IMPPAT Phytochemical information: 
Momordicoside K
Momordicoside K
Summary

SMILES: OC[C@H]1O[C@@H](O[C@H]2C=C3[C@H]([C@]4([C@@H]2[C@]2(C)CC[C@@H]([C@@]2(C)CC4)[C@@H](C/C=C/C(OC)(C)C)C)C=O)CC[C@@H](C3(C)C)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI: InChI=1S/C37H60O9/c1-21(10-9-14-33(2,3)44-8)22-13-15-36(7)31-25(45-32-30(43)29(42)28(41)26(19-38)46-32)18-24-23(11-12-27(40)34(24,4)5)37(31,20-39)17-16-35(22,36)6/h9,14,18,20-23,25-32,38,40-43H,10-13,15-17,19H2,1-8H3/b14-9+/t21-,22-,23-,25+,26-,27+,28-,29+,30-,31+,32-,35-,36+,37-/m1/s1
InChIKey: HPSVQEWDZSDXRG-ZMMZJDKESA-N
DeepSMILES: OC[C@H]O[C@@H]O[C@H]C=C[C@H][C@][C@@H]6[C@]C)CC[C@@H][C@@]5C)CC9)))[C@@H]C/C=C/COC))C)C)))))C)))))))C=O)))CC[C@@H]C6C)C))O)))))))))[C@@H][C@H][C@@H]6O))O))O
Scaffold Graph/Node/Bond level: C1=C2CCCCC2C2CCC3CCCC3C2C1OC1CCCCO1
Scaffold Graph/Node level: C1CCC(OC2CC3CCCCC3C3CCC4CCCC4C23)OC1
Scaffold Graph level: C1CCC(CC2CC3CCCCC3C3CCC4CCCC4C23)CC1
Functional groups: CO; CC=O; CO[C@@H](C)OC; CC(=CC)C; C/C=C/C; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Cucurbitacins
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Cucurbitane triterpenoids
Synonymous chemical names:
momordicoside k, 7-o-β-d-glucopyranoside of 3β, 7β-dihydroxy-25-methoxy-cucurbita-5,23-dien-19-al (momordicoside k), Momordicoside K
External chemical identifiers:
CID:CID_57330180; ChEMBL:CHEMBL4532561; ChEBI:CHEBI:176276; ZINC:ZINC000255218194; MolPort-039-338-780
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Momordicoside K
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 648.88
Log P RDKit 3.93
Topological polar surface area (Å2) RDKit 145.91
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 37
Number of heavy atoms RDKit 46
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 14
Stereochemical complexity RDKit 0.38
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 32
Shape complexity RDKit 0.86
Number of rotatable bonds RDKit 9
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Momordicoside K
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.185467
Momordicoside K
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -7.65
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
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