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RADICICOL

Product Name
RADICICOL
CAS No.
12772-57-5
Chemical Name
RADICICOL
Synonyms
KF9-A;KF58332;FO-4910;MONORDEN;RADICICOL;RADISICOL;RHI-12648;MONORODENE;monorderne;Nsc 294404
CBNumber
CB4165202
Molecular Formula
C18H17ClO6
Formula Weight
364.78
MOL File
12772-57-5.mol
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RADICICOL Property

Melting point:
193.5°
alpha 
D20 +203° (chloroform)
Boiling point:
656.2±55.0 °C(Predicted)
Density 
1.364±0.06 g/cm3(Predicted)
storage temp. 
−20°C
solubility 
ethanol: 10 mg/mL
form 
solid
pka
6.29±0.40(Predicted)
color 
yellow
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
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Safety

Hazard Codes 
Xn,T
Risk Statements 
22-36/37/38-46-45
Safety Statements 
26-45-53
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
1
RTECS 
RR1105000
HS Code 
29322090
Toxicity
mouse,LD50,intravenous,175mg/kg (175mg/kg),"CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 2, Pg. 448, 1980.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H340May cause genetic defects

H350May cause cancer

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
R2146
Product name
Radicicol from Diheterospora chlamydosporia
Purity
solid
Packaging
1mg
Price
$160
Updated
2024/03/01
Sigma-Aldrich
Product number
553400
Product name
Radicicol, Diheterospora chlamydosporia - CAS 12772-57-5 - Calbiochem
Packaging
500μg
Price
$144
Updated
2024/03/01
Cayman Chemical
Product number
13089
Product name
Radicicol
Purity
≥98%
Packaging
500μg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
13089
Product name
Radicicol
Purity
≥98%
Packaging
1mg
Price
$50
Updated
2024/03/01
Sigma-Aldrich
Product number
R2146
Product name
Radicicol from Diheterospora chlamydosporia
Purity
solid
Packaging
5mg
Price
$702
Updated
2024/03/01
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RADICICOL Chemical Properties,Usage,Production

Description

Radicicol (12772-57-5) inhibits heat shock protein 90 (HSP90) activity by binding to the ATP-binding pocket.1?In cells HSP90 client proteins such as Raf kinase2, HIF-1α3?and estrogen receptor4?are destabilized and proteolytically degraded. Radicicol inhibits expression of COX-2 without affecting COX-1 expression in LPS-stimulated macrophages (IC50=27 nM).5?Inhibits angiogenesis.6

Chemical Properties

Solid

Uses

Radicicol is a resorcylic acid lactone, produced by several fungal species, that exhibits broad spectrum antifungal and antitumour activity. Radicicol has been the subject of extensive investigation and inhibits protein tyrosine kinase, induces the differentiation of HL-60 cells into macrophages, blocks cell cycle at G1 and G2, 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 plasminogen activator production by vascular endothelial cells.

Uses

Radicicol is an antitumor antibiotic, which inhibits the Hsp90 molecular chaperone.

Uses

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

Definition

ChEBI: An antifungal macrolactone antibiotic, obtained from Diheterospora chlamydosporia and Chaetomium chiversii that inhibits protein tyrosine kinase and heat shock protein 90 (Hsp90).

Biological Activity

Antifungal antibiotic. Inhibits heat shock protein 90 (Hsp90) activity by binding to the ATP-binding pocket, subsequently suppressing cell transformation induced by src, ras and mos. Represses estrogen receptor transcriptional activity and inhibits angiogenesis.

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-dependent kinase 1 (PDK1). Radicicol is involved in arresting the cell cycle at the G1-S phase. It exhibits ant-cancer and anti-angiogenic activity in vivo.

storage

+4°C

References

1) Schulte?et al. (1999),?Interaction of radicicol with members of the heat shock protein 90 family of molecular chaperones; Mol. Endocrinol.,?13?1435 2) Soga?et al. (1998),?Radicicol leads to selective depletion of Raf kinase and disrupts K-Ras-activated aberrant signaling pathway; J. Biol. Chem.,?273?822 3) Hur?et al. (2002)?Reduction of hypoxia-induced transcription through the repression of hypoxia-inducible factor-1alpha/aryl hydrocarbon receptor nuclear translocator DNA binding by the 90-kDa heat-shock protein inhibitor radicicol; Mol. Pharmacol.,?62?975 4) Lee?et al.?(2002)?Radicicol represses the transcriptional function of the estrogen receptor by suppressing the stabilization of the receptor by heat shock protein 90; Mol. Cell. Endocrinol.,?188?47 5) Chanmugam et al. (1995)?Radicicol, a protein tyrosine kinase inhibitor, suppresses the expression of mitogen-inducible cyclooxygenase in macrophages stimulated with lipopolysaccharide and in experimental glomerulonephritis; J. Biol. Chem.,?270?5418 6) Oikawa?et al. (1993)?Radicicol, a microbial cell differentiation modulator, inhibits in vivo angiogenesis; Eur. J. Pharmacol.,?241?221

RADICICOL Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from RADICICOL manufacturers

Dideu Industries Group Limited
Product
RADICICOL 12772-57-5
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-06-24
Career Henan Chemical Co
Product
RADICICOL 12772-57-5
Price
US $1.00/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
100kg
Release date
2020-01-18

12772-57-5, RADICICOLRelated Search:


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  • 5-chloro-6-(7,8-epoxy-10-hydroxy-2-oxo-3,5-undecadienyl)-beta-resorcylic acid mu-lactone, KF58332, KF9-A, Monorden, Radisicol, Monorodene, RHI-12648, FO-4910
  • 6H-Oxireno(E)(2)benzoxacyclotetradecin-6,12(7H)-dione, 8-chloro-1A,14,15,15A-tetrahydro-9,11-dihydroxy-14-methyl-
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