PIERICIDIN A

PIERICIDIN A Structure
CAS No.
2738-64-9
Chemical Name:
PIERICIDIN A
Synonyms
SN 198E;IT-143D;piericidin;piericidinea;PIERICIDIN A;PIERICIDIN A1;SHAOGUAMYCIN B;SHAOGUANMYCIN B;piericidin(sub1);piericidin a from microbial source
CBNumber:
CB9758229
Molecular Formula:
C25H37NO4
Molecular Weight:
415.57
MOL File:
2738-64-9.mol
MSDS File:
SDS
Modify Date:
2023/6/8 9:02:15

PIERICIDIN A Properties

Boiling point 614.9±55.0 °C(Predicted)
Density 1.044±0.06 g/cm3(Predicted)
Flash point 85 °C
storage temp. 2-8°C
solubility Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 20 mg/ml).
pka 5.21±0.33(Predicted)
form liquid
color green-yellow
Stability Stable for 2 years from date of purchase as supplied. Solutions in DMSO or Ethanol may be stored at -20°C for up to 1 month.

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P271-P280
Hazard Codes  T+,Xn
Risk Statements  26/27/28-20/21/22
Safety Statements  28-36/37-45
RIDADR  UN 3382 6.1/PG 1
WGK Germany  3
RTECS  YD4588000
3-10
HS Code  2933399990
NFPA 704
3
2 0

PIERICIDIN A Chemical Properties,Uses,Production

Uses

Piericidin A is the major analogue of a family of pyridyl antibiotics isolated from selected Streptomyces species. It is a specific, potent inhibitor of NADH-ubiquinone oxidoreductase (Complex I) that binds to ubiquinone binding site(s). Piericidin A inhibits both mitochondrial and bacterial NADH-ubiquinone oxidoreductases, binding close to NUOD-NUOB interface.

Biochem/physiol Actions

Piericidin A (PA), an insecticidal metabolite of Streptomyces mobaraensis is a potential quorum-sensing inhibitors (QSIs) that can destroy the expression of the virulence genes of Erwinia carotovora subsp. atroseptica (Eca). Hence it may be used as control agents of soft rot disease on potato tubers.

Enzyme inhibitor

This reduced antibiotic (FW = 423.64 g/mol; CAS 2738-64-9; Soluble in ethanol, methanol, DMF or DMSO) is a structural analogue of ubiquinone and a partially competitive inhibitor of bacterial and mitochondrial Type-I NADH-ubiquinone oxidoreductases (or Complex I). Octahydropiericidin A also inhibits glucose dehydrogenase.

PIERICIDIN A Preparation Products And Raw materials

Raw materials

Preparation Products

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,5,7,11-tetramethyl-,(all-e)-(4s,5s)- 2,6,9,11-tridecatetraen-4-ol,13-(4-hydroxy-5,6-dimethoxy-3-methyl-2-pyridyl)-3 piericidin piericidin(sub1) piericidinea SN 198E SHAOGUAMYCIN B SHAOGUANMYCIN B PIERICIDIN A PIERICIDIN A1 2,6,9,11-TRIDECATETRAEN-4-OL,13-(4-HYDROX-5,6-DIMETHOXY-3-METHYL-2-PYRIDYL)-3,5,7,11-TETRAMETHYL-(ALL-E)-(4R,5R)-(8CL) Piericidin A from Streptomyces mobaraensis PENICILLIN-STREPTOMYCIN (200X PEN-STREP) piericidin a from microbial source Piericidin A1, Shaoguamycin B, SN 198E, 2,6,9,11-Tridecatetraen-4-ol,13-(4-hydrox-5,6-dimethoxy-3-methyl-2-pyridyl)-3,5,7,11-tetramethyl-(all-E)-(4R,5R)-(8Cl), 4-Pyridinol,2-(10-hydroxy-3,7,9,11-tetramethyl-2,5,7,11-tridecatetraenyl)-5,6-dimethoxy- [R-[R*,R*-(all-E)]]-3-methyl- (2E,4S,5S,6E,8E,11E)-13-(5,6-Dimethoxy-4-hydroxy-3-methyl-2-pyridyl)-3,5,7,11-tetramethyl-2,6,8,11-tridecatetren-4-ol IT-143D 4-PYRIDINOL,2-(10-HYDROXY-3,7,9,11-TETRAMETHYL-2,5,7,11-TRIDECATETRAENYL)-5,6-DIMETHOXY-, [R-[R*,R*-(ALL-E)]]-3-METHYL- ShaoguanMycin B, MT 1882-I, SN 198E, IT 143D, Piericidin A1 2,6,9,11-Tridecatetraen-4-ol,13-(4-hydrox-5,6-dimethoxy-3-methyl-2-pyridyl)-3,5,7,11-tetramethyl-(all-E)-(4R,5R) 4-Pyridinol,2-(10-hydroxy-3,7,9,11-tetramethyl-2,5,7,11-tridecatetraenyl)-5,6-dimethoxy- [R-[R*,R*-(all-E)]]-3-methyl- 2-[(2E,4E,7E,9S,10S,11E)-10-hydroxy-3,7,9,11-tetramethyltrideca-2,4,7,11-tetraenyl]-5,6-dimethoxy-3-methyl-1H-pyridin-4-one 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- 2738-64-9 Mitochondrial Transport Inhibitors Cell Biology Cell Signaling and Neuroscience Apoptosis and Cell Cycle Antibiotics N-S Antibiotics Antibiotics A to Z BioChemical Antibiotic