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Substance Name: Concanamycin A
RN: 80890-47-7
InChIKey: DJZCTUVALDDONK-MOGIKZEKSA-N

Note

  • From Streptomyces diastatochromogenes S-45; inhibits vacuolar H+ ATPase.

Molecular Formula

  • C46-H75-N-O14

Molecular Weight

  • 866.091
 

Classification Codes

  • Agricultural Chemical
  • Anti-Infective Agents
  • Antiviral Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Insecticide
  • Natural Product
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Names and Synonyms

Name of Substance

  • Concanamycin A

Synonyms

  • Concanamycin A
  • X 4357 B

Systematic Names

  • Antibiotic X 4357 B
  • Concanamycin A
  • Oxacyclooctadeca-3,5,13,15-tetraen-2-one, 18-((1S,2R,3S)-3-((2R,4R,5S,6R)-4-((4-O-(aminocarbonyl)-2,6-dideoxy-beta-D-arbino-hexopyranosyl)oxy)tetrahydro-2-hydroxy-5-methyl-6-(1E)-1-propenyl-2H-pyran-2-yl)-2-hydroxy-1-methylbutyl)-9-ethyl-8,10-dihydroxy-3,17-dimethoxy-5,7,11,13-tetramethyl-, (3Z,5E,7R,8R,9S,10S,11R,13E,15E,17S,18R)-

Registry Numbers

CAS Registry Number

  • 80890-47-7

System Generated Number

  • 0080890477

Structure Descriptors

InChI

1S/C46H75NO14/c1-13-16-34-28(7)37(58-38-22-33(48)43(31(10)57-38)60-45(47)53)23-46(54,61-34)30(9)41(51)29(8)42-35(55-11)18-15-17-24(3)19-26(5)39(49)32(14-2)40(50)27(6)20-25(4)21-36(56-12)44(52)59-42/h13,15-18,20-21,26-35,37-43,48-51,54H,14,19,22-23H2,1-12H3,(H2,47,53)/b16-13+,18-15+,24-17-,25-20+,36-21-/t26-,27-,28-,29+,30+,31-,32+,33-,34-,35+,37-,38+,39+,40-,41-,42-,43-,46-/m1/s1

InChIKey

DJZCTUVALDDONK-MOGIKZEKSA-N

Smiles

C=1[C@H]([C@@H](O)[C@H]([C@H]([C@H](C)CC(=CC=C[C@@H]([C@@H]([C@H]([C@H]([C@@H]([C@@]2(C[C@H]([C@@H]([C@H](O2)\C=C\C)C)O[C@H]2C[C@H]([C@@H]([C@H](O2)C)OC(N)=O)O)O)C)O)C)OC(C(=CC1C)OC)=O)OC)C)O)CC)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 2450ug/kg (2.45mg/kg)   United States Patent Document. Vol. #4076802,
mouse LD50 oral 21mg/kg (21mg/kg)   United States Patent Document. Vol. #4076802,