(2R,3R,4S)-3-(4-HYDROXYPHENYL)-4-METHYL-2-[4-(2-PYRROLIDIN-1-YLETHOXY)PHENYL]CHROMAN-6-OL
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Identification
- Generic Name
- (2R,3R,4S)-3-(4-HYDROXYPHENYL)-4-METHYL-2-[4-(2-PYRROLIDIN-1-YLETHOXY)PHENYL]CHROMAN-6-OL
- DrugBank Accession Number
- DB07567
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 445.55
Monoisotopic: 445.225308485 - Chemical Formula
- C28H31NO4
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UEstrogen receptor alpha Not Available Humans - 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.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Not Available
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as 6-hydroxyflavonoids. These are flavonoids that bear one hydroxyl group at the C-6 position of the flavonoid skeleton.
- Kingdom
- Organic compounds
- Super Class
- Phenylpropanoids and polyketides
- Class
- Flavonoids
- Sub Class
- Hydroxyflavonoids
- Direct Parent
- 6-hydroxyflavonoids
- Alternative Parents
- Hydroxyisoflavonoids / Isoflavans / Flavans / Stilbenes / 1-benzopyrans / Phenoxy compounds / Phenol ethers / Alkyl aryl ethers / 1-hydroxy-2-unsubstituted benzenoids / N-alkylpyrrolidines show 5 more
- Substituents
- 1-benzopyran / 1-hydroxy-2-unsubstituted benzenoid / 6-hydroxyflavonoid / Alkyl aryl ether / Amine / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Benzopyran / Chromane show 23 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- N-alkylpyrrolidine, chromanol (CHEBI:41593)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- XPVKGTWRXBSJKO-LHXLBICKSA-N
- InChI
- InChI=1S/C28H31NO4/c1-19-25-18-23(31)10-13-26(25)33-28(27(19)20-4-8-22(30)9-5-20)21-6-11-24(12-7-21)32-17-16-29-14-2-3-15-29/h4-13,18-19,27-28,30-31H,2-3,14-17H2,1H3/t19-,27-,28+/m1/s1
- IUPAC Name
- (2R,3R,4S)-3-(4-hydroxyphenyl)-4-methyl-2-{4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}-3,4-dihydro-2H-1-benzopyran-6-ol
- SMILES
- [H][C@@]1(C)C2=CC(O)=CC=C2O[C@@]([H])(C2=CC=C(OCCN3CCCC3)C=C2)[C@@]1([H])C1=CC=C(O)C=C1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 4369568
- PubChem Substance
- 99444038
- ChemSpider
- 3572095
- BindingDB
- 50162803
- ChEBI
- 41593
- ChEMBL
- CHEMBL181936
- ZINC
- ZINC000016051697
- PDBe Ligand
- CM4
- PDB Entries
- 1yim
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 0.00444 mg/mL ALOGPS logP 5.26 ALOGPS logP 5.17 Chemaxon logS -5 ALOGPS pKa (Strongest Acidic) 9.78 Chemaxon pKa (Strongest Basic) 8.9 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 62.16 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 129.81 m3·mol-1 Chemaxon Polarizability 49.87 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.987 Blood Brain Barrier + 0.9174 Caco-2 permeable - 0.6159 P-glycoprotein substrate Substrate 0.7921 P-glycoprotein inhibitor I Non-inhibitor 0.5487 P-glycoprotein inhibitor II Inhibitor 0.9063 Renal organic cation transporter Inhibitor 0.6239 CYP450 2C9 substrate Non-substrate 0.8086 CYP450 2D6 substrate Non-substrate 0.6137 CYP450 3A4 substrate Substrate 0.6106 CYP450 1A2 substrate Non-inhibitor 0.6012 CYP450 2C9 inhibitor Non-inhibitor 0.878 CYP450 2D6 inhibitor Inhibitor 0.6771 CYP450 2C19 inhibitor Inhibitor 0.5072 CYP450 3A4 inhibitor Inhibitor 0.625 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.7728 Ames test Non AMES toxic 0.8502 Carcinogenicity Non-carcinogens 0.946 Biodegradation Not ready biodegradable 0.9799 Rat acute toxicity 2.4754 LD50, mol/kg Not applicable hERG inhibition (predictor I) Strong inhibitor 0.8024 hERG inhibition (predictor II) Inhibitor 0.5801
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0002-3003900000-a83a2862ba340118e85c Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-3205900000-a6f38fb88702d534e7c0 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0002-4122900000-28d26bb2c365e8da0f95 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0005-3019200000-bbae3bdb26ed111e8db7 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0a5a-9321200000-dd3dfa5d66dee49b41a6 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-8298600000-086390934cca9e46cd18 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]- 206.23845 predictedDeepCCS 1.0 (2019) [M+H]+ 208.46335 predictedDeepCCS 1.0 (2019) [M+Na]+ 214.37592 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsEstrogen receptor alpha
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Nuclear hormone receptor. The steroid hormones and their receptors are involved in the regulation of eukaryotic gene expression and affect cellular proliferation and differentiation in target tissu...
- Gene Name
- ESR1
- Uniprot ID
- P03372
- Uniprot Name
- Estrogen receptor
- Molecular Weight
- 66215.45 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 September 15, 2010 21:23 / Updated at June 12, 2020 16:52