(2s,3s)-Trans-2,3-Dihydro-3-Hydroxyanthranilic Acid
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Identification
- Generic Name
- (2s,3s)-Trans-2,3-Dihydro-3-Hydroxyanthranilic Acid
- DrugBank Accession Number
- DB02124
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 155.1513
Monoisotopic: 155.058243159 - Chemical Formula
- C7H9NO3
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UTrans-2,3-dihydro-3-hydroxyanthranilate isomerase Not Available Pseudomonas fluorescens - 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 secondary alcohols. These are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl).
- Kingdom
- Organic compounds
- Super Class
- Organic oxygen compounds
- Class
- Organooxygen compounds
- Sub Class
- Alcohols and polyols
- Direct Parent
- Secondary alcohols
- Alternative Parents
- Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives / Carbonyl compounds
- Substituents
- Aliphatic homomonocyclic compound / Amine / Amino acid / Amino acid or derivatives / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Hydrocarbon derivative / Monocarboxylic acid or derivatives / Organic nitrogen compound
- Molecular Framework
- Aliphatic homomonocyclic compounds
- External Descriptors
- 2,3-dihydro-3-hydroxyanthranilic acid (CHEBI:60844)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- XBTXTLKLSHACSS-WDSKDSINSA-N
- InChI
- InChI=1S/C7H9NO3/c8-6-4(7(10)11)2-1-3-5(6)9/h1-3,5-6,9H,8H2,(H,10,11)/t5-,6-/m0/s1
- IUPAC Name
- (5S,6S)-6-amino-5-hydroxycyclohexa-1,3-diene-1-carboxylic acid
- SMILES
- [H][C@]1(O)C=CC=C(C(O)=O)[C@]1([H])N
References
- General References
- Not Available
- External Links
- PubChem Compound
- 448825
- PubChem Substance
- 46505773
- ChemSpider
- 395510
- ChEBI
- 60844
- ChEMBL
- CHEMBL1233316
- ZINC
- ZINC000005835424
- PDBe Ligand
- HHA
- PDB Entries
- 1u1x / 1xua / 3cnm
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 65.4 mg/mL ALOGPS logP -2.4 ALOGPS logP -3.1 Chemaxon logS -0.38 ALOGPS pKa (Strongest Acidic) 3.54 Chemaxon pKa (Strongest Basic) 9.38 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 83.55 Å2 Chemaxon Rotatable Bond Count 1 Chemaxon Refractivity 40.22 m3·mol-1 Chemaxon Polarizability 14.61 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9072 Blood Brain Barrier - 0.9812 Caco-2 permeable - 0.6347 P-glycoprotein substrate Non-substrate 0.7797 P-glycoprotein inhibitor I Non-inhibitor 0.94 P-glycoprotein inhibitor II Non-inhibitor 0.9874 Renal organic cation transporter Non-inhibitor 0.9421 CYP450 2C9 substrate Non-substrate 0.8354 CYP450 2D6 substrate Non-substrate 0.8597 CYP450 3A4 substrate Non-substrate 0.7147 CYP450 1A2 substrate Non-inhibitor 0.8078 CYP450 2C9 inhibitor Non-inhibitor 0.9155 CYP450 2D6 inhibitor Non-inhibitor 0.9418 CYP450 2C19 inhibitor Non-inhibitor 0.8546 CYP450 3A4 inhibitor Non-inhibitor 0.9369 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9139 Ames test Non AMES toxic 0.9028 Carcinogenicity Non-carcinogens 0.8862 Biodegradation Ready biodegradable 0.8215 Rat acute toxicity 1.7977 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.952 hERG inhibition (predictor II) Non-inhibitor 0.9627
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-052s-9500000000-3907264e67cd3eb0e54f Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-00di-0900000000-24856c1d8eed8a5d83dd Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-9300000000-99b8d6419bab0a4949f7 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-03km-6900000000-adc42d1826274e6b7cb2 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-9200000000-0cdfea350ba36e94b1c7 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-9100000000-f7afb488844f1d5cbf3f Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0f8d-9000000000-087a4dfc0b44e44fb2c7 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]- 132.5191838 predictedDarkChem Lite v0.1.0 [M-H]- 133.82928 predictedDeepCCS 1.0 (2019) [M+H]+ 133.4356838 predictedDarkChem Lite v0.1.0 [M+H]+ 135.88742 predictedDeepCCS 1.0 (2019) [M+Na]+ 132.7700838 predictedDarkChem Lite v0.1.0 [M+Na]+ 142.49986 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Pseudomonas fluorescens
- Pharmacological action
- Unknown
- General Function
- Isomerase activity
- Specific Function
- Isomerase that catalyzes the condensation of two molecules of trans-2,3-dihydro-3-hydroxyanthranilic acid (DHHA) into the phenazine ring system. The final product is not yet known.
- Gene Name
- phzF
- Uniprot ID
- Q51792
- Uniprot Name
- Trans-2,3-dihydro-3-hydroxyanthranilate isomerase
- Molecular Weight
- 30052.965 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52