3-Dehydroshikimate
Star0
Identification
- Generic Name
- 3-Dehydroshikimate
- DrugBank Accession Number
- DB04347
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 172.1354
Monoisotopic: 172.037173366 - Chemical Formula
- C7H8O5
- 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
- Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API
- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism U3-dehydroquinate dehydratase Not Available Staphylococcus aureus (strain MRSA252) U3-dehydroquinate dehydratase Not Available Streptomyces coelicolor (strain ATCC BAA-471 / A3(2) / M145) - 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
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as cyclohexenones. These are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.
- Kingdom
- Organic compounds
- Super Class
- Organic oxygen compounds
- Class
- Organooxygen compounds
- Sub Class
- Carbonyl compounds
- Direct Parent
- Cyclohexenones
- Alternative Parents
- Secondary alcohols / 1,2-diols / Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives
- Substituents
- 1,2-diol / Alcohol / Aliphatic homomonocyclic compound / Carboxylic acid / Carboxylic acid derivative / Cyclohexenone / Hydrocarbon derivative / Monocarboxylic acid or derivatives / Organic oxide / Secondary alcohol
- Molecular Framework
- Aliphatic homomonocyclic compounds
- External Descriptors
- alpha,beta-unsaturated monocarboxylic acid, 4-oxo monocarboxylic acid, 5-hydroxy monocarboxylic acid, 4-hydroxy monocarboxylic acid (CHEBI:30918)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- SLWWJZMPHJJOPH-PHDIDXHHSA-N
- InChI
- InChI=1S/C7H8O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,5-6,9-10H,2H2,(H,11,12)/t5-,6-/m1/s1
- IUPAC Name
- (4S,5R)-4,5-dihydroxy-3-oxocyclohex-1-ene-1-carboxylic acid
- SMILES
- O[C@@H]1CC(=CC(=O)[C@H]1O)C(O)=O
References
- General References
- Not Available
- External Links
- KEGG Compound
- C02637
- PubChem Compound
- 439774
- PubChem Substance
- 46507545
- ChemSpider
- 388830
- ChEBI
- 30918
- ZINC
- ZINC000100018238
- PDBe Ligand
- 3DS
- Wikipedia
- 3-Dehydroshikimic_acid
- PDB Entries
- 4gug / 4guh / 6hqv / 6hs9
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 137.0 mg/mL ALOGPS logP -1.2 ALOGPS logP -1 Chemaxon logS -0.1 ALOGPS pKa (Strongest Acidic) 3.02 Chemaxon pKa (Strongest Basic) -3.3 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 94.83 Å2 Chemaxon Rotatable Bond Count 1 Chemaxon Refractivity 38.19 m3·mol-1 Chemaxon Polarizability 14.91 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 + 0.8153 Blood Brain Barrier - 0.5791 Caco-2 permeable - 0.7735 P-glycoprotein substrate Non-substrate 0.5902 P-glycoprotein inhibitor I Non-inhibitor 0.9526 P-glycoprotein inhibitor II Non-inhibitor 0.9974 Renal organic cation transporter Non-inhibitor 0.9388 CYP450 2C9 substrate Non-substrate 0.8455 CYP450 2D6 substrate Non-substrate 0.9011 CYP450 3A4 substrate Non-substrate 0.6261 CYP450 1A2 substrate Non-inhibitor 0.9537 CYP450 2C9 inhibitor Non-inhibitor 0.964 CYP450 2D6 inhibitor Non-inhibitor 0.9488 CYP450 2C19 inhibitor Non-inhibitor 0.965 CYP450 3A4 inhibitor Non-inhibitor 0.941 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9773 Ames test Non AMES toxic 0.8957 Carcinogenicity Non-carcinogens 0.9479 Biodegradation Ready biodegradable 0.8661 Rat acute toxicity 1.7570 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9814 hERG inhibition (predictor II) Non-inhibitor 0.9628
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 137.6595468 predictedDarkChem Lite v0.1.0 [M-H]- 137.9189468 predictedDarkChem Lite v0.1.0 [M-H]- 132.12917 predictedDeepCCS 1.0 (2019) [M+H]+ 138.6507468 predictedDarkChem Lite v0.1.0 [M+H]+ 138.0257468 predictedDarkChem Lite v0.1.0 [M+H]+ 134.52473 predictedDeepCCS 1.0 (2019) [M+Na]+ 138.3975468 predictedDarkChem Lite v0.1.0 [M+Na]+ 138.3384468 predictedDarkChem Lite v0.1.0 [M+Na]+ 140.80666 predictedDeepCCS 1.0 (2019)
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.
1. Details3-dehydroquinate dehydratase
- Kind
- Protein
- Organism
- Staphylococcus aureus (strain MRSA252)
- Pharmacological action
- Unknown
- General Function
- 3-dehydroquinate dehydratase activity
- Specific Function
- Involved in the third step of the chorismate pathway, which leads to the biosynthesis of aromatic amino acids. Catalyzes the cis-dehydration of 3-dehydroquinate (DHQ) and introduces the first doubl...
- Gene Name
- aroD
- Uniprot ID
- Q6GII7
- Uniprot Name
- 3-dehydroquinate dehydratase
- Molecular Weight
- 27052.965 Da
References
2. Details3-dehydroquinate dehydratase
- Kind
- Protein
- Organism
- Streptomyces coelicolor (strain ATCC BAA-471 / A3(2) / M145)
- Pharmacological action
- Unknown
- General Function
- 3-dehydroquinate dehydratase activity
- Specific Function
- Catalyzes a trans-dehydration via an enolate intermediate.
- Gene Name
- aroQ
- Uniprot ID
- P15474
- Uniprot Name
- 3-dehydroquinate dehydratase
- Molecular Weight
- 16681.69 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52