| Identification | Back Directory | [Name]
MUCONOMYCIN A | [CAS]
3148-09-2 | [Synonyms]
vera
Verrucarin
NSC 126728
VERRUCARIN A
MUCONOMYCIN A
Muconomycin A, NSC 126728
16a,21-trimethyl--stereoisomer
verrucarin A from myrothecium sp
n-17(18h),2’-oxirane)-3,9,14-trione,4,5,6,7,16,16a,19a,22-octahydro-4-hydroxy
spiro(16,18-methano-1h,3h,23h-(1,6,12)trioxacyclooctadecino(3,4-d)(1)benzopyra | [Molecular Formula]
C27H34O9 | [MDL Number]
MFCD00056759 | [MOL File]
3148-09-2.mol | [Molecular Weight]
502.55 |
| Chemical Properties | Back Directory | [Melting point ]
>360° (dec) | [alpha ]
D23 +206° (c = 1.012 in chloroform) | [Boiling point ]
512.66°C (rough estimate) | [density ]
1.1922 (rough estimate) | [refractive index ]
1.5500 (estimate) | [storage temp. ]
−20°C
| [solubility ]
Dichloromethane: soluble,DMSO: soluble,Ethanol: soluble,Methanol: soluble | [form ]
A solid | [pka]
12.76±0.70(Predicted) | [color ]
White to light yellow |
| Safety Data | Back Directory | [Hazard Codes ]
T+ | [Risk Statements ]
26/27/28 | [Safety Statements ]
22-36/37/39-45 | [RIDADR ]
UN 2811 6.1/PG 1
| [WGK Germany ]
3
| [RTECS ]
WH1314900
| [HazardClass ]
6.1(a) | [PackingGroup ]
I | [HS Code ]
2941900000 | [Toxicity]
LD50 in mice, rats, rabbits (mg/kg): 1.5, 0.87, 0.54 i.v. (Rüsch, Sthlin) |
| Hazard Information | Back Directory | [Uses]
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
| [Definition]
ChEBI: A trichothecene antibiotic which incorporates a triester macrocyclic structure and an exocyclic methylene epoxide group. | [General Description]
Verrucarin derived from the Myrothecium verrucari, a fungal plant pathogen is a macrocyclic trichothecene compound. | [Biochem/physiol Actions]
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 |
|
| Company Name: |
Sigma-Aldrich
|
| Tel: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
| Company Name: |
Merck KGaA
|
| Tel: |
(+86) 21 2033 8288 |
| Website: |
http://www.sigmaaldrich.cn |
| Company Name: |
MedChemExpress
|
| Tel: |
021-58955995 |
| Website: |
www.medchemexpress.com |
|