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Sigma-Aldrich |
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MUCONOMYCIN A manufacturers
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| | MUCONOMYCIN A Basic information |
| Product Name: | MUCONOMYCIN A | | Synonyms: | spiro(16,18-methano-1h,3h,23h-(1,6,12)trioxacyclooctadecino(3,4-d)(1)benzopyra;vera;Verrucarin;Muconomycin A, NSC 126728;verrucarin A from myrothecium sp;NSC 126728;MUCONOMYCIN A;16a,21-trimethyl--stereoisomer | | CAS: | 3148-09-2 | | MF: | C27H34O9 | | MW: | 502.55 | | EINECS: | | | Product Categories: | | | Mol File: | 3148-09-2.mol |  |
| | MUCONOMYCIN A Chemical Properties |
| 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 | | InChIKey | NLUGUZJQJYVUHS-YDFGWWAZSA-N | | SMILES | CC1CCOC(=O)\C=C\C=C\C(=O)OC2CC3OC4C=C(C)CCC4(COC(=O)C1O)C2(C)C35CO5 |
| 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 | | Storage Class | 6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials | | Hazard Classifications | Acute Tox. 1 Inhalation Acute Tox. 2 Dermal Acute Tox. 2 Oral | | Toxicity | LD50 in mice, rats, rabbits (mg/kg): 1.5, 0.87, 0.54 i.v. (Rüsch, Sthlin) |
| | MUCONOMYCIN A Usage And Synthesis |
| 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 |
| | MUCONOMYCIN A Preparation Products And Raw materials |
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