Radicicol from Diheterospora chlamydosporia
SIGMA/R2146 - solid
Synonym: Monorden; [1aS-
CAS Number: 12772-57-5
Empirical Formula (Hill Notation): C18H17ClO6
Molecular Weight: 364.78
MDL Number: MFCD06795865
Linear Formula: C18H17ClO6
Product Type: Chemical
12 Principles of Green Chemistry: Principle 1—Waste Prevention. This product has a smaller environmental footprint through reduction of waste in the manufacturing process.
12 Principles of Green Chemistry: Principle 2—Atom Economy. This product was designed to maximize the incorporation of all raw materials used in the manufacturing process.
12 Principles of Green Chemistry: Principle 7—A raw material or feedstock should be renewable rather than depleting whenever technically and economically practicable.
| antibiotic activity spectrum | fungi |
| color | white to yellow-white |
| form | solid |
| greener alternative category |  , Re-engineered |
| greener alternative product characteristics | Waste Prevention Atom Economy Use of Renewable Feedstocks Learn more about the Principles of Green Chemistry . |
| greener alternative product score | old score: 15 new score: 9 Find out more about DOZN™ Scoring |
| InChI | 1S/C18H17ClO6/c1-9-6-15-1 |
| InChI key | WYZWZEOGROVVHK-GTMNPGAYSA |
| mode of action | enzyme | inhibits |
| Quality Level | 200 |
| SMILES string | C[C@@H]1C[C@H]2O[C@@H]2C= |
| solubility | ethanol: 10 mg/mL |
| storage temp. | −20°C |
| sustainability | Greener Alternative Product |
| Application: | Radicicol from Diheterospora chlamydosporia has been used as an inhibitor of heat shock protein 90 (Hsp90): • to study its effects on lifespan extension and health in Caenorhabditis elegans • to study its effects on protein aggregation in yeast • to study its effects on xanthone sensitized cancer cells |
| Biochem/physiol Actions: | Radicicol is an antifungal macrolactone antibiotic that is found in Diheterospora chlamydosporia, Chaetomium chiversii, and Monosporium bonorden. It functions as an inhibitor of tyrosine kinase and heat shock protein 90 (Hsp90). Radicicol is involved in the suppression of transformation of various proto-oncogenes such as Ras, Mos, and Src. It also suppresses the activity of mitogen-induced cyclooxygenase-2 (COX-2) and phosphoinositide-dependen |
| Disclaimer: | Photosensitive |
| Packaging: | 1, 5 mg in glass bottle |
| Symbol |   GHS06,GHS08 |
| Signal word | Danger |
| Hazard statements | H301 - H340 - H350 |
| Precautionary statements | P201 - P301 + P310 + P330 |
| Hazard Codes | T |
| Risk Statements | 45-46-22-36/37/38 |
| Safety Statements | 53-26-45 |
| RIDADR | UN 2811 6.1 / PGIII |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Storage Temp. | −20°C |
| UNSPSC | 51111800 |