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V4877

Verrucarin A

from Myrothecium sp., ≥85.0% (HPLC), CCRCC inhibitor

Synonym(s):

Muconomycin A

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1 mg
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$188.00
5 mg
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$638.00

About This Item

Empirical Formula (Hill Notation):
C27H34O9
CAS Number:
3148-09-2
Molecular Weight:
502.55
UNSPSC Code:
12352200
PubChem Substance ID:
24900750
NACRES:
NA.77
MDL number:
MFCD00056759
Assay:
≥85.0% (HPLC)

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Product Name

Verrucarin A from Myrothecium sp., ≥85.0% (HPLC)

Quality Segment

200

assay

≥85.0% (HPLC)

storage temp.

−20°C

SMILES string

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+

InChI key

NLUGUZJQJYVUHS-YDFGWWAZSA-N

General description

Verrucarin derived from the Myrothecium verrucari, a fungal plant pathogen[1] is a macrocyclic trichothecene compound.[2]

Application

Verrucarin A from Myrothecium sp has been used:
  • as a translation initiation inhibitor in P. falciparum W2 strain[3]
  • as a peptidyl transfer inhibitor to test sensitivity in methyltransferase knock-out S. cerevisiae cells[4]
  • to test its cytotoxicity in renal cell carcinoma cells[1]

Biochem/physiol Actions

Verrucarin A binds to the P and A sites in ribosomes and blocks peptide-bond and translation initiation.[3] It inhibits the clear cell renal cell carcinoma (CCRCC) proliferation.[1] Verrucarin A blocks the peptidyl transferase activity and favors apoptosis induction in cancer cells[2]
Verrucarin A is phytotoxic to plantlet cultures and cytotoxic to cultured mammalian cell lines.

Other Notes

Macrocyclic trichothecene mycotoxin.

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V1628T4540C9492
Verrucarin A from Myrothecium sp. ≥85.0% (HPLC)

Sigma-Aldrich

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Verrucarin A from Myrothecium sp.

Verrucarol

Sigma-Aldrich

V1628

Verrucarol

Triacsin C from Streptomyces sp.

Sigma-Aldrich

T4540

Triacsin C from Streptomyces sp.

Chaetocin from Chaetomium minutum ≥95% (HPLC)

Sigma-Aldrich

C9492

Chaetocin from Chaetomium minutum

assay

≥85.0% (HPLC)

assay

-

assay

-

assay

≥95% (HPLC)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk

WGK 3

ppe

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

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