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Substance Name: Wortmannin
RN: 19545-26-7
UNII: XVA4O219QW
InChIKey: QDLHCMPXEPAAMD-QAIWCSMKSA-N

Note

  • Inhibits PI3-kinase; inhibits alloantigen-specific T cell activation and cytotoxic T cell responses in human tumor cell lines.

Molecular Formula

  • C23-H24-O8

Molecular Weight

  • 428.4346
 

Classification Codes

  • Anti-Infective Agents
  • Antifungal Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Hormone Antagonists
  • Hormones, Hormone Substitutes, and Hormone Antagonists
  • Immunologic Factors
  • Immunosuppressive Agents
  • Insulin Antagonists
  • Natural Product
  • Neurotransmitter Agents
  • Phosphodiesterase Inhibitors
  • Protein Kinase Inhibitors
  • Radiation-Sensitizing Agents
  • Serotonin Agents
  • Serotonin Antagonists
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Names and Synonyms

Name of Substance

  • Wortmannin

Synonyms

  • 4-19-00-03134 (Beilstein Handbook Reference)
  • BRN 0067676
  • NSC 627609
  • SL-2052
  • UNII-XVA4O219QW
  • Wartmannin
  • Wortmannin

Systematic Names

  • (1alpha,11alpha)-11-(Acetyloxy)-1-(methoxymethyl)-2-oxaandrosta-5,8-dieno(6,5,4-bc)furan-3,7,17-trione
  • Antibiotic SL-2052

Registry Numbers

CAS Registry Number

  • 19545-26-7

FDA UNII

  • XVA4O219QW

System Generated Number

  • 0019545267

Structure Descriptors

InChI

1S/C23H24O8/c1-10(24)30-13-7-22(2)12(5-6-14(22)25)16-18(13)23(3)15(9-28-4)31-21(27)11-8-29-20(17(11)23)19(16)26/h8,12-13,15H,5-7,9H2,1-4H3/t12-,13+,15+,22-,23-/m0/s1

InChIKey

QDLHCMPXEPAAMD-QAIWCSMKSA-N

Smiles

O1C(=O)c2c3[C@]([C@H]1COC)(C1=C(C(=O)c3oc2)[C@H]2[C@](C[C@H]1OC(=O)C)(C(=O)CC2)C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 18mg/kg (18mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 6, Pg. 168, 1981.
rat LDLo oral 10mg/kg (10mg/kg)   Experientia. Vol. 30, Pg. 135, 1974.