IMPPAT Phytochemical information: 
6'-(p-Hydroxybenzoyl)mussaenosidic acid
6'-(p-Hydroxybenzoyl)mussaenosidic acid
Summary

SMILES: Oc1ccc(cc1)C(=O)OC[C@@H]1O[C@H](O[C@H]2OC=C([C@H]3[C@@H]2[C@](C)(O)CC3)C(=O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI: InChI=1S/C23H28O12/c1-23(31)7-6-12-13(19(28)29)8-33-21(15(12)23)35-22-18(27)17(26)16(25)14(34-22)9-32-20(30)10-2-4-11(24)5-3-10/h2-5,8,12,14-18,21-22,24-27,31H,6-7,9H2,1H3,(H,28,29)/t12-,14-,15-,16-,17+,18-,21+,22+,23+/m0/s1
InChIKey: IUXOFSAPFXGQID-FWYFFURISA-N
DeepSMILES: Occcccc6))C=O)OC[C@@H]O[C@H]O[C@H]OC=C[C@H][C@@H]6[C@]C)O)CC5)))))C=O)O)))))))[C@H][C@@H][C@H]6O))O))O
Scaffold Graph/Node/Bond level: O=C(OCC1CCCC(OC2OC=CC3CCCC32)O1)c1ccccc1
Scaffold Graph/Node level: OC(OCC1CCCC(OC2OCCC3CCCC32)O1)C1CCCCC1
Scaffold Graph level: CC(CCC1CCCC(CC2CCCC3CCCC32)C1)C1CCCCC1
Functional groups: cO; CO; cC(=O)OC; CO[C@H](O[C@@H]1CCC(C(=O)O)=CO1)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene glycosides
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Monoterpenoids
NP Classifier Class: Iridoids monoterpenoids
Synonymous chemical names:
mussaenosidic acid, 6'-p-hydroxybenzoyl, 6'-p-hydroxybenzoyl mussaenosidic acid
External chemical identifiers:
CID:CID_133554308
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
6'-(p-Hydroxybenzoyl)mussaenosidic acid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 496.47
Log P RDKit -0.52
Topological polar surface area (Å2) RDKit 192.44
Number of hydrogen bond acceptors RDKit 11
Number of hydrogen bond donors RDKit 6
Number of carbon atoms RDKit 23
Number of heavy atoms RDKit 35
Number of heteroatoms RDKit 12
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 9
Stereochemical complexity RDKit 0.39
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 13
Shape complexity RDKit 0.57
Number of rotatable bonds RDKit 7
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
6'-(p-Hydroxybenzoyl)mussaenosidic acid
Drug-likeness properties
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 2
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 0.27643
6'-(p-Hydroxybenzoyl)mussaenosidic acid
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.11
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -9.78
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