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	53126-64-0
ChemSpider	16736977
Jmol interactive 3D	Image
PubChem	6438478
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 Key: MUACSCLQRGEGOE-PQGPUMQGSA-N 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
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Satratoxin-H, a trichothecene mycotoxin, is a naturally occurring mold byproduct of Stachybotrys chartarum 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 biological weapon.

Properties

Satratoxin-H is almost completely insoluble in water, but is easily soluble in lower alcohols and polar solvents such as ethanol, methanol, isopropanol (rubbing alcohol), 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 physical contact produces symptoms similar to those listed below.

• a rash that becomes a moist dermatitis
• nosebleeds
• chest pain
• pulmonary hemorrhage (bleeding in the lungs)
• hyperthermia (raised temperature)
• headache
• fatigue

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

The toxicology of satratoxin-H shows that it 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 the T-2 toxin.^[2]

References

1. Satratoxin H:essential data
2. A mycotoxin with punch!

• Croft, W. A.; Jarvis, B. B.; Yatawara, C. S. (1986). "Airborne outbreak of trichothecene toxicosis". Atmospheric Environment 20 (3): 549–552. 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.