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580-74-5

580-74-5 structure
580-74-5 structure
  • Name: Xantocillin
  • Chemical Name: 1,4-Di-p-oxyphenyl-2,3-di-isonitrilo-1,3-butadiene
  • CAS Number: 580-74-5
  • Molecular Formula: C18H12N2O2
  • Molecular Weight: 288.30
  • Catalog: Signaling Pathways MAPK/ERK Pathway ERK
  • Create Date: 2018-05-25 08:00:00
  • Modify Date: 2024-01-03 21:23:01
  • Xanthocillin is a marine agent extracted from Penicillium commune, induces autophagy through inhibition of the MEK/ERK pathway[1].

Name 1,4-Di-p-oxyphenyl-2,3-di-isonitrilo-1,3-butadiene
Synonyms XANTHOCILLINX
XANTHOCILINX
Brevicide-x
Ophthocillin
1,4-Bis-(4-hydroxy-phenyl)-2,3-diisocyan-buta-1,3-dien
Xanthocillin
Xantocillin
1,4-bis-(4-hydroxy-phenyl)-2,3-diisocyano-buta-1,3-diene
Brevicid
Brevicide
Ethylene isocyanide,bis(p-hydroxybenzylidene)
(1Z,3Z)-2,3-diisocyano-1,4-bis(4-hydroxyphenyl)buta-1,3-diene
Trianthil
Description Xanthocillin is a marine agent extracted from Penicillium commune, induces autophagy through inhibition of the MEK/ERK pathway[1].
Related Catalog
In Vitro Xantocillin (SD118-xanthocillin X (1)) (6.9-55.56 µM; 48 hours) has a significant inhibitory effect on the proliferation of HepG2 cells with an IC50 of 22.88 ± 4.76 µM[1]. Xantocillin (SD118-xanthocillin X (1)) (24.3 µM; 12-48 hours) increases the expression of the autophagy-related genes, LC3, and Beclin 1[1]. Cell Proliferation Assay[1] Cell Line: HepG2 cells Concentration: 6.9 µM, 13.89 µM, 27.78 µM, 55.56 µM Incubation Time: 48 hours Result: A concentration-dependent inhibitory effect on cellular growth in the HepG2 cells with the IC50 of 22.88 ± 4.76 µM. Western Blot Analysis[1] Cell Line: HepG2 cells Concentration: 24.3 µM Incubation Time: 12 hours, 24 hours, 48 hours Result: Increased the expression of the autophagy-related genes, LC3, and Beclin 1.
References

[1]. Zhao Y,et al. SD118-xanthocillin X (1), a novel marine agent extracted from Penicillium commune, induces autophagy through the inhibition of the MEK/ERK pathway. Mar Drugs. 2012 Jun;10(6):1345-59.

Molecular Formula C18H12N2O2
Molecular Weight 288.30
Exact Mass 288.09000
PSA 40.46000
LogP 2.77980

CHEMICAL IDENTIFICATION

RTECS NUMBER :
KX1625000
CHEMICAL NAME :
Ethylene isocyanide, bis(p-hydroxybenzylidene)-
CAS REGISTRY NUMBER :
580-74-5
BEILSTEIN REFERENCE NO. :
3700094
LAST UPDATED :
199612
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C18-H12-N2-O2
MOLECULAR WEIGHT :
288.32
WISWESSER LINE NOTATION :
QR D1UYNU1&YNU1&U1R DQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
45 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 7,98,1957
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
13500 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PHARAT Pharmazie. (VEB Verlag Volk und Gesundheit, Neue Gruenstr. 18, Berlin DDR-1020, Ger. Dem. Rep.) V.1- 1946- Volume(issue)/page/year: 21,217,1966
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>600 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 7,98,1957
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
9500 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PHARAT Pharmazie. (VEB Verlag Volk und Gesundheit, Neue Gruenstr. 18, Berlin DDR-1020, Ger. Dem. Rep.) V.1- 1946- Volume(issue)/page/year: 21,217,1966