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MW 515.5 Da, Purity >=98%. A potent and selective monocarboxylate transporter 1 (MCT1) inhibitor with a binding affinity of 1.6 nM; it is 6-fold selective over MCT2 and does not inhibit MCT4 even at 10 μM. AZD 3965 increases intratumor lactate levels and decreases tumor growth in mice bearing COR-L103 small cell lung cancer (SCLC) xenografts.

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Key facts

CAS number
1448671-31-5
Purity
>= 98%
Form
Solid
Molecular weight
515.5 Da
Molecular formula
C21H24F3N5O5S
PubChem identifier
10369242
Nature
Synthetic

Alternative names

Recommended products

MW 515.5 Da, Purity >=98%. A potent and selective monocarboxylate transporter 1 (MCT1) inhibitor with a binding affinity of 1.6 nM; it is 6-fold selective over MCT2 and does not inhibit MCT4 even at 10 μM. AZD 3965 increases intratumor lactate levels and decreases tumor growth in mice bearing COR-L103 small cell lung cancer (SCLC) xenografts.

Key facts

Purity
>= 98%
PubChem identifier
10369242
Solubility

Soluble in DMSO to 100 mM.

Soluble in ethanol to 100 mM.

Biochemical name
(S)-5-(4-Hydroxy-4-methylisoxazolidine-2-carbonyl)-1-isopropyl-3-methyl-6-((5-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)methyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione
Biological description

A potent and selective monocarboxylate transporter 1 (MCT1) inhibitor with a binding affinity of 1.6 nM; it is 6-fold selective over MCT2 and does not inhibit MCT4 even at 10 μM. AZD 3965 increases intratumor lactate levels and decreases tumor growth in mice bearing COR-L103 small cell lung cancer (SCLC) xenografts.

Canonical SMILES
CC1=C(C(=NN1)C(F)(F)F)CC2=C(C3=C(S2)N(C(=O)N(C3=O)C)C(C)C)C(=O)N4CC(CO4)(C)O
Isomeric SMILES
CC1=C(C(=NN1)C(F)(F)F)CC2=C(C3=C(S2)N(C(=O)N(C3=O)C)C(C)C)C(=O)N4C[C@](CO4)(C)O
InChI
InChI=1S/C21H24F3N5O5S/c1-9(2)29-18-14(16(30)27(5)19(29)32)13(17(31)28-7-20(4,33)8-34-28)12(35-18)6-11-10(3)25-26-15(11)21(22,23)24/h9,33H,6-8H2,1-5H3,(H,25,26)/t20-/m0/s1
InChIKey
PRNXOFBDXNTIFG-FQEVSTJZSA-N
IUPAC name
5-[(4S)-4-hydroxy-4-methyl-1,2-oxazolidine-2-carbonyl]-3-methyl-6-[[5-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl]-1-propan-2-ylthieno[2,3-d]pyrimidine-2,4-dione

Storage

Shipped at conditions
Blue Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
Store in the dark, Store under desiccating conditions, This product is air and light sensitive and impurities can occur as a result of air oxidation or due to metabolism by microbes

Notes

This product is manufactured by BioVision, an Abcam company and was previously called B2227 AZD-3965. B2227-1 is the same size as the 1 mg size of ab286958.

Supplementary info

This supplementary information is collated from multiple sources and compiled automatically.
Activity summary

MCT1 also known as Monocarboxylate Transporter 1 or SLC16A1 is a protein that facilitates the transport of monocarboxylates such as lactate and pyruvate across cell membranes. The approximate molecular weight of MCT1 is 51 kDa. This transporter expresses in many tissues including muscle brain liver and kidney. Its widespread presence indicates a significant role in cellular metabolism and energy balance across different biological systems.

Biological function summary

MCT1 acts as an important transport mechanism for lactate and pyruvate driving the cellular uptake and release processes of these molecules. It partners with CD147 also known as Basigin to form a functional heteromeric complex. This binding allows the correct localization and stabilization of MCT1 in the plasma membrane ensuring effective transport activity. The presence of MCT1 in metabolically active tissues highlights its role in maintaining homeostasis in energy-rich environments.

Pathways

MCT1 plays a significant role in the glycolysis and gluconeogenesis pathways by mediating lactate transport which connects anaerobic and aerobic metabolic processes. Through these pathways MCT1 associates with key metabolic enzymes like lactate dehydrogenase (LDH) that regulate the conversion between lactate and pyruvate. This association provides a link between lactate production and consumption thereby controlling pH levels and preventing the buildup of metabolic intermediates that can disrupt cellular functions.

Associated diseases and disorders

MCT1 is implicated in cancer and metabolic acidosis. In cancer elevated expression of MCT1 supports the Warburg effect a phenomenon where cancer cells rely on aerobic glycolysis leading to increased lactate production. MCT1 works alongside proteins such as CD147 influencing tumor growth and metastasis by promoting lactate export. In metabolic acidosis impaired MCT1 function can disrupt lactate clearance affecting tissue pH balance and contributes to conditions like lactic acidosis. Understanding MCT1's role in these diseases highlights the importance of targeting its function for therapeutic purposes.

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