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Substance Name: Piericidin A
RN: 2738-64-9
UNII: 8VT513UJ9R
InChIKey: BBLGCDSLCDDALX-LKGBESRRSA-N

Note

  • Pyridine-substituted fatty alcohol antibiotic.

Molecular Formula

  • C25-H37-N-O4

Molecular Weight

  • 415.57
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Drug / Therapeutic Agent
  • Natural Product
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Names and Synonyms

Name of Substance

  • Piericidin A

Synonyms

  • 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)))-
  • BRN 1555726
  • Piericidin
  • Piericidin A
  • Piericidin A1
  • Piericidine A
  • Shaoguanmycin B
  • SN 198E
  • UNII-8VT513UJ9R

Systematic Names

  • 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)-
  • 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-

Registry Numbers

CAS Registry Number

  • 2738-64-9

FDA UNII

  • 8VT513UJ9R

Other Registry Numbers

  • 19855-42-6
  • 24467-35-4
  • 5085-85-8

System Generated Number

  • 0002738649

Structure Descriptors

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

InChIKey

BBLGCDSLCDDALX-LKGBESRRSA-N

Smiles

c1(OC)nc(c(c(O)c1OC)C)C\C=C(\C\C=C\C(C)=C\[C@H]([C@H](\C(=C\C)C)O)C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 870ug/kg (0.87mg/kg)   Agricultural and Biological Chemistry. Vol. 27, Pg. 576, 1963.
mouse LD50 oral 3170ug/kg (3.17mg/kg)   Agricultural and Biological Chemistry. Vol. 32, Pg. 1115, 1968.
mouse LD50 skin 2520ug/kg (2.52mg/kg)   Agricultural and Biological Chemistry. Vol. 32, Pg. 1115, 1968.
mouse LDLo intravenous 1mg/kg (1mg/kg)   Journal of Antibiotics. Vol. 40, Pg. 149, 1987.
rat LDLo intraperitoneal 360ug/kg (0.36mg/kg)   Agricultural and Biological Chemistry. Vol. 34, Pg. 1101, 1970.