Radicicol

Modify Date: 2025-08-23 00:09:33

Radicicol Structure
Radicicol structure
Common Name Radicicol
CAS Number 12772-57-5 Molecular Weight 364.777
Density 1.4±0.1 g/cm3 Boiling Point 656.2±55.0 °C at 760 mmHg
Molecular Formula C18H17ClO6 Melting Point 190-194ºC
MSDS Chinese USA Flash Point 350.7±31.5 °C
Symbol GHS06 GHS08
GHS06, GHS08
Signal Word Danger

 Use of Radicicol


Radicicol is an inhibitor of the ATPase/kinase with IC50 values of 1 μM, 100 μM and 400 μM, respectively for Hsp90, Topo VI and PDK3 [1]. Radicicol inhibits a wide variety of tumor cell lines by targeting Hsp90, binds to the ATPase domain of Hsp90 and prevents maturation of Hsp90 clients, leading to proteasomal degradation [2]. Radicicol is an antifungal antibiotic with antimalarial activity, impairs mitochondrial replication by targeting P. falciparum topoisomerase VIB[2]. Radicicol is an inhibitor of fat mass and obesity-associated protein (FTO), exhibits a dose-dependent inhibition of FTO demethylation activity with an IC50 value of 16.04 µM[3].

 Names

Name radicicol
Synonym More Synonyms

 Radicicol Biological Activity

Description Radicicol is an inhibitor of the ATPase/kinase with IC50 values of 1 μM, 100 μM and 400 μM, respectively for Hsp90, Topo VI and PDK3 [1]. Radicicol inhibits a wide variety of tumor cell lines by targeting Hsp90, binds to the ATPase domain of Hsp90 and prevents maturation of Hsp90 clients, leading to proteasomal degradation [2]. Radicicol is an antifungal antibiotic with antimalarial activity, impairs mitochondrial replication by targeting P. falciparum topoisomerase VIB[2]. Radicicol is an inhibitor of fat mass and obesity-associated protein (FTO), exhibits a dose-dependent inhibition of FTO demethylation activity with an IC50 value of 16.04 µM[3].
Related Catalog
Target

IC50: of 1 μM (Hsp90), 100 μM (Topo VI) and 400 μM (PDK3)[1]

References

[1]. Kato M, et al. Distinct structural mechanisms for inhibition of pyruvate dehydrogenase kinase isoforms by AZD7545, dichloroacetate, and radicicol. Structure. 2007 Aug;15(8):992-1004. Epub 2007 Aug 2.

[2]. Chalapareddy S, et al. Radicicol confers mid-schizont arrest by inhibiting mitochondrial replication in Plasmodium falciparum. Antimicrob Agents Chemother. 2014 Aug;58(8):4341-52.

[3]. Wang R, et al. Identification of Natural Compound Radicicol as a Potent FTO Inhibitor. Mol Pharm. 2018 Sep 4;15(9):4092-4098.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 656.2±55.0 °C at 760 mmHg
Melting Point 190-194ºC
Molecular Formula C18H17ClO6
Molecular Weight 364.777
Flash Point 350.7±31.5 °C
Exact Mass 364.071381
PSA 96.36000
LogP 1.53
Vapour Pressure 0.0±2.0 mmHg at 25°C
Index of Refraction 1.583
Storage condition -20°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RR1105000
CHEMICAL NAME :
6H-Oxireno(e)(2)benzoxacyclotetradecin-6,12(7H)-dione , 8-chloro-1a,14,15,15a-tetrahydro-9, 11-dihydroxy-14-methyl-
CAS REGISTRY NUMBER :
12772-57-5
LAST UPDATED :
199609
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C18-H17-Cl-O6
MOLECULAR WEIGHT :
364.80
WISWESSER LINE NOTATION :
T F3-14-6 BVO GO MV IU KUTT&J D1 PG QQ SQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
300 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 48,824,1995
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
175 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 2,448,1980

 Safety Information

Symbol GHS06 GHS08
GHS06, GHS08
Signal Word Danger
Hazard Statements H301-H340-H350
Precautionary Statements Missing Phrase - N15.00950417-P201-P280-P308 + P313
Hazard Codes Xn: Harmful;
Risk Phrases R22
Safety Phrases 26
RIDADR UN 2811 6.1/PG 3
WGK Germany 1
RTECS RR1105000
Hazard Class 6.1
HS Code 29322090

 Synthetic Route

 Articles32

More Articles
Screening for negative effects of candidate ascidian antifoulant compounds on a target aquaculture species, Perna canaliculus Gmelin.

Biofouling 29(1) , 29-37, (2013)

The natural chemical compounds radicicol, polygodial and ubiquinone-10 (Q10) have previously been identified as inhibitors of metamorphosis in ascidian larvae. Accordingly, they have potential as a sp...

[Thermosensitization of tumor cells with inhibitors of chaperone activity and expression].

Biomed. Khim. 58(6) , 662-72, (2012)

Effects of inhibitors of the heat shock protein 90 (HSP90) chaperone activity and inhibitors of the heat shock protein (HSP) expression on sensitivity of HeLa tumor cells to hyperthermia were studied....

Geldanamycin and its derivatives as Hsp90 inhibitors.

Front. Biosci. (Landmark Ed.) 17 , 2269-77, (2012)

The Hsp90 molecule, one of the most abundant heat shock proteins in mammalian cells, maintains homeostasis and prevents stress-induced cellular damage. Hsp90 is expressed under normal conditions at a ...

 Synonyms

monorden
monorderne
[Biotinyl]-Radicicol
(1aR,2Z,4E,14R,15aR)-8-Chloro-9,11-dihydroxy-14-methyl-1a,14,15,15a-tetrahydro-6H-oxireno[e][2]benzoxacyclotetradecine-6,12(7H)-dione
Monorden/Radicicol
humicola fuscoatra
Radicicol from Diheterospora chlamydosporia
6H-Oxireno[e][2]benzoxacyclotetradecin-6,12(7H)-dione, 8-chloro-1a,14,15,15a-tetrahydro-9,11-dihydroxy-14-methyl-, (1aR,2Z,4E,14R,15aR)-
MFCD01709459
KF9-A
RADISICOL
Radicicol
[TAMRA]-Radicicol
MONORODENE
FO-4910
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