SML2143
臭椿酮
≥98% (HPLC), androgen receptor inhibitor, powder
别名:
Δ13-Dehydrochaparrinone, (1β,11β,12α)-11,20-Epoxy-1,11,12-trihydroxypicrasa-3,13(21)-diene-2,16-dione, 13,21-Didehydrochaparrinone
产品名称
臭椿酮, ≥98% (HPLC)
InChI key
WBBVXGHSWZIJST-RLQYZCPESA-N
InChI
1S/C20H24O7/c1-8-4-12(21)16(24)18(3)10(8)5-13-19-7-26-20(25,17(18)19)15(23)9(2)11(19)6-14(22)27-13/h4,10-11,13,15-17,23-25H,2,5-7H2,1,3H3/t10-,11-,13+,15+,16+,17+,18+,19+,20-/m0/s1
SMILES string
O[C@@H]1C([C@]([C@@]2([C@]3([H])[C@@]1(O)OC2)[C@@](O4)([H])C[C@@]([C@]3(C)[C@@H]5O)([H])C(C)=CC5=O)([H])CC4=O)=C
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
−20°C
Biochem/physiol Actions
Ailanthone, natural compound isolated from Ailanthus altissima (Simaroubaceae), is a potent inhibitor of androgen receptor (AR) that blocks activities of full-length AR and AR splice variants. It overcomes MDV3100 (Enzalutamide)-resistance in castration-resistant prostate cancer cell lines. Ailanthone disrupts the interaction between AR and the chaperones HSP90, HSP70, and HSP40, which leads to AR ubiquitination and degradation.
potent inhibitor of androgen receptor (AR) that blocks activities of full-length AR and AR splice variants.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 2 Oral
存储类别
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
法规信息
新产品
此项目有
Yundong He et al.
Nature communications, 7, 13122-13122 (2016-12-14)
Androgen receptor (AR) antagonist MDV3100 is the first therapeutic approach in treating castration-resistant prostate cancer (CRPC), but tumours frequently become drug resistant via multiple mechanisms including AR amplification and mutation. Here we identify the small molecule Ailanthone (AIL) as a
Ailanthone: a new potential drug for castration-resistant prostate cancer.
Shihong Peng et al.
Chinese journal of cancer, 36(1), 25-25 (2017-03-05)
Zhenjian Zhuo et al.
Scientific reports, 5, 16185-16185 (2015-11-04)
While searching for natural anti-hepatocellular carcinoma (HCC) components in Ailanthus altissima, we discovered that ailanthone had potent antineoplastic activity against HCC. However, the molecular mechanisms underlying the antitumor effect of ailanthone on HCC have not been examined. In this study
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