Wedelolactone

AdipoGen Life Sciences
Product Code: AG-CN2-0424
CodeSizePrice
AG-CN2-0424-M0011 mg£80.00
Quantity:
AG-CN2-0424-M0055 mg£220.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
+4°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
7-Methoxy-5,11,12-trihydroxy-coumestan; WDL
Appearance:
Yellow to amber crystalline powder.
CAS:
524-12-9
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Keep cool and dry.Protect from light.
Hazards:
H302, H317
InChi:
InChI=1S/C16H10O7/c1-21-6-2-10(19)14-12(3-6)23-16(20)13-7-4-8(17)9(18)5-11(7)22-15(13)14/h2-5,17-19H,1H3
InChiKey:
XQDCKJKKMFWXGB-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 524-12-9. Formula: C16H10O7. MW: 314.2. Isolated from Eclipta prostrata. Cell permeable, selective and irreversible IKKalpha and beta kinase activity inhibitor. NF-kappaB inhibitor. Blocks phosphorylation and degradation of IkappaBalpha. Antihepatotoxic. 5-Lipoxygenase (5-LOX) inhibitor. Anti-inflammatory. HIV-1 integrase inhibitor. Anticancer and antiproliferative compound. Modulates androgen receptor (AR) activation. Apoptosis inducer via downregulation of PKCepsilon. DNA topoisomerase IIalpha inhibitor. G protein-coupled receptor-35 (GPR35) agonist. Inhibits adipogenic differentiation of mesenchymal stem cells (hAMSCs) through ERK pathway. STAT1 protein dephosphorylation inhibitor. Antifibrotic.
MDL:
MFCD07778564
Molecular Formula:
C16H10O7
Molecular Weight:
314.2
Package Type:
Vial
Precautions:
P280, P301, P312, P302, P352
Product Description:
Cell permeable, selective and irreversible IKKalpha and beta kinase activity inhibitor [2]. NF-kappaB inhibitor. Blocks phosphorylation and degradation of IkappaBalpha [2]. Antihepatotoxic. 5-Lipoxygenase (5-LOX) inhibitor [1, 2]. Anti-inflammatory [2]. HIV-1 integrase inhibitor [3]. Anticancer and antiproliferative compound [4, 5]. Modulates androgen receptor (AR) activation [4]. Apoptosis inducer via downregulation of PKCepsilon [5, 9]. DNA topoisomerase IIalpha inhibitor [6]. G protein-coupled receptor-35 (GPR35) agonist [7]. Inhibits adipogenic differentiation of mesenchymal stem cells (hAMSCs) through ERK pathway [8]. STAT1 protein dephosphorylation inhibitor [10]. Antifibrotic [11].
Purity:
>98% (HPLC)
Signal word:
Warning
SMILES:
COC1=CC(O)=C2C3=C(C4=C(O3)C=C(O)C(O)=C4)C(=O)OC2=C1
Solubility Chemicals:
Soluble in DMSO or methanol.
Source / Host:
Isolated from Eclipta prostrata.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

Wedelolactone and coumestan derivatives as new antihepatotoxic and antiphlogistic principles: S.M. Wong, et al.; Arzneimittelforschung 38, 661 (1988) | Wedelolactone suppresses LPS-induced caspase-11 expression by directly inhibiting the IKK complex: M. Kobori, et al.; Cell Death Differ. 11, 123 (2004) | HIV-1 protease and HIV-1 integrase inhibitory substances from Eclipta prostrata: S. Tewtrakul, et al.; Phytother. Res. 21, 1092 (2007) | Compounds from Wedelia chinensis synergistically suppress androgen activity and growth in prostate cancer cells: F.M. Lin, et al.; Carcinogenesis 28, 2521 (2007) | Pharmacologic inhibitors of IkappaB kinase suppress growth and migration of mammary carcinosarcoma cells in vitro and prevent osteolytic bone metastasis in vivo: A.I. Idris, et al.; Mol. Cancer Ther. 8, 2339 (2009) | Inhibition of topoisomerase IIalpha: novel function of wedelolactone: P. Benes, et al.; Cancer Lett. 303, 29 (2011) | Anti-inflammatory gallic Acid and wedelolactone are G protein-coupled receptor-35 agonists: H. Deng & Y. Fang; Pharmacology 89, 211 (2012) | Wedelolactone inhibits adipogenesis through the ERK pathway in human adipose tissue-derived mesenchymal stem cells: S. Lim, et al.; J. Cell Biochem. 113, 3436 (2012) | Wedelolactone, a medicinal plant-derived coumestan, induces caspase-dependent apoptosis in prostate cancer cells via downregulation of PKCepsilon without inhibiting Akt: S. Sarveswaran, et al.; Int. J. Oncol. 41, 2191 (2012) | Wedelolactone, a naturally occurring coumestan, enhances interferon-gamma signaling through inhibiting STAT1 protein dephosphorylation: Z. Chen, et al.; J. Biol. Chem. 288, 14417 (2013) | Wedelolactone exhibits anti-fibrotic effects on human hepatic stellate cell line LX-2: Y. Xia, et al.; Eur. J. Pharmacol. 714, 105 (2013)

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