2,3-Dihydroxy-Benzoic Acid
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Identification
- Generic Name
- 2,3-Dihydroxy-Benzoic Acid
- DrugBank Accession Number
- DB01672
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 154.1201
Monoisotopic: 154.02660868 - Chemical Formula
- C7H6O4
- Synonyms
- Not Available
- External IDs
- NSC-27435
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism U2,3-dihydroxybenzoate-AMP ligase Not Available Bacillus subtilis (strain 168) UNeutrophil gelatinase-associated lipocalin 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 salicylic acids. These are ortho-hydroxylated benzoic acids.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Benzoic acids and derivatives
- Direct Parent
- Salicylic acids
- Alternative Parents
- Benzoic acids / Catechols / Benzoyl derivatives / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Vinylogous acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organooxygen compounds / Organic oxides show 1 more
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / Aromatic homomonocyclic compound / Benzoic acid / Benzoyl / Carboxylic acid / Carboxylic acid derivative / Catechol / Hydrocarbon derivative / Monocarboxylic acid or derivatives show 6 more
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- dihydroxybenzoic acid (CHEBI:18026)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 70D5FBB392
- CAS number
- 303-38-8
- InChI Key
- GLDQAMYCGOIJDV-UHFFFAOYSA-N
- InChI
- InChI=1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11)
- IUPAC Name
- 2,3-dihydroxybenzoic acid
- SMILES
- OC(=O)C1=CC=CC(O)=C1O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0000397
- KEGG Compound
- C00196
- PubChem Compound
- 19
- PubChem Substance
- 46504857
- ChemSpider
- 18
- BindingDB
- 92456
- ChEBI
- 18026
- ChEMBL
- CHEMBL1432
- ZINC
- ZINC000000388166
- PDBe Ligand
- DBH
- PDB Entries
- 1l6m / 1md9 / 1mdb / 2why / 3by0 / 3cmp / 3k3l / 3sao / 3t1d / 3tf6 … show 3 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
Property Value Source melting point (°C) 204 °C PhysProp logP 1.20 HANSCH,C ET AL. (1995) pKa 2.91 (at 25 °C) SERJEANT,EP & DEMPSEY,B (1979) - Predicted Properties
Property Value Source Water Solubility 6.88 mg/mL ALOGPS logP 1.42 ALOGPS logP 1.67 Chemaxon logS -1.4 ALOGPS pKa (Strongest Acidic) 2.56 Chemaxon pKa (Strongest Basic) -6.3 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 77.76 Å2 Chemaxon Rotatable Bond Count 1 Chemaxon Refractivity 37.28 m3·mol-1 Chemaxon Polarizability 13.7 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 + 0.8051 Blood Brain Barrier - 0.6225 Caco-2 permeable - 0.5611 P-glycoprotein substrate Non-substrate 0.6639 P-glycoprotein inhibitor I Non-inhibitor 0.9825 P-glycoprotein inhibitor II Non-inhibitor 0.994 Renal organic cation transporter Non-inhibitor 0.9415 CYP450 2C9 substrate Non-substrate 0.8198 CYP450 2D6 substrate Non-substrate 0.9193 CYP450 3A4 substrate Non-substrate 0.7265 CYP450 1A2 substrate Non-inhibitor 0.9274 CYP450 2C9 inhibitor Non-inhibitor 0.9363 CYP450 2D6 inhibitor Non-inhibitor 0.9693 CYP450 2C19 inhibitor Non-inhibitor 0.9782 CYP450 3A4 inhibitor Non-inhibitor 0.8427 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9318 Ames test Non AMES toxic 0.9146 Carcinogenicity Non-carcinogens 0.9177 Biodegradation Ready biodegradable 0.8936 Rat acute toxicity 1.8670 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9821 hERG inhibition (predictor II) Non-inhibitor 0.9599
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 130.5294784 predictedDarkChem Lite v0.1.0 [M-H]- 130.4714784 predictedDarkChem Lite v0.1.0 [M-H]- 130.4134784 predictedDarkChem Lite v0.1.0 [M-H]- 130.4793784 predictedDarkChem Lite v0.1.0 [M-H]- 127.90746 predictedDeepCCS 1.0 (2019) [M+H]+ 131.3276784 predictedDarkChem Lite v0.1.0 [M+H]+ 132.0714784 predictedDarkChem Lite v0.1.0 [M+H]+ 136.4503784 predictedDarkChem Lite v0.1.0 [M+H]+ 131.9608784 predictedDarkChem Lite v0.1.0 [M+H]+ 130.68471 predictedDeepCCS 1.0 (2019) [M+Na]+ 131.1914784 predictedDarkChem Lite v0.1.0 [M+Na]+ 131.1663784 predictedDarkChem Lite v0.1.0 [M+Na]+ 131.0851784 predictedDarkChem Lite v0.1.0 [M+Na]+ 131.2120784 predictedDarkChem Lite v0.1.0 [M+Na]+ 139.71727 predictedDeepCCS 1.0 (2019)
Targets
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1. Details2,3-dihydroxybenzoate-AMP ligase
- Kind
- Protein
- Organism
- Bacillus subtilis (strain 168)
- Pharmacological action
- Unknown
- General Function
- Ligase activity
- Specific Function
- Activation of the carboxylate group of 2,3-dihydroxy-benzoate (DHB), via ATP-dependent PPi exchange reactions, to the acyladenylate.
- Gene Name
- dhbE
- Uniprot ID
- P40871
- Uniprot Name
- 2,3-dihydroxybenzoate-AMP ligase
- Molecular Weight
- 59927.77 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Transporter activity
- Specific Function
- Iron-trafficking protein involved in multiple processes such as apoptosis, innate immunity and renal development. Binds iron through association with 2,5-dihydroxybenzoic acid (2,5-DHBA), a siderop...
- Gene Name
- LCN2
- Uniprot ID
- P80188
- Uniprot Name
- Neutrophil gelatinase-associated lipocalin
- Molecular Weight
- 22587.915 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:51