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Substance Name: Tautomycin
RN: 109946-35-2
InChIKey: RFCWHQNNCOJYTR-QKIDKDKQSA-N

Note

  • An inhibitor of protein phosphatases 1 and 2A; isolated from Streptomyces spiroverticillatus; exists as a tautomeric mixture in solution.

Molecular Formula

  • C41-H66-O13

Molecular Weight

  • 766.9594
 

Classification Codes

  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Hematologic Agents
  • Mutation Data
  • Natural Product
  • Platelet Aggregation Inhibitors
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Names and Synonyms

Name of Substance

  • Tautomycin

Systematic Names

  • 3-Furanpropanoic acid, 2,5-dihydro-beta-hydroxy-4-methyl-2,5-dioxo-, (1R,2S,3R,6S,7S,10R)-10-(2S,3S,6R,8S,9R)-3,9-dimethyl-8-((3S)-3-methyl-4-oxopentyl)-1,7-dioxaspiro(5.5)undec-2-yl)-3,7-dihydroxy-2-methoxy-6-methyl-1-(1-methylethyl)-5-oxoundecyl ester, (betaR)-
  • Tautomycin

Registry Numbers

CAS Registry Number

  • 109946-35-2

System Generated Number

  • 0109946352

Structure Descriptors

InChI

1S/C41H66O13/c1-21(2)36(51-34(47)20-31(45)35-27(8)39(48)52-40(35)49)38(50-10)32(46)19-30(44)26(7)29(43)13-11-24(5)37-25(6)16-18-41(54-37)17-15-23(4)33(53-41)14-12-22(3)28(9)42/h21-26,29,31-33,36-38,43,45-46H,11-20H2,1-10H3/t22-,23+,24+,25-,26-,29-,31+,32+,33-,36+,37-,38-,41+/m0/s1

InChIKey

RFCWHQNNCOJYTR-QKIDKDKQSA-N

Smiles

C[C@@H]1CC[C@@]2(CC[C@@H]([C@@H](O2)[C@H](C)CC[C@@H]([C@H](C)C(=O)C[C@H]([C@@H]([C@@H](C(C)C)OC(=O)C[C@H](C3=C(C(=O)OC3=O)C)O)OC)O)O)C)O[C@H]1CC[C@H](C)C(=O)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 5mg/kg (5mg/kg)   Journal of Antibiotics. Vol. 40, Pg. 907, 1987.
mouse LD50 oral 7500ug/kg (7.5mg/kg)   Journal of Antibiotics. Vol. 40, Pg. 907, 1987.