Identification
- Generic Name
- 4-hydroxybutan-2-one
- DrugBank Accession Number
- DB04094
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for 4-hydroxybutan-2-one (DB04094)
- Weight
- Average: 88.1051
Monoisotopic: 88.0524295 - Chemical Formula
- C4H8O2
- Synonyms
- 3-Oxo-1-butanol
- 3-Oxobutanol
- 4-Hydroxy-2-butanone
- Methylolacetone
- Monomethylolacetone
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 UPeptidyl-prolyl cis-trans isomerase FKBP1A 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
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as beta-hydroxy ketones. These are ketones containing a hydroxyl group attached to the beta-carbon atom, relative to the C=O group.
- Kingdom
- Organic compounds
- Super Class
- Organic oxygen compounds
- Class
- Organooxygen compounds
- Sub Class
- Carbonyl compounds
- Direct Parent
- Beta-hydroxy ketones
- Alternative Parents
- Primary alcohols / Organic oxides / Hydrocarbon derivatives
- Substituents
- Alcohol / Aliphatic acyclic compound / Beta-hydroxy ketone / Hydrocarbon derivative / Organic oxide / Primary alcohol
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- methyl ketone, beta-hydroxy ketone (CHEBI:41268)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- TCM0BJ44MF
- CAS number
- 590-90-9
- InChI Key
- LVSQXDHWDCMMRJ-UHFFFAOYSA-N
- InChI
- InChI=1S/C4H8O2/c1-4(6)2-3-5/h5H,2-3H2,1H3
- IUPAC Name
- 4-hydroxybutan-2-one
- SMILES
- CC(=O)CCO
References
- Synthesis Reference
Akinobu Matsuyama, Teruyuki Nikaido, Yoshinori Kobayashi, "Production of optically active 1,3-butanediol by asymmetric assimilation or reduction of 4-hydroxy-2-butanone." U.S. Patent US5219757, issued March, 1990.
US5219757- General References
- Not Available
- External Links
- PDB Entries
- 1d7j
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 632.0 mg/mL ALOGPS logP -0.85 ALOGPS logP -0.47 Chemaxon logS 0.86 ALOGPS pKa (Strongest Acidic) 15.82 Chemaxon pKa (Strongest Basic) -2.4 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 37.3 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 22.6 m3·mol-1 Chemaxon Polarizability 9.21 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9975 Blood Brain Barrier + 0.9763 Caco-2 permeable + 0.7265 P-glycoprotein substrate Non-substrate 0.73 P-glycoprotein inhibitor I Non-inhibitor 0.8949 P-glycoprotein inhibitor II Non-inhibitor 0.8834 Renal organic cation transporter Non-inhibitor 0.8691 CYP450 2C9 substrate Non-substrate 0.7797 CYP450 2D6 substrate Non-substrate 0.87 CYP450 3A4 substrate Non-substrate 0.7135 CYP450 1A2 substrate Non-inhibitor 0.5785 CYP450 2C9 inhibitor Non-inhibitor 0.9565 CYP450 2D6 inhibitor Non-inhibitor 0.941 CYP450 2C19 inhibitor Non-inhibitor 0.8862 CYP450 3A4 inhibitor Non-inhibitor 0.9621 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9657 Ames test Non AMES toxic 0.9128 Carcinogenicity Non-carcinogens 0.5113 Biodegradation Ready biodegradable 0.9872 Rat acute toxicity 1.2721 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9089 hERG inhibition (predictor II) Non-inhibitor 0.9411
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 110.7509425 predictedDarkChem Lite v0.1.0 [M-H]- 118.86969 predictedDeepCCS 1.0 (2019) [M+H]+ 111.1793425 predictedDarkChem Lite v0.1.0 [M+H]+ 121.1812 predictedDeepCCS 1.0 (2019) [M+Na]+ 110.7275425 predictedDarkChem Lite v0.1.0 [M+Na]+ 129.43904 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Type i transforming growth factor beta receptor binding
- Specific Function
- Keeps in an inactive conformation TGFBR1, the TGF-beta type I serine/threonine kinase receptor, preventing TGF-beta receptor activation in absence of ligand. Recruites SMAD7 to ACVR1B which prevent...
- Gene Name
- FKBP1A
- Uniprot ID
- P62942
- Uniprot Name
- Peptidyl-prolyl cis-trans isomerase FKBP1A
- Molecular Weight
- 11950.665 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