid. Antitumor compound. Biogenetic precursor of the alkaloid tylophorine (Prod. No. ALX-350-154).
Product Specific Literature References
Minor alkaloids of Tylophora asthmatica. 1: Revised structure of tylophoridine: T.R. Govindachari, et al.; Tetrahedron 29, 891 (1973)
A biogenetically patterned synthesis of the indolizidine alkaloid septicine: R.B. Herbert, et al.; J.C.S. Chem. Comm. 424, 450 (1976)
Enantiopure N-Acyldihydropyridones as Synthetic Intermediates: Asymmetric Synthesis of (-)-Septicine and (-)-Tylophorine: D.L. Comins, et al.; J. Org. Chem. 62, 7435 (1997) Abstract
Indolizidine and quinolizidine alkaloids: J.P. Michael; Nat. Prod. Rep. 18, 520 (2001), Review Abstract
Novel 6,7-diphenyl-2,3,8,8a-tetrahydro-1H-indolizin-5-one analogues as cytotoxic agents: V.M. Sharma, et al.; Bioorg. Med. Chem. Lett. 13, 1679 (2003) Abstract
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Further Categories Containing This Product:
Natural Products - Anti-inflammatory AgentsAdenylyl Cyclases Other ProductsAlkaloids
 
 
ALX-350-346 Revised 12-Sep-08
Silybin
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SYNONYMS Silibinin
2,3-Dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-6-(3,5,7-trihydroxy-4-oxobenzopyran-2-yl)benzodioxin
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Chemopreventive Agents
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ALX-350-346-G001   1 g 10.00 USD Add To Cart
ALX-350-346-G005   5 g 35.00 USD Add To Cart
Product Specification
FORMULA: C25H22O10
MW: 482.4
CAS NUMBER: 22888-70-6; 65666-07-1
MERCK INDEX: 14: 8532
RTECS: DJ2981770
SOURCE/HOST: Originally isolated from Silybum marianum.
PURITY: ≥98%
APPEARANCE: White to light yellow solid.
SOLUBILITY: Soluble in 100% ethanol (0.1mg/ml), DMSO (10mg/ml), dimethyl formamide (20mg/ml), acetone or methanol; 0.5mg/ml soluble in a 1:9 solution of dimethyl formamide:PBS (pH 7.2) (dilute the dimethyl formamide solution with PBS).
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
USE/STABILITY: We do not recommend storing aqueous solutions for more than one day.
HAZARD: IRRITANT.

Product Description
Mixture of silybin A and silybin B. Major active constituent of silymarin. Anti-inflammatory, cytoprotective and anti-cancer compound. Shows chemopreventive effect against skin cancer. Inhibits mitogen-activated protein kinase (MAPK). Inhibits P-glycoprotein (Pgp)-mediated cellular efflux. Inhibits cytochrome P450 enzymes. Apoptosis inducer. Blocks the production of superoxide in Kupffer cells (EC50=100µM). Antioxidant. Free radical scavenger.
Product Specific Literature References
[On the chemistry of silymarin (silybin), the active principle of the fruits from Silybum marianum (L.) Gaertn. (Carduus marianus L.)]: H. Wagner, et al.; Arzneimittelforschung 18, 688 (1968) Abstract
Inhibition of Kupffer cell functions as an explanation for the hepatoprotective properties of silibinin: C. Dehmlow, et al.; Hepatology 23, 749 (1996) Abstract; Full Text
Silibinin decreases prostate-specific antigen with cell growth inhibition via G1 arrest, leading to differentiation of prostate carcinoma cells: implications for prostate cancer intervention: X. Zi & R. Agarwal; PNAS 96, 7490 (1999) Abstract; Full Text
The flavanolignan silybin and its hemisynthetic derivatives, a novel series of potential modulators of P-glycoprotein: M. Maitrejean, et al.; Bioorg. Med. Chem. Lett. 10, 157 (2000) Abstract
Silibinin inhibits constitutive and TNFalpha-induced activation of NF-kappaB and sensitizes human prostate carcinoma DU145 cells to TNFalpha-induced apoptosis: S. Dhanalakshmi, et al.; Oncogene 21, 1759 (2002) Abstract; Full Text
Silibinin upregulates the expression of cyclin-dependent kinase inhibitors and causes cell cycle arrest and apoptosis in human colon carcinoma HT-29 cells: C. Agarwal, et al.; Oncogene 22, 8271 (2003) Abstract; Full Text
Epidermal growth factor receptor mediates silibinin-induced cytotoxicity in a rat glioma cell line: L. Qi, et al.; Cancer Biol. Ther. 2, 526 (2003) Abstract; Full Text
Silibinin down-regulates survivin protein and mRNA expression and causes caspases activation and apoptosis in human bladder transitional-cell papilloma RT4 cells: A.K. Tyagi, et al.; BBRC 312, 1178 (2003) Abstract
Silibinin causes cell cycle arrest and apoptosis in human bladder transitional cell carcinoma cells by regulating CDKI-CDK-cyclin cascade, and caspase 3 and PARP cleavages: A. Tyagi, et al.; Carcinogenesis 25, 1711 (2004) Abstract; Full Text
Silibinin protects against photocarcinogenesis via modulation of cell cycle regulators, mitogen-activated protein kinases, and Akt signaling: G. Mallikarjuna, et al.; Cancer Res. 64, 6349 (2004) Abstract; Full Text
Silibinin up-regulates DNA-protein kinase-dependent p53 activation to enhance UVB-induced apoptosis in mouse epithelial JB6 cells: S. Dhanalakshmi, et al.; J. Biol. Chem. 280, 20375 (2005) Abstract; Full Text
Silibinin inhibits invasion of oral cancer cells by suppressing the MAPK pathway: P.N. Chen, et al.; J. Dent. Res. 85, 220 (2006) Abstract; Full Text
Pilot study of oral silibinin, a putative chemopreventive agent, in colorectal cancer patients: silibinin levels in plasma, colorectum, and liver and their pharmacodynamic consequences: C. Hoh, et al.; Clin. Cancer Res. 12, 2944 (2006) Abstract; Full Text
Silibinin prevents UV-induced HaCaT cell apoptosis partly through inhibition of caspase-8 pathway: L.H. Li, et al.; Biol. Pharm. Bull. 29, 1096 (2006) Abstract; Full Text
Silibinin inhibits UVB- and epidermal growth factor-induced mitogenic and cell survival signaling involving activator protein-1 and nuclear factor-kappaB in mouse epidermal JB6 cells: R.P. Singh, et al.; Mol. Cancer Ther. 5, 1145 (2006) Abstract; Full Text
Silibinin activates p53-caspase 2 pathway and causes caspase-mediated cleavage of Cip1/p21 in apoptosis induction in bladder transitional-cell papilloma RT4 cells: evidence for a regulatory loop between p53 and caspase 2: A. Tyagi, et al.; Carcinogenesis 27, 2269 (2006) Abstract; Full Text
Silibinin inhibits constitutive activation of Stat3, and causes caspase activation and apoptotic death of human prostate carcinoma DU145 cells: C. Agarwal, et al.; Carcinogenesis 28, 1463 (2007) Abstract
Effects and mechanisms of silibinin on human hepatoma cell lines: J.J. Lah, et al.; World J. Gastroenterol. 13, 5299 (2007) Abstract; Full Text
Silibinin suppresses PMA-induced MMP-9 expression by blocking the AP-1 activation via MAPK signaling pathways in MCF-7 human breast carcinoma cells: S.O. Lee, et al.; BBRC 354, 165 (2007) Abstract
Immunosuppressive effect of silibinin in experimental autoimmune encephalomyelitis: K. Min, et al.; Arch. Pharm. Res. 30, 1265 (2007) Abstract
Silibinin sensitizes human glioma cells to TRAIL-mediated apoptosis via DR5 up-regulation and down-regulation of c-FLIP and survivi: Y.G. Son, et al.; Cancer Res. 67, 8274 (2007) Abstract
Silibinin impairs constitutively active TGFalpha-EGFR autocrine loop in advanced human prostate carcinoma cells: A. Tyagi, et al.; Pharm. Res. Epub ahead of print, (2008) Abstract
 
 
ALX-385-018 Revised 03-Dec-07
(+)-Taxifolin
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SYNONYMS (+)-Dihydroquercetin
(+)-3,3',4',5,7-Pentahydroxyflavanone
Taxifoliol
Distylin
Catechin hydrate
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Flavanones
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ALX-385-018-M010   10 mg 35.00 USD Add To Cart
ALX-385-018-M050   50 mg 140.00 USD Add To Cart
Product Specification
FORMULA: C15H12O7
MW: 304.3
CAS NUMBER: 17654-26-1
PURITY: ≥96%
APPEARANCE: Light yellow to brown powder.
SOLUBILITY: Soluble in 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HANDLING: Protect from light.

Product Description
Antioxidant flavonoid. Anti-inflammatory compound. Chemopreventive agent. Decreases hepatic lipid synthesis.
Product Specific Literature References
Structure-antioxidant activity relationships of flavonoids and phenolic acids: C.A. Rice-Evans, et al.; Free Radical Biol. & Med. 20, 933 (1996), (Review) Abstract
Modulation of hepatic lipoprotein synthesis and secretion by taxifolin, a plant flavonoid: A. Theriault, et al.; J. Lipid Res. 41, 1969 (2000) Abstract
Prevention of macrophage adhesion molecule-1 (Mac-1)-dependent neutrophil firm adhesion by taxifolin through impairment of protein kinase-dependent NADPH oxidase activation and antagonism of G protein-mediated calcium influx: Y.H. Wang, et al.; Biochem. Pharmacol. 67, 2251 (2004) Abstract
The chemopreventive effect of taxifolin is exerted through ARE-dependent gene regulation: S.B. Lee, et al.; Biol. Pharm. Bull. 30, 1074 (2007) Abstract
 
 
ALX-350-305 Revised 08-Apr-08
Tiliroside
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Antioxidants
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ALX-350-305-M001   1 mg 140.00 USD Add To Cart
Product Specification
FORMULA: C30H26O13
MW: 594.5
CAS NUMBER: 20316-62-5
SOURCE/HOST: Isolated from Tilia sp.
PURITY: ≥97% (HPLC)
APPEARANCE: White to off-white 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
Flavonoid which shows anti-complement, anti-inflammatory and free radical scavenger activity. Inhibits the production of the inflammatory mediators nitric oxide (NO), TNF-α and IL-12 in activated macrophages. Shows potent activity against d-GalN-induced cytotoxicity in hepatocytes. Cytotoxic against specific leukaemic cell lines. Inhibits LDL oxidation. Antibacterial and antifungal.
Product Specific Literature References
Anti-complement activity of tiliroside from the flower buds of Magnolia fargesii: K.Y. Jung, et al.; Biol. Pharm. Bull. 21, 1077 (1998) Abstract
Cytotoxic and antiproliferative effects of heptaacetyltiliroside on human leukemic cell lines: K. Dimas, et al.; Leuk. Res. 23, 1021 (1999) Abstract
Hepatoprotective principles from the flowers of Tilia argentea (linden): structure requirements of tiliroside and mechanisms of action: H. Matsuda, et al.; Bioorg. Med. Chem. 10, 707 (2002) Abstract
Assessment of the anti-inflammatory activity and free radical scavenger activity of tiliroside: A. Sala, et al.; Eur. J. Pharmacol. 461, 53 (2003) Abstract
Flavonoids from the leaves of Litsea japonica and their anti-complement activity: S.Y. Lee, et al.; Phytother. Res. 19, 273 (2005) Abstract
Inhibitory effects of the flavonoids isolated from Waltheria indica on the production of NO, TNF-alpha and IL-12 in activated macrophages: Y.K. Rao, et al.; Biol. Pharm. Bull. 28, 912 (2005) Abstract; Full Text
Antiviral and antimicrobial assessment of some selected flavonoids: B. Ozcelik, et al.; Z. Naturforsch. [C] 61, 632 (2006) Abstract
Tiliroside and gnaphaliin inhibit human low density lipoprotein oxidation: G.R. Schinella, et al.; Fitoterapia 78, 1 (2007) Abstract
 
 
ALX-350-259 Revised 17-Dec-07
Triptolide
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SYNONYMS PG490
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Immunomodulators
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ALX-350-259-M001   1 mg 70.00 USD Add To Cart
ALX-350-259-M005   5 mg 280.00 USD Add To Cart
Product Specification
FORMULA: C20H24O6
MW: 360.4
CAS NUMBER: 38748-32-2
SOURCE/HOST: Isolated from Tripterygium wilfordii.
PURITY: ≥98%
APPEARANCE: White solid.
SOLUBILITY: Soluble in DMSO or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Immunosuppressive agent with anti-inflammatory and antitumor properties. More effective in preventing T cell proliferation and interferon-γ production than FK506 (Prod. No. ALX-380-008). Induces apoptosis in T cells by activating DEVD cleaving caspases. Blocks TNF-α mediated induction of c-IAP1 and c-IAP2 and NF-κB activation.
Product Specific Literature References
Triptolide induces apoptotic death of T lymphocyte: Y. Yang, et al.; Immunopharmacology 40, 139 (1998) Abstract
Triptolide is more effective in preventing T cell proliferation and interferon-gamma production than is FK506: M.A. Chan, et al.; Phytother. Res. 13, 464 (1999) Abstract
Immunosuppressant PG490 (triptolide) inhibits T-cell interleukin-2 expression at the level of purine-box/nuclear factor of activated T- cells and NF-kappaB transcriptional activation: D. Qiu, et al.; J. Biol. Chem. 274, 13443 (1999) Abstract; Full Text
PG490 (triptolide) cooperates with tumor necrosis factor-alpha to induce apoptosis in tumor cells: K.Y. Lee, et al.; J. Biol. Chem. 274, 13451 (1999) Abstract; Full Text
Immunosuppressive and anti-inflammatory mechanisms of triptolide, the principal active diterpenoid from the Chinese medicinal herb Tripterygium wilfordii Hook. f:: D. Qiu & P.N. Kao; Drugs R. D. 4, 1 (2003), (Review) Abstract
Triptolide, a diterpenoid triepoxide, induces antitumor proliferation via activation of c-Jun NH2-terminal kinase 1 by decreasing phosphatidylinositol 3-kinase activity in human tumor cells: Y. Miyata, et al.; BBRC 336, 1081 (2005) Abstract
Triptolide, an inhibitor of the human heat shock response that enhances stress-induced cell death: S.D. Westerheide, et al.; J. Biol. Chem. 281, 9616 (2006) Abstract
Triptolide induces caspase-dependent cell death mediated via the mitochondrial pathway in leukemic cells: B.Z. Carter, et al.; Blood 108, 630 (2006) Abstract
 
 
ALX-350-154 Revised 08-May-08
Tylophorine
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SYNONYMS (-)-R-Tylophorine
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Antitumor Reagents
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ALX-350-154-MC05   0.5 mg 180.00 USD Add To Cart
Product Specification
FORMULA: C24H27NO4
MW: 393.5
CAS NUMBER: 111408-21-0
MERCK INDEX: 14: 9831
SOURCE/HOST: Isolated from Tylophora indica.
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: Identity determined by 1H-NMR, 13C-NMR and MS.

Product Description
Phenanthroindolizidine alkaloid which shows antitumor activity. Exhibits potent suppression of inducible nitric oxide synthase (iNOS; NOS II) and cyclooxygenase-2 (COX-2). Enhances the phosphorylation of Akt (protein kinase B; PKB) and thus decreases the expression and phosphorylation levels of c-Jun protein, thereby causing the subsequent inhibition of AP1 activity. Exerts anti-inflammatory effects. Adenylyl cyclase modulator. For the biogenetic precursor see septicine (Prod. No. ALX-350-159)
Product Specific Literature References
Pharmacological investigations of tylophorine, the major alkaloid of Tylophora indica: C. Gopalakrishnan, et al.; Indian J. Med. Res. 69, 513 (1979) Abstract
Effect of tylophorine, a major alkaloid of Tylophora indica, on immunopathological and inflammatory reactions: C. Gopalakrishnan, et al.; Indian J. Med. Res. 71, 940 (1980) Abstract
The responsiveness of leukocyte adenyl cyclase to tylophorine in asthmatic subjects: V. Raina & S. Raina; BBRC 94, 1074 (1980) Abstract
Enantiopure N-Acyldihydropyridones as Synthetic Intermediates: Asymmetric Synthesis of (-)-Septicine and (-)-Tylophorine: D.L. Comins, et al.; J. Org. Chem. 62, 7435 (1997) Abstract
Novel mode of action of tylophorine analogs as antitumor compounds: W. Gao, et al.; Cancer Res. 64, 678 (2004) Abstract; Full Text
Anti-inflammatory mechanisms of phenanthroindolizidine alkaloids: C.W. Yang, et al.; Mol. Pharmacol. 69, 749 (2006) Abstract; Full Text
Total syntheses of the tylophora alkaloids cryptopleurine, (-)-antofine, (-)-tylophorine, and (-)-ficuseptine C: A. Fürstner & J.W. Kennedy; Chemistry 12, 7398 (2006) Abstract
Antitumor agents 251: synthesis, cytotoxic evaluation, and structure-activity relationship studies of phenanthrene-based tylophorine derivatives (PBTs) as a new class of antitumor agents: L. Wei, et al.; Bioorg. Med. Chem. 14, 6560 (2006) Abstract
Antitumor agents 253. Design, synthesis, and antitumor evaluation of novel 9-substituted phenanthrene-based tylophorine derivatives as potential anticancer agents: L. Wei, et al.; J. Med. Chem. 50, 3674 (2007) Abstract
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ALX-350-153 Revised 28-Jul-08
Withaferin A
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SYNONYMS 5,6-Epoxy-4,27-dihydroxy-1-oxowitha-2,24-dienolide
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Antitumor Reagents
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ALX-350-153-M001   1 mg 60.00 USD Add To Cart
ALX-350-153-M005   5 mg 240.00 USD Add To Cart
Product Specification
FORMULA: C28H38O6
MW: 470.6
CAS NUMBER: 5119-48-2
MERCK INDEX: 14: 10048
RTECS: KE7288500
SOURCE/HOST: Isolated from Withania somnifera.
PURITY: ≥94% (HPLC)
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in DMSO (20 mg/ml), methanol (10 mg/ml) or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
HAZARD: MAY BE MUTAGENIC. MAY BE CARCINOGENIC. HARMFUL.

Product Description
Cell permeable and potent angiogenesis inhibitor from the family of withanolides. Inhibits endothelial cells (HUVEC) sprouting in vitro (IC50=12nM) and in vivo. Exhibits antitumor, anti-inflammatory, radiosensitizing, and immunosuppressive properties. Potently inhibits NF-κB activation by preventing the TNF-induced activation of IκB kinase β (IKKβ). Affects AP1 transcription and induces cell death. Alters cytoskeletal architecture by covalently binding annexin II and stimulating its basal F-actin cross-linking activity which inhibits the migratory and invasive capability of endothelial cells. Displays neuronal regenerative properties. Targets the intermediate filament protein vimentin.
Product Specific Literature References
Tumor inhibitors. XXXIX. Active principles of Acnistus arborescens. Isolation and structural and spectral studies of withaferin A and withacnistin: S.M. Kupchan, et al.; J. Org. Chem. 34, 3858 (1969) Abstract
In vivo growth inhibitory and radiosensitizing effects of withaferin A on mouse Ehrlich ascites carcinoma: P.U. Devi, et al.; Cancer Lett. 95, 189 (1995) Abstract
Growth inhibition of human tumor cell lines by withanolides from Withania somnifera leaves: B. Jayaprakasam, et al.; Life Sci. 74, 125 (2003) Abstract
Withaferin A is a potent inhibitor of angiogenesis: R. Mohan, et al.; Angiogenesis 7, 115 (2004) Abstract
Neuritic regeneration and synaptic reconstruction induced by withanolide: A: T. Kuboyama, et al.; Br. J. Pharmacol. 144, 961 (2005) Abstract; Full Text
Actin microfilament aggregation induced by withaferin A is mediated by annexin II: R.R. Falsey, et al.; Nat. Chem. Biol. 2, 33 (2006) Abstract
Withaferin a strongly elicits IkappaB kinase beta hyperphosphorylation concomitant with potent inhibition of its kinase activity: M. Kaileh, et al.; J. Biol. Chem. 282, 4253 (2007) Abstract; Full Text
The tumor inhibitor and antiangiogenic agent withaferin A targets the intermediate filament protein vimentin: P. Bargagna-Mohan, et al.; Chem. Biol. 14, 623 (2007) Abstract
 
 
ALX-385-033 Revised 28-May-08
Wogonin
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SYNONYMS 5,7-Dihydroxy-8-methoxyflavone
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Flavones
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ALX-385-033-M005   5 mg 60.00 USD Add To Cart
ALX-385-033-M025   25 mg 210.00 USD Add To Cart
Product Specification
FORMULA: C16H12O5
MW: 284.3
CAS NUMBER: 632-85-9
RTECS: LK8331000
PURITY: ≥98% (HPLC)
APPEARANCE: Yellow solid.
SOLUBILITY: Soluble in DMSO (10mg/ml).
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HANDLING: Protect from light.

Product Description

Cell permeable and orally available flavonoid. Induces apoptosis in tumor cells but not in healthy cells by increasing peroxide production. Displays anti-inflammatory properties.