Rhodamine 6G
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Identification
- Generic Name
- Rhodamine 6G
- DrugBank Accession Number
- DB03825
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 479.02
Monoisotopic: 478.2023206 - Chemical Formula
- C28H31ClN2O3
- Synonyms
- Basic red 1
- Calcozine rhodamine 6GX
- CI basic red 1
- R6G
- External IDs
- CI 45160
- NSC-36345
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UHTH-type transcriptional regulator QacR Not Available Staphylococcus haemolyticus UAcriflavine resistance protein B Not Available Escherichia coli (strain K12) - 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 Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
- 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 softwareAmbroxol The risk or severity of methemoglobinemia can be increased when Rhodamine 6G is combined with Ambroxol. Articaine The risk or severity of methemoglobinemia can be increased when Rhodamine 6G is combined with Articaine. Benzocaine The risk or severity of methemoglobinemia can be increased when Rhodamine 6G is combined with Benzocaine. Benzyl alcohol The risk or severity of methemoglobinemia can be increased when Rhodamine 6G is combined with Benzyl alcohol. Bupivacaine The risk or severity of methemoglobinemia can be increased when Rhodamine 6G is combined with Bupivacaine. - Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Benzopyrans
- Sub Class
- 1-benzopyrans
- Direct Parent
- Xanthenes
- Alternative Parents
- Benzoic acid esters / Benzoyl derivatives / Secondary alkylarylamines / Heteroaromatic compounds / Carboxylic acid esters / Amino acids and derivatives / Oxacyclic compounds / Monocarboxylic acids and derivatives / Organopnictogen compounds / Organooxygen compounds show 3 more
- Substituents
- Amine / Amino acid or derivatives / Aromatic heteropolycyclic compound / Benzenoid / Benzoate ester / Benzoic acid or derivatives / Benzoyl / Carboxylic acid derivative / Carboxylic acid ester / Heteroaromatic compound show 15 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- organic chloride salt, rhodamine 6G(1+), xanthene dye (CHEBI:52672)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 037VRW83CF
- CAS number
- 989-38-8
- InChI Key
- XFKVYXCRNATCOO-UHFFFAOYSA-M
- InChI
- InChI=1S/C28H31N2O3.ClH/c1-6-29-23-15-25-21(13-17(23)4)27(19-11-9-10-12-20(19)28(31)32-8-3)22-14-18(5)24(30-7-2)16-26(22)33-25;/h9-16,29-30H,6-8H2,1-5H3;1H/q+1;/p-1
- IUPAC Name
- 9-[2-(ethoxycarbonyl)phenyl]-3,6-bis(ethylamino)-2,7-dimethyl-10λ⁴-xanthen-10-ylium chloride
- SMILES
- [Cl-].CCNC1=CC2=[O+]C3=C(C=C(C)C(NCC)=C3)C(C3=CC=CC=C3C(=O)OCC)=C2C=C1C
References
- General References
- Not Available
- External Links
Clinical Trials
- Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count 0 Suspended Diagnostic Coronary Artery Disease (CAD) 1
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source water solubility 2E+004 mg/L GREEN,FJ (1990) - Predicted Properties
Property Value Source Water Solubility 0.000496 mg/mL ALOGPS logP 6.36 ALOGPS logP 6.71 Chemaxon logS -6 ALOGPS pKa (Strongest Acidic) 18.72 Chemaxon pKa (Strongest Basic) 2.34 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 63.5 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 138.49 m3·mol-1 Chemaxon Polarizability 52.04 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.7376 Blood Brain Barrier + 0.6795 Caco-2 permeable - 0.5964 P-glycoprotein substrate Substrate 0.5805 P-glycoprotein inhibitor I Inhibitor 0.732 P-glycoprotein inhibitor II Inhibitor 0.9654 Renal organic cation transporter Non-inhibitor 0.7894 CYP450 2C9 substrate Non-substrate 0.7886 CYP450 2D6 substrate Non-substrate 0.763 CYP450 3A4 substrate Non-substrate 0.5354 CYP450 1A2 substrate Inhibitor 0.7318 CYP450 2C9 inhibitor Inhibitor 0.5489 CYP450 2D6 inhibitor Non-inhibitor 0.6169 CYP450 2C19 inhibitor Inhibitor 0.6843 CYP450 3A4 inhibitor Non-inhibitor 0.5394 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.8769 Ames test Non AMES toxic 0.8768 Carcinogenicity Carcinogens 0.7764 Biodegradation Not ready biodegradable 0.9815 Rat acute toxicity 2.4983 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9642 hERG inhibition (predictor II) Inhibitor 0.6637
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-004i-8500900000-e8691e7ca80488454a5e - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 230.8803321 predictedDarkChem Lite v0.1.0 [M-H]- 234.5501321 predictedDarkChem Lite v0.1.0 [M-H]- 201.83737 predictedDeepCCS 1.0 (2019) [M+H]+ 231.0121321 predictedDarkChem Lite v0.1.0 [M+H]+ 234.8178321 predictedDarkChem Lite v0.1.0 [M+H]+ 204.23293 predictedDeepCCS 1.0 (2019) [M+Na]+ 230.6766321 predictedDarkChem Lite v0.1.0 [M+Na]+ 235.2458321 predictedDarkChem Lite v0.1.0 [M+Na]+ 210.14546 predictedDeepCCS 1.0 (2019)
Targets
![](https://go.drugbank.com/assets/locked/DrugTargets2-682eb846d210ae4bf33ca03febccfb57bb1c61318e699b729e5df4dfab2c5b67.png)
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1. DetailsHTH-type transcriptional regulator QacR
- Kind
- Protein
- Organism
- Staphylococcus haemolyticus
- Pharmacological action
- Unknown
- General Function
- Transcription factor activity, sequence-specific dna binding
- Specific Function
- Transcriptional repressor of qacA. Binds to IR1, an unusually long 28 bp operator, which is located downstream from the qacA promoter and overlaps its transcription start site. QacR is induced from...
- Gene Name
- qacR
- Uniprot ID
- P0A0N5
- Uniprot Name
- HTH-type transcriptional regulator QacR
- Molecular Weight
- 22174.175 Da
References
2. DetailsAcriflavine resistance protein B
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Identical protein binding
- Specific Function
- AcrA-AcrB-AcrZ-TolC is a drug efflux protein complex with broad substrate specificity that uses the proton motive force to export substrates.Involved in contact-dependent growth inhibition (CDI), a...
- Gene Name
- acrB
- Uniprot ID
- P31224
- Uniprot Name
- Multidrug efflux pump subunit AcrB
- Molecular Weight
- 113572.75 Da
References
Transporters
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Substrate
- General Function
- Transporter activity
- Specific Function
- Mediates export of organic anions and drugs from the cytoplasm. Mediates ATP-dependent transport of glutathione and glutathione conjugates, leukotriene C4, estradiol-17-beta-o-glucuronide, methotre...
- Gene Name
- ABCC1
- Uniprot ID
- P33527
- Uniprot Name
- Multidrug resistance-associated protein 1
- Molecular Weight
- 171589.5 Da
References
- Saengkhae C, Loetchutinat C, Garnier-Suillerot A: Kinetic analysis of rhodamines efflux mediated by the multidrug resistance protein (MRP1). Biophys J. 2003 Sep;85(3):2006-14. [Article]
2. DetailsP-glycoprotein 1
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Substrate
- General Function
- Xenobiotic-transporting atpase activity
- Specific Function
- Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells.
- Gene Name
- ABCB1
- Uniprot ID
- P08183
- Uniprot Name
- Multidrug resistance protein 1
- Molecular Weight
- 141477.255 Da
References
- Saengkhae C, Loetchutinat C, Garnier-Suillerot A: Kinetic analysis of rhodamines efflux mediated by the multidrug resistance protein (MRP1). Biophys J. 2003 Sep;85(3):2006-14. [Article]
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52