Satratoxin-H

Satratoxin-H
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
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
InChI
  • 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 checkY
    Key: MUACSCLQRGEGOE-PQGPUMQGSA-N checkY
  • 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
SMILES
  • 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
Chemical formula
 C29H36O9
Molar mass 528.591
Solubility in water
 insoluble
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Highly toxic
GHS labelling:
Pictograms
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Satratoxin-H, a trichothecene mycotoxin, is a naturally occurring toxin produced by the ascomycetes Stachybotrys chartarum and Podostroma cornu-damae which is toxic to humans and 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.

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

  • Croft, W. A.; Jarvis, B. B.; Yatawara, C. S. (1986). "Airborne outbreak of trichothecene toxicosis". Atmospheric Environment. 20 (3): 549–552. Bibcode:1986AtmEn..20..549C. doi:10.1016/0004-6981(86)90096-X.
  • Nikulin, M.; Reijula, K.; Jarvis, B. B.; Veijalainen, P.; Hintikka, E. L. (1997). "Effects of Intranasal Exposure to Spores of Stachybotrys atra in Mice". Fundamental and Applied Toxicology. 35 (2): 182–188. doi:10.1093/toxsci/35.2.182. PMID 9038239.
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