CAS 137813-88-8

4-Hydroxy-5,6-dimethoxy-3-[(2S,4E)-2-methyl-1-oxo-4-hexen-1-yl]-2(1H)-pyridinone

Description:

4-Hydroxy-5,6-dimethoxy-3-[(2S,4E)-2-methyl-1-oxo-4-hexen-1-yl]-2(1H)-pyridinone, with the CAS number 137813-88-8, is a chemical compound characterized by its complex structure, which includes a pyridinone ring and multiple functional groups. This compound features hydroxyl (-OH) and methoxy (-OCH3) groups, contributing to its potential reactivity and solubility in various solvents. The presence of a hexenyl side chain indicates that it may exhibit unique biological activities, possibly related to its interaction with biological systems. The stereochemistry of the molecule, particularly the (2S,4E) configuration, suggests specific spatial arrangements that can influence its pharmacological properties. Such compounds are often studied for their potential applications in medicinal chemistry, particularly in the development of new therapeutic agents. Overall, the characteristics of this compound make it a subject of interest in both synthetic and medicinal chemistry research.

Formula: C₁₄H₁₉NO₅

InChI: InChI=1S/C14H19NO5/c1-5-6-7-8(2)10(16)9-11(17)12(19-3)14(20-4)15-13(9)18/h5-6,8H,7H2,1-4H3,(H2,15,17,18)/b6-5+/t8-/m0/s1

InChI key: InChIKey=FPYAYFJAGDIMEX-GJIOHYHPSA-N

SMILES: C([C@H](C/C=C/C)C)(=O)C1=C(O)C(OC)=C(OC)NC1=O

Synonyms:

• Harzianopyridone
• 4-Hydroxy-5,6-dimethoxy-3-[(2S,4E)-2-methyl-1-oxo-4-hexen-1-yl]-2(1H)-pyridinone
• 2(1H)-Pyridinone, 4-hydroxy-5,6-dimethoxy-3-[(2S,4E)-2-methyl-1-oxo-4-hexen-1-yl]-
• 2(1H)-Pyridinone, 4-hydroxy-5,6-dimethoxy-3-[(2S,4E)-2-methyl-1-oxo-4-hexenyl]-
• (-)-Harzianopyridone

2(1H)-Pyridinone, 4-hydroxy-5,6-dimethoxy-3-[(2S,4E)-2-methyl-1-oxo-4-hexen-1-yl]-

CAS: 137813-88-8

Formula: C₁₄H₁₉NO₅

Color and Shape: Solid

Molecular weight: 281.3044

Ref: IN-DA000T22

Harzianopyridone

CAS: 137813-88-8

Harzianopyridone is an atpenin-like compound that functions as an inhibitor of mammalian and nematode mitochondrial complex II, also known as succinate:ubiquinone oxidoreductase (SQR), demonstrating IC50 values of 0.017, 0.2, and 2 μM against bovine, rat, and nematode complex II, respectively. Additionally, it inhibits nematode quinol-fumarate reductase (QFR) with an IC50 value of 0.36 μM. Significantly selective for complex II over complexes I and III in rats and cattle, as well as complex I in nematodes, with IC50 values exceeding 100 μM, it exhibits notable antibacterial and antifungal properties, with EC50 values of 35.9, 42.2, 60.4, and 50.2 μg/ml against R. solani, S. rolfsii, M. phaseolina, and F. oxysporum, respectively.

Formula: C₁₄H₁₉NO₅

Color and Shape: Solid

Molecular weight: 281.308

Ref: TM-TN7266

Harzianopyridone

CAS: 137813-88-8

Formula: C₁₄H₁₉NO₅

Purity: ≥ 95.0%

Color and Shape: White solid or powder

Molecular weight: 281.31

Ref: 7W-GA1613