IMPPAT Phytochemical information: 
Crosatoside A
Crosatoside A
Summary

SMILES: OCC1O[C@H](Oc2ccc(cc2OC)c2oc3cc(O)cc(c3c(=O)c2O)O)C(C([C@@H]1O)O)O[C@@H]1OC(C)[C@H](C([C@@H]1O)O)O
InChI: InChI=1S/C28H32O16/c1-9-18(32)21(35)24(38)27(40-9)44-26-22(36)19(33)16(8-29)43-28(26)42-13-4-3-10(5-14(13)39-2)25-23(37)20(34)17-12(31)6-11(30)7-15(17)41-25/h3-7,9,16,18-19,21-22,24,26-33,35-38H,8H2,1-2H3/t9?,16?,18-,19-,21?,22?,24+,26?,27+,28+/m1/s1
InChIKey: KBVVGMZQNYSITN-RGPCCJGESA-N
DeepSMILES: OCCO[C@H]Occcccc6OC))))cocccO)ccc6c=O)c%10O))))O)))))))))))))CC[C@@H]6O))O))O[C@@H]OCC)[C@H]C[C@@H]6O))O))O
Scaffold Graph/Node/Bond level: O=c1cc(-c2ccc(OC3OCCCC3OC3CCCCO3)cc2)oc2ccccc12
Scaffold Graph/Node level: OC1CC(C2CCC(OC3OCCCC3OC3CCCCO3)CC2)OC2CCCCC12
Scaffold Graph level: CC1CC(C2CCC(CC3CCCCC3CC3CCCCC3)CC2)CC2CCCCC12
Functional groups: CO; CO[C@@H](C)OC; cO[C@H](C)OC; cOC; coc; cO; c=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Flavonoids
ClassyFire Subclass: Flavonoid glycosides
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Flavonols
Synonymous chemical names:
crosatoside a
External chemical identifiers:
CID:CID_44259388
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Crosatoside A
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 624.55
Log P RDKit -1.38
Topological polar surface area (Å2) RDKit 258.43
Number of hydrogen bond acceptors RDKit 16
Number of hydrogen bond donors RDKit 9
Number of carbon atoms RDKit 28
Number of heavy atoms RDKit 44
Number of heteroatoms RDKit 16
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
Stereochemical complexity RDKit 0.36
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 15
Number of sp3 hybridized carbon atoms RDKit 13
Shape complexity RDKit 0.46
Number of rotatable bonds RDKit 7
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Crosatoside A
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 4
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.15
Crosatoside A
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
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 -9.72
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