CAS 67-99-2 MFCD00058534-Gliotoxin from Gliocladium fimbriatum TAO{mole}

Gliotoxin from Gliocladium fimbriatum

CAS 67-99-2 MFCD00058534

化学结构图

SMILES: CN1C(=O)[C@]23CC4=CC=C[C@H](O)[C@H]4N2C(=O)[C@@]1(CO)SS3

化学属性

Mol. Formula	C13 H14 N2 O4 S2
Mol. Weight	326.39
Melting Point	181 - 183°C
Solubility	Soluble in DMSO (10 mg/ml), methanol (10 mg/ml), chloroform (10 mg/ml), DMF, and Pyridine.
Boiling Point

别名和识别编码

Chemical Name	Gliotoxin from Gliocladium fimbriatum
MDL Number	MFCD00058534
CAS Number	67-99-2
Synonym	(3R,5aS,6S,10aR)-2,3,5a,6-Tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-10H-3,10a-epidithiopyrazino[1,2-a]indole-1,4-dione Aspergillin solution Aspergillin Gliotoxin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
Beilstein Registry Number	50675
PubChem Substance ID	24895384
EC Number	200-835-2
Chemical Name Translation
Wiswesser Line Notation	T C6 B566/JO A 2BJ O AVN JXSS NNV EU GU MHTT&&J DQM1Q N

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分类

{SNA} A - K, Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics G-M, Antibiotics by Application, Antineoplastic and Immunosuppressive Antibiotics, Antiviral, Application Index, Biochemicals and Reagents, Cell Signaling Enzymes, Chemical Structure Class, Endoplasmic Reticulum Stress, Enzymes, Inhibitors, and Substrates, Epipolythiodioxopiperazines, G, Immune Cell Signaling and Blood, Immune System Regulation, Immunomodulators and Antibiotics, Inhibitors, Inhibits an Enzyme, Interferes with DNA Synthesis, Mechanism of Action, Mold,
{SNA} A - K,
{SNA} All alphabeticall

产品应用

A toxic epipolythiodioxopiperazine metabolite that induces apoptosis and inhibits NF-κB

安全信息

GHS Symbol

WGK Germany3

Precautionary statements

Hazard statements

H301 Toxic if swallowed 吞食有毒
H332 Harmful if inhaled 吸入有害
H319 Causes serious eye irritation 严重刺激眼睛
H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
H312 Harmful in contact with skin 皮肤接触有害
H302 Harmful if swallowed 吞食有害

RTECSKB4725000

Signal word

Personal Protective Equipment Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Hazard Codes T F,Xn

Safety Statements

S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
S16 Keep away from sources of ignition - No smoking 远离火源，禁止吸烟；

Risk Statements

UN Number

Packing GroupIII

Storage condition -20 -20°C -20℃ 储存温度2-8°C

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 7800 ug/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   CMTRAG Chemotherapia.  (Basel, Switzerland)  V.1-12, 1960-67.  For publisher
   information, see CHTHBK.  Volume(issue)/page/year: 10,12,1965

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 32 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   CMTRAG Chemotherapia.  (Basel, Switzerland)  V.1-12, 1960-67.  For publisher
   information, see CHTHBK.  Volume(issue)/page/year: 10,12,1965

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 50 mg/kg
TOXIC EFFECTS :
   Behavioral - altered sleep time (including change in righting reflex)
REFERENCE :
   JACSAT Journal of the American Chemical Society.  (American Chemical Soc.,
   Distribution Office Dept. 223, POB 57136, West End Stn., Washington, DC
   20037)  V.1-    1879-  Volume(issue)/page/year: 65,2005,1943

TYPE OF TEST            : LD50 - Lethal dose, 50 per

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - hamster
DOSE/DURATION           : 25 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   VHTODE Veterinary and Human Toxicology.  (American College of Veterinary and
   Comparative Toxicology, Publication Office, Comparative Toxicology,
   Manhattan, KS 66506)  V.19-    1977-  Volume(issue)/page/year:
   32(Suppl),63,1990

TYPE OF TEST            : DNA repair
TEST SYSTEM             : Bacteria - Bacillus subtilis
DOSE/DURATION           : 250 mg/L
REFERENCE :
   MYCPAH Mycopathologia.  (Kluwer Academic Pub. Group, Distribution Centre,
   POB 322, 3300 AH Dordrecht, Netherlands)  V.1-    1938-
   Volume(issue)/page/year: 87,43,1984

其他信息

Gliotoxin, a toxic epipolythiodioxopiperazine metabolite, has been shown to be an immunosuppressive mycotoxin. This agent displays a capacity to induce macrophagocytic, thymocytic, splenocytic, and mesenteric lymph node cell apoptosis and inhibit transcription factor NF-κB activation. Mechanistic studies suggest that this inhibition is done via a suppression of proteasome-mediated degradation of IκB-α. Additional research reports that Gliotoxin is capable of down-regulating inflammation and suppressing TNFα IL-1α and mRNA expression. Gliotoxin is an inhibitor of Farnesyl Transferase and GGTase. Gliotoxin is an inhibitor of 20S Proteasome. Gliotoxin exhibits inhibitory activities against histone H3K9 methyltransferase, a key enzyme in the regulation of transcriptional activity by writing epigenetic marks.