Galloflavin | CAS#568-80-9 | inhibitor of both the A and B isoforms of lactate dehydrogenase

MedKoo Cat#: 555846 | Name: Galloflavin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Galloflavin, also known as NSC 107022, is an inhibitor of both the A and B isoforms of lactate dehydrogenase. It has been shown to prevent proliferation of many different cancer cell lines in vitro by blocking glycolysis and ATP production.

Chemical Structure

Galloflavin

CAS#568-80-9 (free acid)

Theoretical Analysis

MedKoo Cat#: 555846

Name: Galloflavin

CAS#: 568-80-9 (free acid)

Chemical Formula: C12H6O8

Exact Mass: 278.0063

Molecular Weight: 278.17

Elemental Analysis: C, 51.81; H, 2.17; O, 46.01

Price and Availability

Size	Price	Availability
50mg	USD 550.00	2 Weeks
100mg	USD 950.00	2 Weeks
200mg	USD 1,450.00	2 Weeks
1g	USD 4,250.00	2 Weeks

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Related CAS #

568-80-9 (free acid) 1780260-20-9 (potassium)

Synonym

Galloflavin; NSC 107022; NSC107022; NSC-107022;

IUPAC/Chemical Name

3,8,9,10-tetrahydroxy-pyrano[3,2-c][2]benzopyran-2,6-dione

InChi Key

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 Code

VYKVZHXHVUVABA-UHFFFAOYSA-N

SMILES Code

O=C(O1)C(O)=CC2=C1C3=C(O)C(O)=C(O)C=C3C(O2)=O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Certificate of Analysis

View CoA: current batch, Lot# C21M04C16

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 278.17 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Wendt EHU, Schoenrogge M, Vollmar B, Zechner D. Galloflavin Plus Metformin Treatment Impairs Pancreatic Cancer Cells. Anticancer Res. 2020 Jan;40(1):153-160. doi: 10.21873/anticanres.13936. PMID: 31892563. 2: Guo L, Yang Y, Sheng Y, Wang J, Li W, Zhou X, Ruan S, Han C. Galloflavin Relieves the Malignant Behavior of Colorectal Cancer Cells in the Inflammatory Tumor Microenvironment. Front Pharmacol. 2021 Dec 10;12:752118. doi: 10.3389/fphar.2021.752118. PMID: 34955826; PMCID: PMC8702829. 3: Rahnasto-Rilla M, Järvenpää J, Huovinen M, Schroderus AM, Ihantola EL, Küblbeck J, Khadeer M, Moaddel R, Lahtela-Kakkonen M. Effects of galloflavin and ellagic acid on sirtuin 6 and its anti-tumorigenic activities. Biomed Pharmacother. 2020 Nov;131:110701. doi: 10.1016/j.biopha.2020.110701. Epub 2020 Sep 6. PMID: 32905943. 4: Manerba M, Vettraino M, Fiume L, Di Stefano G, Sartini A, Giacomini E, Buonfiglio R, Roberti M, Recanatini M. Galloflavin (CAS 568-80-9): a novel inhibitor of lactate dehydrogenase. ChemMedChem. 2012 Feb 6;7(2):311-7. doi: 10.1002/cmdc.201100471. Epub 2011 Nov 4. PMID: 22052811. 5: Fiume L, Vettraino M, Carnicelli D, Arfilli V, Di Stefano G, Brigotti M. Galloflavin prevents the binding of lactate dehydrogenase A to single stranded DNA and inhibits RNA synthesis in cultured cells. Biochem Biophys Res Commun. 2013 Jan 11;430(2):466-9. doi: 10.1016/j.bbrc.2012.12.013. Epub 2012 Dec 10. PMID: 23237800. 6: Vettraino M, Manerba M, Govoni M, Di Stefano G. Galloflavin suppresses lactate dehydrogenase activity and causes MYC downregulation in Burkitt lymphoma cells through NAD/NADH-dependent inhibition of sirtuin-1. Anticancer Drugs. 2013 Sep;24(8):862-70. doi: 10.1097/CAD.0b013e328363ae50. PMID: 23797802. 7: Farabegoli F, Vettraino M, Manerba M, Fiume L, Roberti M, Di Stefano G. Galloflavin, a new lactate dehydrogenase inhibitor, induces the death of human breast cancer cells with different glycolytic attitude by affecting distinct signaling pathways. Eur J Pharm Sci. 2012 Nov 20;47(4):729-38. doi: 10.1016/j.ejps.2012.08.012. Epub 2012 Aug 30. PMID: 22954722. 8: Zhang Z, Li X, Liu W, Chen G, Liu J, Ma Q, Hou P, Liang L, Liu C. Polyphenol nanocomplex modulates lactate metabolic reprogramming and elicits immune responses to enhance cancer therapeutic effect. Drug Resist Updat. 2024 Mar;73:101060. doi: 10.1016/j.drup.2024.101060. Epub 2024 Jan 20. PMID: 38309140. 9: Han X, Sheng X, Jones HM, Jackson AL, Kilgore J, Stine JE, Schointuch MN, Zhou C, Bae-Jump VL. Evaluation of the anti-tumor effects of lactate dehydrogenase inhibitor galloflavin in endometrial cancer cells. J Hematol Oncol. 2015 Jan 29;8:2. doi: 10.1186/s13045-014-0097-x. PMID: 25631326; PMCID: PMC4316809. 10: Pradenas C, Luque-Campos N, Oyarce K, Contreras-Lopez R, Bustamante- Barrientos FA, Bustos A, Galvez-Jiron F, Araya MJ, Asencio C, Lagos R, Herrera- Luna Y, Abba Moussa D, Hill CN, Lara-Barba E, Altamirano C, Ortloff A, Hidalgo- Fadic Y, Vega-Letter AM, García-Robles MLÁ, Djouad F, Luz-Crawford P, Elizondo- Vega R. Lactate: an alternative pathway for the immunosuppressive properties of mesenchymal stem/stromal cells. Stem Cell Res Ther. 2023 Nov 19;14(1):335. doi: 10.1186/s13287-023-03549-4. PMID: 37981698; PMCID: PMC10659074.