IMPPAT Phytochemical information: 
Colchicoside
Colchicoside
Summary

SMILES: OC[C@H]1O[C@@H](Oc2cc3CC[C@@H](c4c(-c3c(c2OC)OC)ccc(c(=O)c4)OC)NC(=O)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI: InChI=1S/C27H33NO11/c1-12(30)28-16-7-5-13-9-19(38-27-24(34)23(33)22(32)20(11-29)39-27)25(36-3)26(37-4)21(13)14-6-8-18(35-2)17(31)10-15(14)16/h6,8-10,16,20,22-24,27,29,32-34H,5,7,11H2,1-4H3,(H,28,30)/t16-,20+,22+,23-,24+,27+/m0/s1
InChIKey: UXAFRQPVHYZDED-ZZEDUEFDSA-N
DeepSMILES: OC[C@H]O[C@@H]OcccCC[C@@H]cc-c7cc%11OC)))OC))))cccc=O)c7))OC)))))))NC=O)C))))))))))[C@@H][C@H][C@@H]6O))O))O
Scaffold Graph/Node/Bond level: O=c1cccc2c(c1)CCCc1cc(OC3CCCCO3)ccc1-2
Scaffold Graph/Node level: OC1CCCC2C(CCCC3CC(OC4CCCCO4)CCC32)C1
Scaffold Graph level: CC1CCCC2C(CCCC3CC(CC4CCCCC4)CCC32)C1
Functional groups: CO; cO[C@@H](C)OC; cOC; c=O; CC(=O)NC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Carbohydrates and carbohydrate conjugates
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Phenethylisoquinoline alkaloids
Synonymous chemical names:
3-demethylcolchicine glucoside, colchicoside
External chemical identifiers:
CID:CID_92763; ChEBI:CHEBI:81415; ZINC:ZINC000004212683; FDASRS:DYD0I854K7; SureChEMBL:SCHEMBL13673737; MolPort-046-196-557
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Colchicoside
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 547.56
Log P RDKit 0.04
Topological polar surface area (Å2) RDKit 173.24
Number of hydrogen bond acceptors RDKit 11
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 27
Number of heavy atoms RDKit 39
Number of heteroatoms RDKit 12
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.22
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 13
Shape complexity RDKit 0.48
Number of rotatable bonds RDKit 7
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 4
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 4
Colchicoside
Drug-likeness
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.316769
Colchicoside
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -10.42
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 Yes