(R)-3-hydroxytetradecanoic acid
Star0
Identification
- Generic Name
- (R)-3-hydroxytetradecanoic acid
- DrugBank Accession Number
- DB02767
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 244.3703
Monoisotopic: 244.203844762 - Chemical Formula
- C14H28O3
- Synonyms
- (−)-3-hydroxymyristic acid
- (3R)-hydroxymyristic acid
- (R)-(-)-3-Hydroxytetradecanoic acid
- (R)-(−)-3-hydroxytetradecanoic acid
- (R)-3-Hydroxymyristic acid
- (R)-3-Hydroxytetradecanoic acid
- D-(-)-beta-Hydroxymyristic acid
- D-(−)-β-hydroxymyristic acid
- β-hydroxymyristic acid
- β-hydroxytetradecanoic acid
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 UProtein TonB Not Available Escherichia coli (strain K12) ULymphocyte antigen 96 Not Available Humans UToll-like receptor 4 Not Available Humans UFerrichrome-iron receptor Not Available Escherichia coli (strain K12) - 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
Pathway Category Fatty Acid Biosynthesis Metabolic - 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 long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
- Kingdom
- Organic compounds
- Super Class
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- Sub Class
- Fatty acids and conjugates
- Direct Parent
- Long-chain fatty acids
- Alternative Parents
- Hydroxy fatty acids / Beta hydroxy acids and derivatives / Secondary alcohols / Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
- Substituents
- Alcohol / Aliphatic acyclic compound / Beta-hydroxy acid / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Hydrocarbon derivative / Hydroxy acid / Hydroxy fatty acid / Long-chain fatty acid
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- (3R)-3-hydroxy fatty acid, 3-hydroxytetradecanoic acid (CHEBI:42539) / Hydroxy fatty acids (LMFA01050322)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- R7C245Y68X
- CAS number
- 28715-21-1
- InChI Key
- ATRNZOYKSNPPBF-CYBMUJFWSA-N
- InChI
- InChI=1S/C14H28O3/c1-2-3-4-5-6-7-8-9-10-11-13(15)12-14(16)17/h13,15H,2-12H2,1H3,(H,16,17)/t13-/m1/s1
- IUPAC Name
- (3R)-3-hydroxytetradecanoic acid
- SMILES
- CCCCCCCCCCC[C@@H](O)CC(O)=O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0010731
- PubChem Compound
- 5288266
- PubChem Substance
- 46505492
- ChemSpider
- 4450466
- ChEBI
- 42539
- ChEMBL
- CHEMBL1232858
- ZINC
- ZINC000002039069
- PDBe Ligand
- FTT
- PDB Entries
- 1fi1 / 1qff / 1qfg / 1qjq / 1qkc / 2grx / 3fxi / 4cu4 / 4d65 / 4ihg … show 9 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 0.0299 mg/mL ALOGPS logP 4.69 ALOGPS logP 4.14 Chemaxon logS -3.9 ALOGPS pKa (Strongest Acidic) 4.67 Chemaxon pKa (Strongest Basic) -2.8 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 57.53 Å2 Chemaxon Rotatable Bond Count 12 Chemaxon Refractivity 69.4 m3·mol-1 Chemaxon Polarizability 30.86 Å3 Chemaxon Number of Rings 0 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 + 0.9763 Blood Brain Barrier + 0.768 Caco-2 permeable + 0.6421 P-glycoprotein substrate Substrate 0.5 P-glycoprotein inhibitor I Non-inhibitor 0.9678 P-glycoprotein inhibitor II Non-inhibitor 0.8318 Renal organic cation transporter Non-inhibitor 0.9304 CYP450 2C9 substrate Non-substrate 0.8199 CYP450 2D6 substrate Non-substrate 0.8732 CYP450 3A4 substrate Non-substrate 0.6643 CYP450 1A2 substrate Inhibitor 0.5446 CYP450 2C9 inhibitor Non-inhibitor 0.8213 CYP450 2D6 inhibitor Non-inhibitor 0.911 CYP450 2C19 inhibitor Non-inhibitor 0.8965 CYP450 3A4 inhibitor Non-inhibitor 0.8825 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9089 Ames test Non AMES toxic 0.972 Carcinogenicity Non-carcinogens 0.7301 Biodegradation Ready biodegradable 0.8944 Rat acute toxicity 1.3109 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9467 hERG inhibition (predictor II) Non-inhibitor 0.8622
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-000f-9500000000-d3837d6527b09790d09e Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-000b-9750000000-abe6126c50ab53269268 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-052f-5090000000-ebce9e79ab63e6c2d012 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0a4i-9120000000-38c2e398b05b4ce127d7 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0a4i-9200000000-89f2959143132d423436 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0a4l-9000000000-3f76f5bd87d79860a032 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0a4l-9000000000-350cf7a07d1a837ae9d2 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]- 181.4748366 predictedDarkChem Lite v0.1.0 [M-H]- 183.0456366 predictedDarkChem Lite v0.1.0 [M-H]- 154.94466 predictedDeepCCS 1.0 (2019) [M+H]+ 182.8428366 predictedDarkChem Lite v0.1.0 [M+H]+ 184.1056366 predictedDarkChem Lite v0.1.0 [M+H]+ 157.58028 predictedDeepCCS 1.0 (2019) [M+Na]+ 180.4892366 predictedDarkChem Lite v0.1.0 [M+Na]+ 182.3486366 predictedDarkChem Lite v0.1.0 [M+Na]+ 165.46089 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. DetailsProtein TonB
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Siderophore transmembrane transporter activity
- Specific Function
- Interacts with outer membrane receptor proteins that carry out high-affinity binding and energy dependent uptake into the periplasmic space of specific substrates such as cobalamin, and various iro...
- Gene Name
- tonB
- Uniprot ID
- P02929
- Uniprot Name
- Protein TonB
- Molecular Weight
- 26094.07 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]
2. DetailsLymphocyte antigen 96
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Lipopolysaccharide receptor activity
- Specific Function
- Binds bacterial lipopolysaccharide (LPS) (PubMed:17803912, PubMed:17569869). Cooperates with TLR4 in the innate immune response to bacterial lipopolysaccharide (LPS), and with TLR2 in the response ...
- Gene Name
- LY96
- Uniprot ID
- Q9Y6Y9
- Uniprot Name
- Lymphocyte antigen 96
- Molecular Weight
- 18545.345 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]
3. DetailsToll-like receptor 4
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Transmembrane signaling receptor activity
- Specific Function
- Cooperates with LY96 and CD14 to mediate the innate immune response to bacterial lipopolysaccharide (LPS). Acts via MYD88, TIRAP and TRAF6, leading to NF-kappa-B activation, cytokine secretion and ...
- Gene Name
- TLR4
- Uniprot ID
- O00206
- Uniprot Name
- Toll-like receptor 4
- Molecular Weight
- 95679.19 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]
4. DetailsFerrichrome-iron receptor
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Virion binding
- Specific Function
- This receptor binds the ferrichrome-iron ligand. It interacts with the TonB protein, which is responsible for energy coupling of the ferrichrome-promoted iron transport system. Acts as a receptor f...
- Gene Name
- fhuA
- Uniprot ID
- P06971
- Uniprot Name
- Ferrichrome-iron receptor
- Molecular Weight
- 82181.75 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