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; coc; c=O; cO[C@@H](C)OC; CO[C@@H](C)OC
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-rutinoside, quercetin-3-0-beta-d-rutinoside, rutin (quercetin-3-o-rutinoside), quercetin-3-rutinoside (rutin), rutin, quercetin-3-o-rutinoside (rutin), quercetin-3-o-rutinoside, quercetin 3-rutinoside, quercetin 3-o-galactoside(rutin), rutoside
External chemical identifiers:
CID:CID_5280805; ChEMBL:CHEMBL226335; ChEBI: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
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 0.139518
Rutin
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 -10.26
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 1
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
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_000968ENSG00000109320NFKB14790ChEMBL
TAR_EXP_000798ENSG00000055118KCNH23757ChEMBL
TAR_EXP_000819ENSG00000235268KDM4E390245ChEMBL, NPASS
TAR_EXP_000824ENSG00000134333LDHA3939BindingDB, NPASS
TAR_EXP_000851ENSG00000189221MAOA4128ChEMBL
TAR_EXP_000853ENSG00000276155MAPT4137NPASS
TAR_EXP_000860ENSG00000152601MBNL14154NPASS
TAR_EXP_000881ENSG00000087085ACHE43BindingDB, ChEMBL, NPASS
TAR_EXP_000898ENSG00000103222ABCC14363ChEMBL, NPASS
TAR_EXP_000966ENSG00000116044NFE2L24780NPASS
TAR_EXP_000969ENSG00000077150NFKB24791ChEMBL
TAR_EXP_001002ENSG00000082556OPRK14986BindingDB
TAR_EXP_001003ENSG00000112038OPRM14988BindingDB
TAR_EXP_001059ENSG00000122008POLK51426ChEMBL, NPASS
TAR_EXP_001148ENSG00000172115CYCS54205ChEMBL, NPASS
TAR_EXP_000792ENSG00000130037KCNA53741ChEMBL
TAR_EXP_001150ENSG00000070501POLB5423ChEMBL, NPASS
TAR_EXP_001230ENSG00000100030MAPK15594NPASS
TAR_EXP_001250ENSG00000204983PRSS15644BindingDB, ChEMBL
TAR_EXP_001251ENSG00000275896PRSS25645ChEMBL
TAR_EXP_001252ENSG00000010438PRSS35646ChEMBL, NPASS
TAR_EXP_001271ENSG00000132911NMUR256923ChEMBL, NPASS
TAR_EXP_001280ENSG00000198074AKR1B1057016ChEMBL
TAR_EXP_001299ENSG00000073756PTGS25743ChEMBL, NPASS
TAR_EXP_001343ENSG00000114200BCHE590BindingDB, NPASS
TAR_EXP_001362ENSG00000173039RELA5970ChEMBL
TAR_EXP_001518ENSG00000103546SLC6A26530BindingDB
TAR_EXP_001520ENSG00000108576SLC6A46532BindingDB
TAR_EXP_001647ENSG00000077498TYR7299BindingDB, ChEMBL
TAR_EXP_001678ENSG00000158125XDH7498BindingDB, ChEMBL, NPASS
TAR_EXP_001906ENSG00000118777ABCG29429ChEMBL, NPASS
TAR_EXP_001191ENSG00000085377PREP5550NPASS
TAR_EXP_000739ENSG00000148680HTR73363BindingDB
TAR_EXP_000738ENSG00000158748HTR63362BindingDB
TAR_EXP_000450ENSG00000004487KDM1A23028BindingDB, ChEMBL, NPASS
TAR_EXP_000133ENSG00000133019CHRM31131BindingDB
TAR_EXP_000137ENSG00000184984CHRM51133BindingDB
TAR_EXP_000222ENSG00000112062MAPK141432BindingDB
TAR_EXP_000239ENSG00000120907ADRA1A148BindingDB
TAR_EXP_000243ENSG00000150594ADRA2A150ChEMBL, NPASS
TAR_EXP_000255ENSG00000184160ADRA2C152ChEMBL, NPASS
TAR_EXP_000280ENSG00000160868CYP3A41576BindingDB, ChEMBL, NPASS
TAR_EXP_000322ENSG00000197635DPP41803NPASS
TAR_EXP_000729ENSG00000179546HTR1D3352BindingDB
TAR_EXP_000706ENSG00000291796APEX1328NPASS
TAR_EXP_000660ENSG00000082701GSK3B2932BindingDB
TAR_EXP_000519ENSG00000171298GAA2548ChEMBL, NPASS
TAR_EXP_000491ENSG00000186318BACE123621BindingDB, ChEMBL
TAR_EXP_000428ENSG00000165140FBP12203ChEMBL, NPASS
TAR_EXP_000395ENSG00000091831ESR12099ChEMBL, NPASS
TAR_EXP_000132ENSG00000137491SLCO2B111309ChEMBL
TAR_EXP_000385ENSG00000120915EPHX22053ChEMBL, NPASS
TAR_EXP_000735ENSG00000166736HTR3A3359BindingDB
TAR_EXP_000095ENSG00000224143EHMT210919NPASS
TAR_EXP_000080ENSG00000001626CFTR1080ChEMBL
TAR_EXP_000004ENSG00000094631HDAC610013ChEMBL