IMPPAT Phytochemical information: 
Rutin
Rutin
Summary

SMILES: Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)c1ccc(c(c1)O)O
InChI: InChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3/t8-,15+,17-,18+,20+,21-,22+,23+,26+,27-/m0/s1
InChIKey: IKGXIBQEEMLURG-NVPNHPEKSA-N
DeepSMILES: OcccO)ccc6)occc6=O))O[C@@H]O[C@H]CO[C@@H]O[C@@H]C)[C@@H][C@H][C@H]6O))O))O)))))))[C@H][C@@H][C@H]6O))O))O)))))))cccccc6)O))O
Scaffold Graph/Node/Bond level: O=c1c(OC2CCCC(COC3CCCCO3)O2)c(-c2ccccc2)oc2ccccc12
Scaffold Graph/Node level: OC1C2CCCCC2OC(C2CCCCC2)C1OC1CCCC(COC2CCCCO2)O1
Scaffold Graph level: CC1C2CCCCC2CC(C2CCCCC2)C1CC1CCCC(CCC2CCCCC2)C1
Functional groups: CO; CO[C@@H](C)OC; c=O; cO; cO[C@@H](C)OC; coc
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:
quercetin 3-o-galactoside(rutin), quercetin 3-rutinoside, quercetin-3-0-beta-d-rutinoside, quercetin-3-o-rutinoside, quercetin-3-o-rutinoside (rutin), quercetin-3-rutinoside, quercetin-3-rutinoside (rutin), rutin, rutin (quercetin-3-o-rutinoside), rutoside
External chemical identifiers:
CID:5280805; ChEMBL:CHEMBL226335; ChEBI:28527; ZINC:ZINC000004096846; FDASRS:5G06TVY3R7; SureChEMBL:SCHEMBL23243; MolPort-001-740-246
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Rutin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 610.52
Log P RDKit -1.69
Topological polar surface area (Å2) RDKit 269.43
Number of hydrogen bond acceptors RDKit 16
Number of hydrogen bond donors RDKit 10
Number of carbon atoms RDKit 27
Number of heavy atoms RDKit 43
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 0.37
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 15
Number of sp3 hybridized carbon atoms RDKit 12
Shape complexity RDKit 0.44
Number of rotatable bonds RDKit 6
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
Rutin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 4
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 0.1395
Rutin
ADMET 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 -10.26
Number of PAINS structural alerts SwissADME 1.0
Number of Brenk structural alerts SwissADME 1.0
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
Rutin
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000215832MAPK1700
ENSP00000221130GSR809
ENSP00000225831CCL2723
ENSP00000242057AHR700
ENSP00000260630CYP1B1727
ENSP00000261733ALDH2800
ENSP00000263025MAPK3700
ENSP00000264498FGF2786
ENSP00000275493EGFR817
ENSP00000283916TMPRSS11D786
ENSP00000302961HSPA4800
ENSP00000305651CXCL10730
ENSP00000306512IL8725
ENSP00000311032CASP3742
ENSP00000327251NOS2733
ENSP00000327801P4HB841
ENSP00000348069SREBF1800
ENSP00000351407ARNT700
ENSP00000356954CTGF800
ENSP00000358327CASP7700
ENSP00000368752PRNP800
ENSP00000369927AKR1C3962
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.