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T5955

Sigma-Aldrich

3,4,5,6-Tetrahydroxyxanthone hydrate

≥98% (HPLC)

Synonym(s):

3,4,5,6-Tetrahydroxy-9H-xanthen-9-one hydrate, MB7

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About This Item

Empirical Formula (Hill Notation):
C13H8O6 · xH2O
CAS Number:
99420-08-3
Molecular Weight:
260.20 (anhydrous basis)
MDL number:
MFCD18432705
UNSPSC Code:
12352200
PubChem Substance ID:
329826835
NACRES:
NA.77

assay

≥98% (HPLC)

color

light brown to brown

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

SMILES string

O.Oc1ccc2C(=O)c3ccc(O)c(O)c3Oc2c1O

InChI

1S/C13H8O6.H2O/c14-7-3-1-5-9(16)6-2-4-8(15)11(18)13(6)19-12(5)10(7)17;/h1-4,14-15,17-18H;1H2

InChI key

ZFTTXYRPFMYDRT-UHFFFAOYSA-N

Biochem/physiol Actions

3,4,5,6-Tetrahydroxyxanthone is a Na/K-ATPase inihibitor that inhibits pump function without activating the kinase signaling function. It inhibits Na/K ATPase pump action with an affinity comparable to ouabain, but does not alter Na or ATP affinity, is not blocked by potassium, and it does not activate the Src complex or downstream kinases.

Preparation Note

3,4,5,6-Tetrahydroxyxanthone hydrate is soluble in DMSO at a concentration that is greater than 10 mg/ml.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
092M4620V
120M4604V

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Orhan Aktas et al.
The Journal of experimental medicine, 197(6), 725-733 (2003-03-12)
Statins, known as inhibitors of 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase, exhibit numerous functions related to inflammation, such as MHC class II down-regulation, interference with T cell adhesion, and induction of apoptosis. Here we demonstrate that both subcutaneous and oral administration
Rodrigo Quezada et al.
Nanomaterials (Basel, Switzerland), 10(6) (2020-06-12)
Type of metal and metal-oxide NPs added to modify Thin-Film Composites Reverse Osmosis Membranes (TFC-RO) can alter their anti-biofouling properties by changing the dissolution process. The development of a mathematical model can facilitate the selection of these NPs. This work
M Armendariz Ontiveros et al.
Materials (Basel, Switzerland), 12(13) (2019-07-03)
The anti-biofouling and desalination properties of thin film composite reverse osmosis membranes (TFC-RO), modified by the incorporation of copper and iron nanoparticles, were compared. Nanoparticles of metallic copper (CuNPs) and an iron crystalline phase mix (Fe and Fe2O3, FeNPs) were

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