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Identification
NameRadicicol
Accession NumberDB03758  (EXPT02763)
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
Categories
CAS numberNot Available
WeightAverage: 370.825
Monoisotopic: 370.118316175
Chemical FormulaC18H23ClO6
InChI KeyAECPBJMOGBFQDN-YMYQVXQQSA-N
InChI
InChI=1S/C18H23ClO6/c1-9-6-15-14(25-15)5-3-2-4-10(20)7-11-16(18(23)24-9)12(21)8-13(22)17(11)19/h9,11,14-17H,2-8H2,1H3/t9-,11-,14-,15-,16+,17+/m1/s1
IUPAC Name
(1S,4R,6R,8R,15R,16S)-16-chloro-4-methyl-3,7-dioxatricyclo[13.4.0.0^{6,8}]nonadecane-2,13,17,19-tetrone
SMILES
[H][C@@]12CCCCC(=O)C[C@@]3([H])[C@]([H])(Cl)C(=O)CC(=O)[C@@]3([H])C(=O)O[C@]([H])(C)C[C@@]1([H])O2
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassPhenylpropanoids and Polyketides
ClassMacrolides and Analogues
SubclassNot Available
Direct parentMacrolides and Analogues
Alternative parentsCyclohexanones; Carboxylic Acid Esters; Ethers; Polyamines; Epoxides; Organochlorides; Alkyl Chlorides
Substituentscyclohexanone; carboxylic acid ester; ketone; ether; polyamine; carboxylic acid derivative; oxirane; organochloride; organohalogen; carbonyl group; alkyl halide; alkyl chloride
Classification descriptionThis compound belongs to the macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9938
Blood Brain Barrier + 0.9051
Caco-2 permeable + 0.6021
P-glycoprotein substrate Non-substrate 0.6299
P-glycoprotein inhibitor I Non-inhibitor 0.8888
P-glycoprotein inhibitor II Non-inhibitor 0.9838
Renal organic cation transporter Non-inhibitor 0.9069
CYP450 2C9 substrate Non-substrate 0.827
CYP450 2D6 substrate Non-substrate 0.8152
CYP450 3A4 substrate Non-substrate 0.5578
CYP450 1A2 substrate Non-inhibitor 0.7194
CYP450 2C9 substrate Non-inhibitor 0.7904
CYP450 2D6 substrate Non-inhibitor 0.9256
CYP450 2C19 substrate Non-inhibitor 0.8108
CYP450 3A4 substrate Non-inhibitor 0.8086
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9777
Ames test Non AMES toxic 0.6926
Carcinogenicity Non-carcinogens 0.9116
Biodegradation Not ready biodegradable 0.9858
Rat acute toxicity 2.4787 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.7902
hERG inhibition (predictor II) Non-inhibitor 0.9691
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility1.52e-01 g/lALOGPS
logP2.23ALOGPS
logP2.5ChemAxon
logS-3.4ALOGPS
pKa (strongest acidic)7.8ChemAxon
pKa (strongest basic)-4.2ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count5ChemAxon
hydrogen donor count0ChemAxon
polar surface area90.04ChemAxon
rotatable bond count0ChemAxon
refractivity88.63ChemAxon
polarizability36.75ChemAxon
number of rings3ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterYesChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis Reference

Yukio Sugimura, Kimio Iino, Yoshio Tsujita, Yoko Shimada, Tomowo Kobayashi, Takeshi Kagasaki, “Radicicol derivatives, their preparation and their anti-tumor activity.” U.S. Patent US5597846, issued September, 1979.

US5597846
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound46936786
PubChem Substance46504837
BindingDB15361
ChEBI556075
ChEMBL
Therapeutic Targets DatabaseDNC001195
HETRDI
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Heat shock protein HSP 90-beta

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Heat shock protein HSP 90-beta P08238 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

2. Endoplasmin

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Endoplasmin P14625 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

3. Dihydrolipoyllysine-residue acetyltransferase component of pyruvate dehydrogenase complex, mitochondrial

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Dihydrolipoyllysine-residue acetyltransferase component of pyruvate dehydrogenase complex, mitochondrial P10515 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

4. [Pyruvate dehydrogenase [lipoamide]] kinase isozyme 3, mitochondrial

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
[Pyruvate dehydrogenase [lipoamide]] kinase isozyme 3, mitochondrial Q15120 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

5. Virulence sensor histidine kinase PhoQ

Kind: protein

Organism: Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)

Pharmacological action: unknown

Components

Name UniProt ID Details
Virulence sensor histidine kinase PhoQ P14147 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:22