• GreenMolBD CID : 2826
  • Molecular Formula : C21H20O11
  • Molecular Weight : 448.38
  • Exact Molecular Mass : 448.101
  • IUPAC Name : 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
  • InChI : InChI=1S/C21H20O11/c22-7-13-15(26)17(28)18(29)21(31-13)32-20-16(27)14-11(25)5-10(24)6-12(14)30-19(20)8-1-3-9(23)4-2-8/h1-6,13,15,17-18,21-26,28-29H,7H2
  • Canonical SMILES : C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O)O
  • Isomeric SMILES : c1cc(ccc1c2c(c(=O)c3c(cc(cc3o2)O)O)OC4C(C(C(C(O4)CO)O)O)O)O
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position.

1.2. Taxonomy Tree

1.3. Alternative Parent

4'-hydroxyflavonoids; 5-hydroxyflavonoids; 7-hydroxyflavonoids; Flavones; Hexoses; Chromones; O-glycosyl compounds; 1-hydroxy-2-unsubstituted benzenoids; 1-hydroxy-4-unsubstituted benzenoids; Pyranones and derivatives; Oxanes; Benzene and substituted derivatives; Vinylogous acids; Heteroaromatic compounds; Secondary alcohols; Oxacyclic compounds; Acetals; Polyols; Organic oxides; Primary alcohols; Hydrocarbon derivatives;

1.4. Molecular Framework

Aromatic heteropolycyclic compounds

1.5. Substituents

Flavonoid-3-o-glycoside; 4'-hydroxyflavonoid; 5-hydroxyflavonoid; 7-hydroxyflavonoid; Flavone; Hydroxyflavonoid; Hexose monosaccharide; Chromone; Glycosyl compound; O-glycosyl compound; Benzopyran; 1-benzopyran; 1-hydroxy-4-unsubstituted benzenoid; 1-hydroxy-2-unsubstituted benzenoid; Phenol; Pyranone; Pyran; Monocyclic benzene moiety; Oxane; Monosaccharide; Benzenoid; Heteroaromatic compound; Vinylogous acid; Secondary alcohol; Organoheterocyclic compound; Oxacycle; Acetal; Polyol; Hydrocarbon derivative; Organic oxide; Organic oxygen compound; Alcohol; Primary alcohol; Organooxygen compound; Aromatic heteropolycyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
-0.4362 186.37 7 11 32 4 12 12 10.4609 522.831 386.052 0.8576

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-377.171106 2.96 -4.825 -9.06081 -0.58842 4.236

4. Compound Reactivity

1 1 7

5. Topkat Properties

WOE Prediction Ames Prediction DTP Prediction Rat Oral LD50 (g/kg body weight) Rat Inhalational LC50 (mg/m3/h) Chronic LOAEL (g/kg body weight) Skin Irritancy Skin Sensitization Ocular Irritancy Aerobic Biodegradability Prediction Fathead Minnow LC50 (g/l) Daphnia EC50 (mg/l)
Non-Carcinogen Non-Mutagen Toxic 0.694919 108.8 0.0561534 None None Moderate Degradable 0.431304 4.33174

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
No No Yes No Yes Yes Yes

7. Synonyms

Kaempferol 3-galactoside

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Ichnocarpus frutescens Leaf 4

9. Targets

ID Target Name Gene Symbol Organism Protein Crystal Complex Activity Values Reference
Potency (nM) Ki (nM) IC50 (nM) Kd (nM) EC50 (nM) kon (M-1-s-1) koff (s-1) Biological Assay DOI Article PMID PubChem AID

10. Chemical Vendors

SID Source Name Source URL Source Detail Registry ID Source Record URL
340471998Ark Pharma Scientific LimitedSource URLSource DetailN-1031Source Record URL
340475326Ark Pharma Scientific LimitedSource URLSource DetailN-3114Source Record URL
114003802ABI ChemSource URLSource DetailAC1NUW6VSource Record URL
131315851Amadis ChemicalSource URLSource DetailA827420Source Record URL
329970490CambridgeChemSource URLSource DetailP0089Source Record URL
329972187CambridgeChemSource URLSource Detailwkq-00747Source Record URL
162224282Chembase.cnSource URLSource Detail129996Source Record URL
368485132AmbinterSource URLSource DetailAmb22584714Source Record URL