Identification
- Generic Name
- Biphenyl-2,3-Diol
- DrugBank Accession Number
- DB02923
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Biphenyl-2,3-Diol (DB02923)
- Weight
- Average: 186.2066
Monoisotopic: 186.068079564 - Chemical Formula
- C12H10O2
- Synonyms
- Not Available
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
Avoid life-threatening adverse drug eventsImprove clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism U1,2-dihydroxynaphthalene dioxygenase Not Available Pseudomonas sp. (strain C18) UBiphenyl-2,3-diol 1,2-dioxygenase Not Available Burkholderia xenovorans (strain LB400) UBiphenyl-2,3-diol 1,2-dioxygenase Not Available Pseudomonas sp. (strain KKS102) - 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.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 biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Biphenyls and derivatives
- Direct Parent
- Biphenyls and derivatives
- Alternative Parents
- Catechols / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Organooxygen compounds / Hydrocarbon derivatives
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / Aromatic homomonocyclic compound / Biphenyl / Catechol / Hydrocarbon derivative / Organic oxygen compound / Organooxygen compound / Phenol
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- hydroxybiphenyls (CHEBI:16205) / a catechol (BIPHENYL-23-DIOL)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- XQT8N5388Z
- CAS number
- 1133-63-7
- InChI Key
- YKOQAAJBYBTSBS-UHFFFAOYSA-N
- InChI
- InChI=1S/C12H10O2/c13-11-8-4-7-10(12(11)14)9-5-2-1-3-6-9/h1-8,13-14H
- IUPAC Name
- [1,1'-biphenyl]-2,3-diol
- SMILES
- OC1=C(O)C(=CC=C1)C1=CC=CC=C1
References
- General References
- Not Available
- External Links
- PDB Entries
- 1eir / 1kmy / 1kw6 / 1kw8 / 1kw9 / 1kwc / 2ei3 / 3zv5 / 5xtg / 6llh … show 1 more
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 0.552 mg/mL ALOGPS logP 2.46 ALOGPS logP 3.01 Chemaxon logS -2.5 ALOGPS pKa (Strongest Acidic) 9.15 Chemaxon pKa (Strongest Basic) -6.3 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 40.46 Å2 Chemaxon Rotatable Bond Count 1 Chemaxon Refractivity 55.16 m3·mol-1 Chemaxon Polarizability 19.68 Å3 Chemaxon Number of Rings 2 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 + 0.9945 Blood Brain Barrier + 0.543 Caco-2 permeable + 0.805 P-glycoprotein substrate Non-substrate 0.6831 P-glycoprotein inhibitor I Non-inhibitor 0.9136 P-glycoprotein inhibitor II Non-inhibitor 0.9454 Renal organic cation transporter Non-inhibitor 0.8962 CYP450 2C9 substrate Non-substrate 0.7853 CYP450 2D6 substrate Non-substrate 0.8775 CYP450 3A4 substrate Non-substrate 0.6828 CYP450 1A2 substrate Inhibitor 0.5162 CYP450 2C9 inhibitor Inhibitor 0.6571 CYP450 2D6 inhibitor Non-inhibitor 0.9454 CYP450 2C19 inhibitor Non-inhibitor 0.5647 CYP450 3A4 inhibitor Non-inhibitor 0.9434 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.6873 Ames test Non AMES toxic 0.7858 Carcinogenicity Non-carcinogens 0.8353 Biodegradation Not ready biodegradable 0.8134 Rat acute toxicity 2.3783 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.959 hERG inhibition (predictor II) Non-inhibitor 0.7356
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available GC-MS Spectrum - GC-EI-TOF GC-MS splash10-02ai-0953000000-791f3a3de586412f5f9f Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available LC-MS/MS Spectrum - LC-ESI-QFT , negative LC-MS/MS splash10-000i-0900000000-3b0a59c9e665aa24297e
Targets
Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
- Kind
- Protein
- Organism
- Pseudomonas sp. (strain C18)
- Pharmacological action
- Unknown
- General Function
- Oxidoreductase activity, acting on single donors with incorporation of molecular oxygen, incorporation of two atoms of oxygen
- Specific Function
- Involved in the naphthalene catabolic pathway. Catalyzes the meta-cleavage of 1,2-dihydroxynaphthalene (1,2-DHN) to yield 2-hydroxychromene-2-carboxylic acid (By similarity).
- Gene Name
- doxG
- Uniprot ID
- P0A108
- Uniprot Name
- 1,2-dihydroxynaphthalene dioxygenase
- Molecular Weight
- 33941.375 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
- Burkholderia xenovorans (strain LB400)
- Pharmacological action
- Unknown
- General Function
- Ferrous iron binding
- Specific Function
- Shows a preference for catechols with groups immediately adjacent to the hydroxyl substituents.
- Gene Name
- bphC
- Uniprot ID
- P47228
- Uniprot Name
- Biphenyl-2,3-diol 1,2-dioxygenase
- Molecular Weight
- 32470.515 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- 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
- Pseudomonas sp. (strain KKS102)
- Pharmacological action
- Unknown
- General Function
- Ferrous iron binding
- Specific Function
- Not Available
- Gene Name
- bphC
- Uniprot ID
- P17297
- Uniprot Name
- Biphenyl-2,3-diol 1,2-dioxygenase
- Molecular Weight
- 32244.46 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- 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