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SML0776

Sigma-Aldrich

Galloflavin

≥95% (HPLC)

Synonym(s):

3,8,9,10-Tetrahydroxy-pyrano[3,2-c][2]benzopyran-2,6-dione, NSC 107022

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About This Item

Empirical Formula (Hill Notation):
C12H5O8
CAS Number:
568-80-9
Molecular Weight:
277.16
MDL number:
MFCD26941292
UNSPSC Code:
12352200
PubChem Substance ID:
329825597
NACRES:
NA.77

Quality Level

100

Assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

light yellow to light brown

solubility

DMSO: 5 mg/mL, clear

storage temp.

−20°C

SMILES string

OC1=C(O)C(O)=CC2=C1C3=C(C=C(O)C(O3)=O)OC2=O

InChI

1S/C12H6O8/c13-4-1-3-7(9(16)8(4)15)10-6(19-11(3)17)2-5(14)12(18)20-10/h1-2,13-16H

InChI key

VYKVZHXHVUVABA-UHFFFAOYSA-N

Biochem/physiol Actions

Galloflavin is an inhibitor of lactate dehydrogenase (LDH).
Galloflavin is an inhibitor of lactate dehydrogenase (LDH). The compound blocks both isoforms of (LDH-A and –B) with Ki values of 5.5 and 15 μM, respectively. Inhibition of the glycolytic pathway by galloflavin induces oxidative stress and apoptosis in breast tumor cell lines.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000055078
0000055079
0000030674
0000030675
076M4743V

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John A G Moir et al.
Pancreas, 49(10), 1364-1371 (2020-10-31)
Pancreatic stellate cells (PSCs) play a key metabolic role within the tumor microenvironment (stroma) of pancreatic ductal adenocarcinoma (PDAC), being glycolytic and associated with protumorigenic acidification from excess lactate. This study investigates the clinical significance of glycolytic enzyme lactate dehydrogenase
Abd El-Galil E Amr et al.
Molecules (Basel, Switzerland), 25(5) (2020-03-04)
A series of branched tetrapeptide Schiff bases 3-6 were designed and synthesized from corresponding tetrapeptide hydrazide 2 as a starting material.In vitroevaluation of the synthesized compounds 4-6 against breast MCF-7 carcinoma cells identified their excellent anticancer potency, with IC50 ranging
Simone Kumstel et al.
Scientific reports, 10(1), 16931-16931 (2020-10-11)
Severity assessment of animal experiments is mainly conducted by using subjective parameters. A widely applicable biomarker to assess animal distress could contribute to an objective severity assessment in different animal models. Here, the distress of three murine animal models for
Jilong Zhou et al.
Biology of reproduction, 99(2), 308-318 (2018-03-17)
Autophagy is an essential cellular mechanism that degrades cytoplasmic proteins and organelles to recycle their components. Here we showed that autophagy was essential for the glycolysis switch and energy homeostasis in mouse granulosa cells under hypoxic condition. Our data indicated
Guorong Cheng et al.
Talanta, 209, 120554-120554 (2020-01-02)
Lactate dehydrogenase (LDH), catalyzing the conversion of pyruvate to lactate during glycolysis, is overexpressed in cancer cells. LDH inhibitors are a promising approach for the treatment of cancer. But up till now, there is limited method for rapid screening of
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