(2E,4R,5S)-2,3,4,5-TETRAHYDROXY-6-(PALMITOYLOXY)HEX-2-ENOIC ACID
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Identification
- Generic Name
- (2E,4R,5S)-2,3,4,5-TETRAHYDROXY-6-(PALMITOYLOXY)HEX-2-ENOIC ACID
- DrugBank Accession Number
- DB08438
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 432.5482
Monoisotopic: 432.272318256 - Chemical Formula
- C22H40O8
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UHyaluronate lyase Not Available Streptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4) - 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 medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Hydroxy acids and derivatives
- Sub Class
- Medium-chain hydroxy acids and derivatives
- Direct Parent
- Medium-chain hydroxy acids and derivatives
- Alternative Parents
- Medium-chain fatty acids / Hydroxy fatty acids / Fatty acid esters / Unsaturated fatty acids / Dicarboxylic acids and derivatives / Vinylogous acids / Secondary alcohols / Enediols / Carboxylic acid esters / 1,2-diols show 4 more
- Substituents
- 1,2-diol / Alcohol / Aliphatic acyclic compound / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Carboxylic acid ester / Dicarboxylic acid or derivatives / Enediol / Fatty acid ester show 12 more
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- XWTWKBKNEMLBKW-KCWNHAIFSA-N
- InChI
- InChI=1S/C22H40O8/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(24)30-16-17(23)19(25)20(26)21(27)22(28)29/h17,19,23,25-27H,2-16H2,1H3,(H,28,29)/b21-20-/t17-,19+/m0/s1
- IUPAC Name
- (2Z,4R,5S)-6-(hexadecanoyloxy)-2,3,4,5-tetrahydroxyhex-2-enoic acid
- SMILES
- [H][C@](O)(COC(=O)CCCCCCCCCCCCCCC)[C@@]([H])(O)C(\O)=C(\O)C(O)=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 54736482
- PubChem Substance
- 99444909
- ChemSpider
- 26330358
- ZINC
- ZINC000100036745
- PDBe Ligand
- PVC
- PDB Entries
- 1w3y
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 0.0118 mg/mL ALOGPS logP 4.39 ALOGPS logP 4.11 Chemaxon logS -4.6 ALOGPS pKa (Strongest Acidic) 2.86 Chemaxon pKa (Strongest Basic) -3.6 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 5 Chemaxon Polar Surface Area 144.52 Å2 Chemaxon Rotatable Bond Count 20 Chemaxon Refractivity 114.12 m3·mol-1 Chemaxon Polarizability 49.76 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 + 0.723 Blood Brain Barrier + 0.6084 Caco-2 permeable - 0.6474 P-glycoprotein substrate Substrate 0.6929 P-glycoprotein inhibitor I Non-inhibitor 0.8713 P-glycoprotein inhibitor II Non-inhibitor 0.7894 Renal organic cation transporter Non-inhibitor 0.9235 CYP450 2C9 substrate Non-substrate 0.8641 CYP450 2D6 substrate Non-substrate 0.8657 CYP450 3A4 substrate Non-substrate 0.5481 CYP450 1A2 substrate Non-inhibitor 0.6636 CYP450 2C9 inhibitor Non-inhibitor 0.824 CYP450 2D6 inhibitor Non-inhibitor 0.8558 CYP450 2C19 inhibitor Non-inhibitor 0.8412 CYP450 3A4 inhibitor Non-inhibitor 0.8135 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9183 Ames test Non AMES toxic 0.8937 Carcinogenicity Non-carcinogens 0.8743 Biodegradation Ready biodegradable 0.979 Rat acute toxicity 1.3630 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9584 hERG inhibition (predictor II) Non-inhibitor 0.693
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-00m1-6952500000-9a5820b2b13697b24532 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0a4r-9525300000-c19330a2fe148891d25f Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-000j-4295100000-3f220405f83f1b96f9a1 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0a4i-9111000000-1b684fb772555def475c Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0a4i-4090000000-7e651793d16d6db94167 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0532-9340000000-cef06fc9386df0fd6a80 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]- 209.75189 predictedDeepCCS 1.0 (2019) [M+H]+ 213.20427 predictedDeepCCS 1.0 (2019) [M+Na]+ 221.16045 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsHyaluronate lyase
- Kind
- Protein
- Organism
- Streptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4)
- Pharmacological action
- Unknown
- General Function
- Hyaluronate lyase activity
- Specific Function
- Not Available
- Gene Name
- Not Available
- Uniprot ID
- Q54873
- Uniprot Name
- Hyaluronate lyase
- Molecular Weight
- 120770.645 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]
Drug created at September 15, 2010 21:31 / Updated at June 12, 2020 16:52