CAS 2738-64-9

Piericidin A

Description:

Piericidin A is a natural compound classified as an antibiotic and is primarily known for its role as a mitochondrial inhibitor. It is derived from the bacterium *Micromonospora* and exhibits a complex structure featuring a pyridine ring and a long aliphatic side chain. The compound is notable for its ability to inhibit the electron transport chain, specifically targeting complex I (NADH:ubiquinone oxidoreductase), which disrupts ATP production in cells. This mechanism of action makes Piericidin A of interest in biochemical research and potential therapeutic applications. Additionally, it has been studied for its effects on various biological systems, including its potential as an anticancer agent. Piericidin A is typically characterized by its solubility in organic solvents and its relatively low solubility in water, which influences its bioavailability and interaction with biological membranes. Its unique properties and biological activities continue to be a subject of investigation in the fields of pharmacology and biochemistry.

Formula: C₂₅H₃₇NO₄

InChI: InChI=1S/C25H37NO4/c1-9-18(4)22(27)19(5)15-17(3)12-10-11-16(2)13-14-21-20(6)23(28)24(29-7)25(26-21)30-8/h9-10,12-13,15,19,22,27H,11,14H2,1-8H3,(H,26,28)/b12-10+,16-13+,17-15+,18-9+/t19-,22+/m1/s1

InChI key: InChIKey=BBLGCDSLCDDALX-LKGBESRRSA-N

SMILES: C(/C=C(/C/C=C/C(=C/[C@H]([C@H](/C(=C/C)/C)O)C)/C)\C)C=1N=C(OC)C(OC)=C(O)C1C

Synonyms:

• 2,6,9,11-Tridecatetraen-4-ol, 13-(4-hydroxy-5,6-dimethoxy-3-methyl-2-pyridyl)-3,5,7,11-tetramethyl-, (all-E)-(4R,5R)-
• 2-[(2E,5E,7E,9R,10R,11E)-10-Hydroxy-3,7,9,11-tetramethyl-2,5,7,11-tridecatetraen-1-yl]-5,6-dimethoxy-3-methyl-4-pyridinol
• 2-[(2E,5E,7E,9R,10R,11E)-10-hydroxy-3,7,9,11-tetramethyltrideca-2,5,7,11-tetraen-1-yl]-5,6-dimethoxy-3-methylpyridin-4-ol
• 4-Pyridinol, 2-(10-hydroxy-3,7,9,11-tetramethyl-2,5,7,11-tridecatetraenyl)-5,6-dimethoxy-3-methyl-, [R-[R*,R*-(all-E)]]-
• 4-Pyridinol, 2-[(2E,5E,7E,9R,10R,11E)-10-hydroxy-3,7,9,11-tetramethyl-2,5,7,11-tridecatetraenyl]-5,6-dimethoxy-3-methyl-
• 4-pyridinol, 2-[(2E,5E,7E,9R,10R,11E)-10-hydroxy-3,7,9,11-tetramethyl-2,5,7,11-tridecatetraen-1-yl]-5,6-dimethoxy-3-methyl-
• Ar 054
• Piericidin A
• Piericidin A₁
• Piericidine A
• Shaoguanmycin B

Piericidin A

CAS: 2738-64-9

Formula: C₂₅H₃₇NO₄

Purity: 96.16%

Color and Shape: Yellow. Solid

Molecular weight: 416.0

Ref: 8R-CL0352

Piericidin A

CAS: 2738-64-9

Piericidin A

Formula: C₂₅H₃₇NO₄

Purity: By hplc: 94.58% (Typical Value in Batch COA)

Color and Shape: yellowish amorphous solid

Molecular weight: 415.56557g/mol

Ref: 54-BIBR1077

Piericidin A

CAS: 2738-64-9

Formula: C₂₅H₃₇NO₄

Purity: (HPLC) ≥ 95.0%

Color and Shape: Clear, colourless liquid or solid

Molecular weight: 415.57

Ref: 7W-GA2939

Piericidin A

Controlled Product

CAS: 2738-64-9

Formula: C₂₅H₃₇NO₄

Color and Shape: Neat

Molecular weight: 415.566

Ref: TR-P991778

Piericidin A

CAS: 2738-64-9

Piericidin A is a microbial metabolite, specifically a type of polyketide, which is derived from the bacterium of the genus Streptomyces. This compound acts as an electron transport chain inhibitor by specifically binding to the ubiquinone binding site of complex I (NADH:ubiquinone oxidoreductase) in mitochondria. This mode of action results in the disruption of ATP production through oxidative phosphorylation.

Formula: C₂₅H₃₇NO₄

Purity: Min. 95%

Molecular weight: 415.57 g/mol

Ref: 3D-FP172915