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SML2469

Sigma-Aldrich

Oxanthroquinone G01

≥98% (HPLC)

Synonym(s):

9,10-Dihydro-8-hydroxy-3-methoxy-1,7-dimethyl-9,10-dioxo-2-anthracenecarboxylic acid ethyl ester, G01

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About This Item

Empirical Formula (Hill Notation):
C20H18O6
CAS Number:
Molecular Weight:
354.35
UNSPSC Code:
12352200
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

faint yellow to dark orange

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C1C2=C(C=C(OC)C(C(OCC)=O)=C2C)C(C3=CC=C(C)C(O)=C31)=O

Biochem/physiol Actions

Oxanthroquinone G01 is a potent inhibitor of KRAS and NRAS plasma membrane localization that potently inhibits proliferation of KRAS transformed cancer cells. Oxanthroquinone G01 also inhibits recycling of epidermal growth factor receptor and transferrin receptor, but has no influence on cholera toxin internalization. It also increases cellular levels of sphingomyelin and and ceramide.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Angela A Salim et al.
Organic & biomolecular chemistry, 12(27), 4872-4878 (2014-05-31)
Chemical investigations of a soil-derived Streptomyces sp. led to the isolation of five new polyketides, (+)-oxanthromicin, (±)-hemi-oxanthromicins A/B, (±)-spiro-oxanthromicin A and oxanthroquinone, and the known alkaloid staurosporine, and the detection of four new metastable analogues, (±)-spiro-oxanthromicins B1/B2/C1/C2. Among the compounds
Lingxiao Tan et al.
The Journal of biological chemistry, 293(35), 13696-13706 (2018-07-05)
Oncogenic RAS proteins are commonly expressed in human cancer. To be functional, RAS proteins must undergo post-translational modification and localize to the plasma membrane (PM). Therefore, compounds that prevent RAS PM targeting have potential as putative RAS inhibitors. Here we

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