IMPPAT Phytochemical information: 
Methyl 4-O-acetyl-2,3-di-O-methyl-alpha-D-xylopyranoside

Methyl 4-O-acetyl-2,3-di-O-methyl-alpha-D-xylopyranoside
Summary

SMILES: CO[C@H]1[C@@H](CO[C@@H]([C@@H]1OC)OC)OC(=O)C
InChI: InChI=1S/C10H18O6/c1-6(11)16-7-5-15-10(14-4)9(13-3)8(7)12-2/h7-10H,5H2,1-4H3/t7-,8+,9-,10+/m1/s1
InChIKey: OKSHEFLCAPNCDG-RGOKHQFPSA-N
DeepSMILES: CO[C@H][C@@H]CO[C@@H][C@@H]6OC)))OC)))))OC=O)C
Scaffold Graph/Node/Bond level: C1CCOCC1
Scaffold Graph/Node level: C1CCOCC1
Scaffold Graph level: C1CCCCC1
Functional groups: COC; CO[C@H](C)OC; CC(=O)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Carbohydrates and carbohydrate conjugates
Synonymous chemical names:
methyl 4-o-acetyl-2,3-di-o-methyl-à-d-xylopyranoside
External chemical identifiers:
CID:CID_22214449
Chemical structure download


Methyl 4-O-acetyl-2,3-di-O-methyl-alpha-D-xylopyranoside
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 234.25
Log P RDKit -0.05
Topological polar surface area (Å2) RDKit 63.22
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 10
Number of heavy atoms RDKit 16
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.4
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 1
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.9
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 1
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 1


Methyl 4-O-acetyl-2,3-di-O-methyl-alpha-D-xylopyranoside
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.64


Methyl 4-O-acetyl-2,3-di-O-methyl-alpha-D-xylopyranoside
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.97
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No