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Radicicol from Diheterospora chlamydosporia_Molecular_structure_CAS_12772-57-5)
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Radicicol from Diheterospora chlamydosporia

Catalog No. R2146 Name Sigma Aldrich
CAS Number 12772-57-5 Website http://www.sigmaaldrich.com
M. F. C18H17ClO6 Telephone 1-800-521-8956
M. W. 364.77698 Fax
Purity Email
Storage Chembase ID: 132458

SYNONYMS

IUPAC name
(4R,6R,8R,9Z,11Z)-16-chloro-17,19-dihydroxy-4-methyl-3,7-dioxatricyclo[13.4.0.06,8]nonadeca-1(15),9,11,16,18-pentaene-2,13-dione
IUPAC Traditional name
(4R,6R,8R,9Z,11Z)-16-chloro-17,19-dihydroxy-4-methyl-3,7-dioxatricyclo[13.4.0.06,8]nonadeca-1(15),9,11,16,18-pentaene-2,13-dione
Synonyms
Monorden
[1aS-(1aR*,2Z,4E,14*,15aR*)]-8-Chloro-1a,14,15,15a-tetrahydro-9,11-dihydroxy-14-methyl-6H-oxireno[e][2]benzoxacyclotetradecin-6,12(7H)-dione

DATABASE IDS

PubChem SID 24899351
CAS Number 12772-57-5
MDL Number MFCD06795865

PROPERTIES

Gene Information human ... HSP90AA1(3320), SRC(6714)rat ... Src(83805)
Apperance yellow solid
Solubility ethanol: soluble10 mg/mL
GHS Pictograms GHS06
GHS Pictograms GHS08
GHS Signal Word Danger
GHS Hazard statements H301-H315-H319-H335-H340-H350
European Hazard Symbols Toxic Toxic (T)
GHS Precautionary statements P201-P261-P301 + P310-P305 + P351 + P338-P308 + P313
RID/ADR UN 2811 6.1/PG 3
Risk Statements 45-46-22-36/37/38
Safety Statements 53-26-45
Storage Temperature -20°C
Hazard Class 6.1
UN Number 2811
Packing Group 3
German water hazard class 3

DETAILS

Description (English)
Biochem/physiol Actions
Antifungal macrolactone antibiotic that inhibits protein tyrosine kinase. Radicicol induces the differentiation of HL-60 cells into macrophages, blocking cell cycle at G1 and G2. It suppresses NIH 3T3 cell transformation by diverse oncogenes such as src, ras and mos and also suppresses the expression of mitogen-inducible cyclooxygenase-2. As a cell differentiation modulator, radicicol has anti-angiogenic activity in vivo, inhibiting the proliferation of and plasminogen activator production by vascular endothelial cells.
Caution
Photosensitive

REFERENCES