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SML2143

Ailanthone

Name: Ailanthone
Brand: SIGMA

≥98% (HPLC), androgen receptor inhibitor, powder

Synonym(s):

Δ13-Dehydrochaparrinone, (1β,11β,12α)-11,20-Epoxy-1,11,12-trihydroxypicrasa-3,13(21)-diene-2,16-dione, 13,21-Didehydrochaparrinone

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₂₄O₇

CAS Number:

981-15-7

Molecular Weight:

376.40

NACRES:

NA.77

UNSPSC Code:

12352200

EC Number:

683-145-8

Assay:

≥98% (HPLC)

Form:

powder

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Properties

Product Name

Ailanthone, ≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

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

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

InChI key

WBBVXGHSWZIJST-RLQYZCPESA-N

Description

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.

pictograms

GHS06

signalword

Danger

hcodes

H300

pcodes

P264 - P270 - P301 + P310 - P405 - P501

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c