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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:
1616622-15-1
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

InChI

1S/C20H18O6/c1-5-26-20(24)15-10(3)14-12(8-13(15)25-4)18(22)11-7-6-9(2)17(21)16(11)19(14)23/h6-8,21H,5H2,1-4H3

InChI key

NWSATONEZZIFDE-UHFFFAOYSA-N

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.
potent inhibitor of KRAS and NRAS plasma membrane localization, putative RAS inhibitor

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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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