Drug

D0443 | radicicol

Molecular Formula C18H17ClO6
Molecular Weight 364.8
Structure
State solid
Trade names monorden
Description natural product that binds to Hsp90 (Heat Shock Protein 90)

Toxicity Dose Time Species Model Method Action Positive criterion Reference
ELECTRON TRANSPORT CHAIN 50 μM bovine heart mitochondria Measurement of complex I activity Negative p < 0.05 3
ELECTRON TRANSPORT CHAIN 50 μM bovine heart mitochondria Measurement of complex II + III activity Negative p < 0.05 3
ELECTRON TRANSPORT CHAIN 50 μM bovine heart mitochondria Measurement of complex II + III activity Negative p < 0.05 3
ELECTRON TRANSPORT CHAIN 50 μM bovine heart mitochondria Measurement of complex IV activity Negative p < 0.05 3
ELECTRON TRANSPORT CHAIN 50 μM bovine heart mitochondria Measurement of complex V activity Negative p < 0.05 3

Target Dose Time Species Model Method Action Positive criterion Reference
NADH:ubiquinone reductase 50 μM bovine heart mitochondria Measurement of complex I activity Negative p < 0.05 3
Succinate dehydrogenase 50 μM bovine heart mitochondria Measurement of complex II + III activity Negative p < 0.05 3
Quinol--cytochrome-c reductase 50 μM bovine heart mitochondria Measurement of complex II + III activity Negative p < 0.05 3
Cytochrome c oxidase 50 μM bovine heart mitochondria Measurement of complex IV activity Negative p < 0.05 3
ATP synthase 50 μM bovine heart mitochondria Measurement of complex V activity Negative p < 0.05 3
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial (EC 2.7.11.2) (Pyruvate dehydrogenase kinase isoform 1) (PDH kinase 1) 256
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrial (EC 2.7.11.2) (Pyruvate dehydrogenase kinase isoform 3) 255

Pictogram Signal Statements Precautionary Statement Codes
Danger

Aggregated GHS information provided by 196 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.


H301 (99.49%): Toxic if swallowed [Danger Acute toxicity, oral]


H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]


H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]


H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure


Respiratory tract irritation]


Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.


P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)

Organism Test type Route Dose (normalized dose) Effect Source
mouse LD50 oral 300mg/kg (300mg/kg) Journal of Antibiotics. Vol. 48, Pg. 824, 1995.
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.


  • (+)-Monorden A (1aR,2Z,4E,14R,15aR)-8-Chloro-1a,14,15,15a-tetrahydro-9,11-dihydroxy-14-methyl-6H-oxireno[e][2]benzoxacyclotetradecin-6,12(7H)-dione (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
    (4R,6R,8R,9Z,11E)-16-chloro-17,19-dihydroxy-4-methyl-3,7-dioxatricyclo[13.4.0.0;{6,8}]nonadeca-1(19),9,11,15,17-pentaene-2,13-dione 12772-57-5 1bgq
    2024AH 2q8i 2wer
    2zbk 3cgy 4egk
    6H-Oxireno(e)(2)benzoxacyclotetradecin-6,12(7H)-dione, 8-chloro-1a,14,15,15a-tetrahydro-9,11-dihydroxy-14-methyl- AKOS024456686 BDBM15361
    BDBM227589 C18H17ClO6 CCG-208260
    CHEBI:556075 CHEMBL414883 CS-0028899
    DB03758 HMS3648C16 HY-N6769
    I60EH8GECX MFCD06795865 Microlactone, 1
    Monorden Monorden A Monorderne
    NCGC00344093-06 NCGC00344093-09 NSC 294404
    NSC-294404 RDC RDI;
    RHI-12648 Radicicol R 2146 Radicicol from Diheterospora chlamydosporia, solid
    Radicolol Radisicol SCHEMBL868832
    SR-01000946352 SR-01000946352-1 UNII-I60EH8GECX
    ZINC13521629 [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 radicicol

    DrugBank Name radicicol
    DrugBank DB03758
    CAS Number 12772-57-5, 5137-90-6
    PubChem Compound 6323491
    ChEBI 556075
    ChemSpider 20137057
    BindingDB 227589.0
    TTD DNC001195
    Wikipedia Radicicol