Satratoxin-H

Last updated
Satratoxin-H
Satratoxin-H.svg
Names
IUPAC name
(2'R,4E,9R,10E,12Z,16R,16aS,18R,19aR,23aR,25R)-6,7,16,16a,19a,22-

hexahydro-25-hydroxy-9-((1S)-1-hydroxyethyl)-16a,21-dimethyl-spiro(5,9,16,18-dimethano- 1H,3H,23H-(1,6,12)trioxacyclooctadecino(3,4-d)(1)benzopyran-17(18H)-2'-oxirane)-

3,14(9H)-dione

Contents

Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
  • InChI=1S/C29H36O9/c1-17-7-10-27-15-34-24(32)13-19-8-11-35-28(18(2)30,25(19)33)9-5-4-6-23(31)38-20-14-22(37-21(27)12-17)29(16-36-29)26(20,27)3/h4-6,9,12-13,18,20-22,25,30,33H,7-8,10-11,14-16H2,1-3H3/b6-4-,9-5+,19-13+/t18-,20+,21+,22+,25+,26+,27+,28+,29+/m0/s1 Yes check.svgY
    Key: MUACSCLQRGEGOE-PQGPUMQGSA-N Yes check.svgY
  • InChI=1/C29H36O9/c1-17-7-10-27-15-34-24(32)13-19-8-11-35-28(18(2)30,25(19)33)9-5-4-6-23(31)38-20-14-22(37-21(27)12-17)29(16-36-29)26(20,27)3/h4-6,9,12-13,18,20-22,25,30,33H,7-8,10-11,14-16H2,1-3H3/b6-4-,9-5+,19-13+/t18-,20+,21+,22+,25+,26+,27+,28+,29+/m0/s1
    Key: MUACSCLQRGEGOE-PQGPUMQGBS
  • C[C@H](O)[C@@]12\C=C\C=C/C(=O)O[C@@H]4C[C@H]6O[C@@H]3/C=C(/C)CC[C@]3(COC(=O)/C=C(\CCO1)[C@H]2O)[C@]4(C)[C@]56CO5
Properties
C29H36O9
Molar mass 528.591
insoluble
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Highly toxic
GHS labelling:
GHS-pictogram-skull.svg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)

Satratoxin-H, a trichothecene mycotoxin, is a naturally occurring toxin produced by the ascomycetes Stachybotrys chartarum and Trichoderma cornu-damae which is highly toxic and potentially fatal to humans and other animals. The clinical condition it causes is known as Stachybotrotoxicosis. It is related to the mycotoxin T-2, but unlike T-2 has not been reported to have been used as a chemical weapon.

Properties

Satratoxin-H is almost completely insoluble in water, but is easily soluble in lower alcohols and polar solvents such as ethanol, methanol, 2-propanol, acetone and chloroform. [1]

Satratoxin-H is not officially classified as a chemical weapon. [ citation needed ]

Effects

Satratoxin-H is extremely versatile. Contact with the solution through ingestion, inhalation, or even prolonged physical contact produces symptoms similar to those listed below.

However, if consumed in large quantities, it can be lethal. Satratoxin-H has little effect on bare skin, and does not blister it in the way many chemical weapons do. However, upon contact with sensitive surfaces (eyes, interior of mouth or nose), inflammation will occur.

Satratoxin-H has an LD50 for mice of 1.0-1.4 mg/kg, upon injection. Otherwise it is reported to be about five times as toxic as T-2. [2]

References