Identification
- Generic Name
- Radicicol
- DrugBank Accession Number
- DB03758
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Radicicol (DB03758)
- Weight
- Average: 364.777
Monoisotopic: 364.071365983 - Chemical Formula
- C18H17ClO6
- Synonyms
- Monorden
- External IDs
- NSC-294404
- RADICICOL R-2146
- RHI-12648
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UHeat shock protein HSP 90-beta Not Available Humans UEndoplasmin Not Available Humans UDihydrolipoyllysine-residue acetyltransferase component of pyruvate dehydrogenase complex, mitochondrial Not Available Humans U[Pyruvate dehydrogenase [lipoamide]] kinase isozyme 3, mitochondrial Not Available Humans UVirulence sensor histidine kinase PhoQ Not Available Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720) - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Integrate drug-drug
interactions in your softwareAcenocoumarol The therapeutic efficacy of Acenocoumarol can be increased when used in combination with Radicicol. Acetaminophen The serum concentration of Acetaminophen can be increased when it is combined with Radicicol. Carbimazole The therapeutic efficacy of Carbimazole can be decreased when used in combination with Radicicol. Dicoumarol The therapeutic efficacy of Dicoumarol can be increased when used in combination with Radicicol. Fluindione The therapeutic efficacy of Fluindione can be increased when used in combination with Radicicol. - Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. These are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Benzoic acids and derivatives
- Direct Parent
- Hydroxybenzoic acid derivatives
- Alternative Parents
- 1-hydroxy-2-unsubstituted benzenoids / Aryl chlorides / Vinylogous acids / Lactones / Cyclic ketones / Carboxylic acid esters / Oxacyclic compounds / Monocarboxylic acids and derivatives / Epoxides / Dialkyl ethers show 3 more
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / Aromatic heteropolycyclic compound / Aryl chloride / Aryl halide / Carbonyl group / Carboxylic acid derivative / Carboxylic acid ester / Cyclic ketone / Dialkyl ether / Dihydroxybenzoic acid show 14 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- cyclic ketone, epoxide, phenols, macrolide antibiotic, enone, monochlorobenzenes (CHEBI:556075)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- I60EH8GECX
- CAS number
- 12772-57-5
- InChI Key
- WYZWZEOGROVVHK-GTMNPGAYSA-N
- InChI
- InChI=1S/C18H17ClO6/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/h2-5,8-9,14-15,21-22H,6-7H2,1H3/b4-2+,5-3-/t9-,14-,15-/m1/s1
- IUPAC Name
- (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
- SMILES
- C[C@@H]1C[C@H]2O[C@@H]2\C=C/C=C/C(=O)CC2=C(Cl)C(O)=CC(O)=C2C(=O)O1
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 References
- Not Available
- External Links
- PubChem Compound
- 6323491
- PubChem Substance
- 46504837
- ChemSpider
- 20137057
- BindingDB
- 227589
- ChEBI
- 556075
- ChEMBL
- CHEMBL414883
- ZINC
- ZINC000013521629
- Therapeutic Targets Database
- DNC001195
- PDBe Ligand
- RDC
- Wikipedia
- Radicicol
- PDB Entries
- 1bgq / 1u0z / 2hkj / 2q8i / 2wer / 2zbk / 3cgy / 4egk / 6cjl
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.188 mg/mL ALOGPS logP 3.22 ALOGPS logP 3.68 Chemaxon logS -3.3 ALOGPS pKa (Strongest Acidic) 7.02 Chemaxon pKa (Strongest Basic) -4.1 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 96.36 Å2 Chemaxon Rotatable Bond Count 0 Chemaxon Refractivity 93.56 m3·mol-1 Chemaxon Polarizability 34.51 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - 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 inhibitor Non-inhibitor 0.7904 CYP450 2D6 inhibitor Non-inhibitor 0.9256 CYP450 2C19 inhibitor Non-inhibitor 0.8108 CYP450 3A4 inhibitor 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
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-0002-0019000000-c646b67df26c10c796b9 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-014i-0009000000-5156bb18731d5285c1d2 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-03di-0009000000-c42d30c1de56285fe43d Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0002-0009000000-d690b53a5c2282e7c18e Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-01ot-0009000000-65f2aefa0abb7e6e68eb Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-004i-0039000000-62151961d4bcce8de2d5 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-000t-6019000000-fb756ed5aa5646c26880 Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 186.2585301 predictedDarkChem Lite v0.1.0 [M-H]- 183.8924 predictedDeepCCS 1.0 (2019) [M+H]+ 189.6775301 predictedDarkChem Lite v0.1.0 [M+H]+ 186.0477 predictedDeepCCS 1.0 (2019) [M+Na]+ 185.9475301 predictedDarkChem Lite v0.1.0 [M+Na]+ 192.0158 predictedDeepCCS 1.0 (2019)
Targets
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Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Utp binding
- Specific Function
- Molecular chaperone that promotes the maturation, structural maintenance and proper regulation of specific target proteins involved for instance in cell cycle control and signal transduction. Under...
- Gene Name
- HSP90AB1
- Uniprot ID
- P08238
- Uniprot Name
- Heat shock protein HSP 90-beta
- Molecular Weight
- 83263.475 Da
References
- 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. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Virion binding
- Specific Function
- Molecular chaperone that functions in the processing and transport of secreted proteins. When associated with CNPY3, required for proper folding of Toll-like receptors (By similarity). Functions in...
- Gene Name
- HSP90B1
- Uniprot ID
- P14625
- Uniprot Name
- Endoplasmin
- Molecular Weight
- 92468.06 Da
References
- 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. [Article]
Details3. Dihydrolipoyllysine-residue acetyltransferase component of pyruvate dehydrogenase complex, mitochondrial
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Dihydrolipoyllysine-residue acetyltransferase activity
- Specific Function
- The pyruvate dehydrogenase complex catalyzes the overall conversion of pyruvate to acetyl-CoA and CO(2), and thereby links the glycolytic pathway to the tricarboxylic cycle.
- Gene Name
- DLAT
- Uniprot ID
- P10515
- Uniprot Name
- Dihydrolipoyllysine-residue acetyltransferase component of pyruvate dehydrogenase complex, mitochondrial
- Molecular Weight
- 68996.03 Da
References
- 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. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Pyruvate dehydrogenase (acetyl-transferring) kinase activity
- Specific Function
- Inhibits pyruvate dehydrogenase activity by phosphorylation of the E1 subunit PDHA1, and thereby regulates glucose metabolism and aerobic respiration. Can also phosphorylate PDHA2. Decreases glucos...
- Gene Name
- PDK3
- Uniprot ID
- Q15120
- Uniprot Name
- [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrial
- Molecular Weight
- 46938.485 Da
References
- 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. [Article]
- Kind
- Protein
- Organism
- Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
- Pharmacological action
- Unknown
- General Function
- Member of the two-component regulatory system PhoP/PhoQ which regulates the expression of genes involved in virulence, adaptation to acidic and low Mg(2+) environments and resistance to host defense antimicrobial peptides. Essential for intramacrophage survival of S.typhimurium. In low periplasmic Mg(2+), PhoQ functions as a membrane-associated protein kinase that undergoes autophosphorylation and subsequently transfers the phosphate to PhoP, resulting in the expression of PhoP-activated genes (PAG) and repression of PhoP-repressed genes (PRG). In high periplasmic Mg(2+), acts as a protein phosphatase that dephosphorylates phospho-PhoP, resulting in the repression of PAG and may lead to expression of some PRG. Essential for transcription of spiC inside macrophages by controlling the expression of the two-component regulatory system SsrB/SpiR (SsrA) and Pir at transcriptional and post-transcriptional levels respectively. Promotes expression of the two-component regulatory system PmrA/PmrB via activation of pmrD gene. Is required to attenuate bacterial growth within fibroblast cells and to enhance bacterial resistance to bile in intestinal cells. Negatively regulates prgH, which is required for invasion of epithelial cells. Involved in acid tolerance.
- Specific Function
- Atp binding
- Gene Name
- phoQ
- Uniprot ID
- P0DM80
- Uniprot Name
- Virulence sensor histidine kinase PhoQ
- Molecular Weight
- 55466.19 Da
References
- 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. [Article]
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52