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V4877

Sigma-Aldrich

Verrucarin A from Myrothecium sp.

≥85.0% (HPLC)

Sinónimos:

Muconomycin A

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About This Item

Fórmula empírica (notación de Hill):
C27H34O9
Número de CAS:
3148-09-2
Peso molecular:
502.55
Número MDL:
MFCD00056759
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
24900750
NACRES:
NA.77

Nivel de calidad

200

Ensayo

≥85.0% (HPLC)

temp. de almacenamiento

−20°C

cadena SMILES

CC1CCOC(=O)\C=C\C=C\C(=O)OC2CC3OC4C=C(C)CCC4(COC(=O)C1O)C2(C)C35CO5

InChI

1S/C27H34O9/c1-16-8-10-26-14-33-24(31)23(30)17(2)9-11-32-21(28)6-4-5-7-22(29)36-18-13-20(35-19(26)12-16)27(15-34-27)25(18,26)3/h4-7,12,17-20,23,30H,8-11,13-15H2,1-3H3/b6-4+,7-5+

Clave InChI

NLUGUZJQJYVUHS-YDFGWWAZSA-N

Descripción general

Verrucarin derived from the Myrothecium verrucari, a fungal plant pathogen is a macrocyclic trichothecene compound.

Aplicación

Verrucarin A from Myrothecium sp has been used:
  • as a translation initiation inhibitor in P. falciparum W2 strain
  • as a peptidyl transfer inhibitor to test sensitivity in methyltransferase knock-out S. cerevisiae cells
  • to test its cytotoxicity in renal cell carcinoma cells

Acciones bioquímicas o fisiológicas

Verrucarin A binds to the P and A sites in ribosomes and blocks peptide-bond and translation initiation. It inhibits the clear cell renal cell carcinoma (CCRCC) proliferation. Verrucarin A blocks the peptidyl transferase activity and favors apoptosis induction in cancer cells
Verrucarin A is phytotoxic to plantlet cultures and cytotoxic to cultured mammalian cell lines.

Otras notas

Macrocyclic trichothecene mycotoxin.

Pictogramas

Skull and crossbones
GHS06

Palabra de señalización

Danger

Frases de peligro

H300 + H310 + H330

Clasificaciones de peligro

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral

Código de clase de almacenamiento

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificados de análisis (COA)

Lot/Batch Number
0000373975
0000373975
0000224898
0000180270
0000180269

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