IMPPAT Phytochemical information: 
Methyl 2,3,4-tri-O-acetyl-6-O-methyl-alpha-D-galactopyranoside

Methyl 2,3,4-tri-O-acetyl-6-O-methyl-alpha-D-galactopyranoside
Summary

SMILES: COC[C@H]1O[C@H](OC)[C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C
InChI: InChI=1S/C14H22O9/c1-7(15)20-11-10(6-18-4)23-14(19-5)13(22-9(3)17)12(11)21-8(2)16/h10-14H,6H2,1-5H3/t10-,11+,12+,13-,14+/m1/s1
InChIKey: HRFADBZDDVTPAQ-HTOAHKCRSA-N
DeepSMILES: COC[C@H]O[C@H]OC))[C@@H][C@H][C@H]6OC=O)C))))OC=O)C))))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-2,3,4-tri-o-acetyl-6-o-methyl-alpha-d-galactopyranoside
External chemical identifiers:
CID:CID_22212972
Chemical structure download


Methyl 2,3,4-tri-O-acetyl-6-O-methyl-alpha-D-galactopyranoside
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 334.32
Log P RDKit -0.2
Topological polar surface area (Å2) RDKit 106.59
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 23
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.36
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 11
Shape complexity RDKit 0.79
Number of rotatable bonds RDKit 9
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 2,3,4-tri-O-acetyl-6-O-methyl-alpha-D-galactopyranoside
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.48183


Methyl 2,3,4-tri-O-acetyl-6-O-methyl-alpha-D-galactopyranoside
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 -8.58
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes