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53126-63-9-Satratoxin G Satratoxin G

Satratoxin G

For research use only. Not for therapeutic Use.

  • CAT Number: I036031
  • CAS Number: 53126-63-9
  • Molecular Formula: C29H36O10
  • Molecular Weight: 544.59
  • Purity: 98%
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Related Small Molecules: PR-39 TFA     Necrostatin 2     PROTAC BRD9 Degrader-1    

Satratoxin G is a trichothecene mycotoxin of Stachybotrys chartarum and has been shown to selectively induces apoptosis in olfactory sensory neurons (OSNs) of the nose and brain.


Catalog Number I036031
CAS Number 53126-63-9
Synonyms

Satratoxin G; Satratoxin-G;

Molecular Formula C29H36O10
Purity 98%
Target Caspase
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name A name could not be generated for this structure.
InChI InChI=1S/C29H36O10/c1-16-7-9-26-14-34-23(32)22-28(39-22)10-11-35-27(17(2)30,24(28)33)8-5-4-6-21(31)38-18-13-20(37-19(26)12-16)29(15-36-29)25(18,26)3/h4-6,8,12,17-20,22,24,30,33H,7,9-11,13-15H2,1-3H3/b6-4-,8-5+/t17-,18+,19+,20-,22-,24+,25+,26-,27+,28-,29-/m1/s1
InChIKey GTONGKBINDTWOM-KTWHBCPFSA-N
SMILES O=C(/C=CC=C[C@]1([C@H](O)C)[C@H](O)[C@]2([C@H](O2)C(OC3)=O)CCO1)O[C@H]4C[C@H]5O[C@H]6C=C(C)CC[C@]63[C@@]4(C)[C@@]75OC7
Reference

1: Wu W, Zhou HR, Pan X, Pestka JJ. Comparison of Anorectic Potencies of the Trichothecenes T-2 Toxin, HT-2 Toxin and Satratoxin G to the Ipecac Alkaloid Emetine. Toxicol Rep. 2015;2:238-251. PubMed PMID: 25932382; PubMed Central PMCID: PMC4410735.
2: Carey SA, Plopper CG, Hyde DM, Islam Z, Pestka JJ, Harkema JR. Satratoxin-G from the black mold Stachybotrys chartarum induces rhinitis and apoptosis of olfactory sensory neurons in the nasal airways of rhesus monkeys. Toxicol Pathol. 2012 Aug;40(6):887-98. doi: 10.1177/0192623312444028. Epub 2012 May 2. PubMed PMID: 22552393.
3: Amuzie CJ, Islam Z, Kim JK, Seo JH, Pestka JJ. Kinetics of satratoxin g tissue distribution and excretion following intranasal exposure in the mouse. Toxicol Sci. 2010 Aug;116(2):433-40. doi: 10.1093/toxsci/kfq142. Epub 2010 May 13. PubMed PMID: 20466779; PubMed Central PMCID: PMC2909734.
4: Jia C, Sangsiri S, Belock B, Iqbal TR, Pestka JJ, Hegg CC. ATP mediates neuroprotective and neuroproliferative effects in mouse olfactory epithelium following exposure to satratoxin G in vitro and in vivo. Toxicol Sci. 2011 Nov;124(1):169-78. doi: 10.1093/toxsci/kfr213. Epub 2011 Aug 24. PubMed PMID: 21865290; PubMed Central PMCID: PMC3196654.
5: Gottschalk C, Bauer J, Meyer K. Detection of satratoxin g and h in indoor air from a water-damaged building. Mycopathologia. 2008 Aug;166(2):103-7. doi: 10.1007/s11046-008-9126-z. Epub 2008 Apr 29. PubMed PMID: 18443920.
6: Bae HK, Shinozuka J, Islam Z, Pestka JJ. Satratoxin G interaction with 40S and 60S ribosomal subunits precedes apoptosis in the macrophage. Toxicol Appl Pharmacol. 2009 Jun 1;237(2):137-45. doi: 10.1016/j.taap.2009.03.006. Epub 2009 Mar 21. PubMed PMID: 19306889; PubMed Central PMCID: PMC3124149.
7: Islam Z, Hegg CC, Bae HK, Pestka JJ. Satratoxin G-induced apoptosis in PC-12 neuronal cells is mediated by PKR and caspase independent. Toxicol Sci. 2008 Sep;105(1):142-52. doi: 10.1093/toxsci/kfn110. Epub 2008 Jun 4. PubMed PMID: 18535002; PubMed Central PMCID: PMC2734304.
8: Islam Z, Shinozuka J, Harkema JR, Pestka JJ. Purification and comparative neurotoxicity of the trichothecenes satratoxin G and roridin L2 from Stachybotrys chartarum. J Toxicol Environ Health A. 2009;72(20):1242-51. doi: 10.1080/15287390903129234. PubMed PMID: 20077192; PubMed Central PMCID: PMC2808125.
9: Mbandi E, Pestka JJ. Deoxynivalenol and satratoxin G potentiate proinflammatory cytokine and macrophage inhibitory protein 2 induction by Listeria and Salmonella in the macrophage. J Food Prot. 2006 Jun;69(6):1334-9. PubMed PMID: 16786854.
10: Islam Z, Harkema JR, Pestka JJ. Satratoxin G from the black mold Stachybotrys chartarum evokes olfactory sensory neuron loss and inflammation in the murine nose and brain. Environ Health Perspect. 2006 Jul;114(7):1099-107. PubMed PMID: 16835065; PubMed Central PMCID: PMC1513335.
11: Nagase M, Shiota T, Tsushima A, Murshedul Alam M, Fukuoka S, Yoshizawa T, Sakato N. Molecular mechanism of satratoxin-induced apoptosis in HL-60 cells: activation of caspase-8 and caspase-9 is involved in activation of caspase-3. Immunol Lett. 2002 Oct 21;84(1):23-7. PubMed PMID: 12161280.
12: Gregory L, Pestka JJ, Dearborn DG, Rand TG. Localization of satratoxin-G in Stachybotrys chartarum spores and spore-impacted mouse lung using immunocytochemistry. Toxicol Pathol. 2004 Jan-Feb;32(1):26-34. PubMed PMID: 14713545.
13: Chung YJ, Jarvis BB, Tak H, Pestka JJ. Immunochemical Assay for Satratoxin G and other Macrocyclic Trichothecenes Associated with Indoor Air Contamination by Stachybotrys chartarum. Toxicol Mech Methods. 2003;13(4):247-52. doi: 10.1080/713857196. PubMed PMID: 20021149.
14: Chung YJ, Yang GH, Islam Z, Pestka JJ. Up-regulation of macrophage inflammatory protein-2 and complement 3A receptor by the trichothecenes deoxynivalenol and satratoxin G. Toxicology. 2003 Apr 15;186(1-2):51-65. PubMed PMID: 12604170.
15: Lee MG, Li S, Jarvis BB, Pestka JJ. Effects of satratoxins and other macrocyclic trichothecenes on IL-2 production and viability of EL-4 thymoma cells. J Toxicol Environ Health A. 1999 Aug 13;57(7):459-74. PubMed PMID: 10494915.
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17: Jia C, Hegg CC. Effect of IP3R3 and NPY on age-related declines in olfactory stem cell proliferation. Neurobiol Aging. 2015 Feb;36(2):1045-56. doi: 10.1016/j.neurobiolaging.2014.11.007. Epub 2014 Nov 15. PubMed PMID: 25482245; PubMed Central PMCID: PMC4315725.
18: Rosenblum Lichtenstein JH, Hsu YH, Gavin IM, Donaghey TC, Molina RM, Thompson KJ, Chi CL, Gillis BS, Brain JD. Environmental mold and mycotoxin exposures elicit specific cytokine and chemokine responses. PLoS One. 2015 May 26;10(5):e0126926. doi: 10.1371/journal.pone.0126926. eCollection 2015. PubMed PMID: 26010737; PubMed Central PMCID: PMC4444319.
19: Harrach B, Mirocha CJ, Pathre SV, Palyusik M. Macrocyclic trichothecene toxins produced by a strain of Stachybotrys atra from Hungary. Appl Environ Microbiol. 1981 Jun;41(6):1428-32. PubMed PMID: 7195684; PubMed Central PMCID: PMC243935.
20: Jarvis BB, Lee YW, Cömezoglu SN, Yatawara CS. Trichothecenes produced by Stachybotrys atra from Eastern Europe. Appl Environ Microbiol. 1986 May;51(5):915-8. PubMed PMID: 3729393; PubMed Central PMCID: PMC238987.

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