Metabolite Thalidomide arene oxide
- Name
- Thalidomide arene oxide
- Description
- Thalidomide arene oxide is a metabolic intermediate of thalidomide which subsequently converts to 5-hydroxythalidomide. It belongs to the family of Isoindolones. These are aromatic polycyclic compounds that an isolindole bearing a ketone.
- Structure
- Synonyms
- Not Available
- UNII
- Not Available
- CAS number
- Not Available
- Weight
- Average: 274.2289
Monoisotopic: 274.05897144 - Chemical Formula
- C13H10N2O5
- InChI Key
- MNALUCRLHVMELD-UHFFFAOYSA-N
- InChI
- InChI=1S/C13H10N2O5/c16-10-2-1-7(11(17)14-10)15-12(18)5-3-8-9(20-8)4-6(5)13(15)19/h3-4,7-9H,1-2H2,(H,14,16,17)
- IUPAC Name
- 4-(6-hydroxy-2-oxo-2,3,4,5-tetrahydropyridin-3-yl)-1aH,3H,4H,5H,6aH-oxireno[2,3-f]isoindole-3,5-dione
- SMILES
- OC1=NC(=O)C(CC1)N1C(=O)C2=CC3OC3C=C2C1=O
- Reactions
- Thalidomide Thalidomide arene oxide
- Thalidomide arene oxide 5-Hydroxythalidomide
- Thalidomide Thalidomide arene oxide
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 168.2808745 predictedDarkChem Lite v0.1.0 [M-H]- 160.03844 predictedDeepCCS 1.0 (2019) [M+H]+ 168.5677745 predictedDarkChem Lite v0.1.0 [M+H]+ 162.40062 predictedDeepCCS 1.0 (2019) [M+Na]+ 168.6735745 predictedDarkChem Lite v0.1.0 [M+Na]+ 168.48958 predictedDeepCCS 1.0 (2019) - External Links
- Human Metabolome Database
- HMDB0013872
- ChemSpider
- 35032775
- Predicted Properties
Property Value Source Water Solubility 2.14 mg/mL ALOGPS logP -0.31 ALOGPS logP -1.1 Chemaxon logS -2.1 ALOGPS pKa (Strongest Acidic) 3.03 Chemaxon pKa (Strongest Basic) -3.3 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 99.57 Å2 Chemaxon Rotatable Bond Count 1 Chemaxon Refractivity 65.13 m3·mol-1 Chemaxon Polarizability 24.9 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon