Satratoxin-H

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.

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
3D model (JSmol)	Interactive image
ChemSpider	16736977
PubChem CID	6438478
CompTox Dashboard (EPA)	DTXSID10891845
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
Solubility in water	insoluble
Hazards
Main hazards	Highly toxic
GHS pictograms
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

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 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 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

1. Satratoxin H:essential data Archived 2007-05-05 at the Wayback Machine
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. 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.