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2738-64-9

2738-64-9 Structure

2738-64-9 Structure
IdentificationBack Directory
[Name]

PIERICIDIN A
[CAS]

2738-64-9
[Synonyms]

SN 198E
IT-143D
piericidin
PIERICIDIN A
piericidinea
PIERICIDIN A1
SHAOGUAMYCIN B
SHAOGUANMYCIN B
piericidin(sub1)
piericidin a from microbial source
,5,7,11-tetramethyl-,(all-e)-(4s,5s)-
PENICILLIN-STREPTOMYCIN (200X PEN-STREP)
Piericidin A from Streptomyces mobaraensis
ShaoguanMycin B, MT 1882-I, SN 198E, IT 143D, Piericidin A1
2,6,9,11-tridecatetraen-4-ol,13-(4-hydroxy-5,6-dimethoxy-3-methyl-2-pyridyl)-3
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)
(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
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-
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-
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-
[Molecular Formula]

C25H37NO4
[MDL Number]

MFCD01677956
[Molecular Weight]

415.57
[MOL File]

2738-64-9.mol
Chemical PropertiesBack Directory
[Boiling point ]

614.9±55.0 °C(Predicted)
[density ]

1.044±0.06 g/cm3(Predicted)
[Fp ]

85 °C
[storage temp. ]

2-8°C
[pka]

5.21±0.33(Predicted)
[form ]

liquid
[color ]

green-yellow
Safety DataBack Directory
[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
[F ]

3-10
Hazard InformationBack Directory
[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.
[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.
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