Quercetin 3-O-xylosyl (1'''→2'') glucoside

  • GreenMolBD CID : 134
  • Molecular Formula : C26H28O16
  • Molecular Weight : 596.494
  • Exact Molecular Mass : 596.138
  • InChI : InChI=1S/C26H28O16/c27-6-14-17(33)20(36)24(42-25-21(37)18(34)15(7-28)39-25)26(40-14)41-23-19(35)16-12(32)4-9(29)5-13(16)38-22(23)8-1-2-10(30)11(31)3-8/h1-5,14-15,17-18,20-21,24-34,36-37H,6-7H2/t14?,15-,17+,18+,20-,21-,24+,25?,26-/m1/s1
  • InChI Key : GPNPEZQRRZCPJF-NPUOGMCOSA-N
  • Isomeric SMILES : c1cc(c(cc1c2c(c(=O)c3c(cc(cc3o2)O)O)O[C@@H]4C([C@H](C(C(O4)CO)O)O)OC5C(C(C(O5)CO)O)O)O)O

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

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

1.4. Molecular Framework

Aromatic heteropolycyclic compounds

1.5. Substituents

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

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
-2.2673 265.52 10 16 42 7 12 12 13.2901 595.684 449.185 0.96244

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-633.610959 1.62 -4.99 -9.06846 -0.91112 4.079

4. Compound Reactivity

DLP nRFG nLMR
10 2 10

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 1.7134 6.95905 0.0901364 None None Moderate Degradable 2.1089 0.707781

6. Drug-Likeliness Test

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

7. Synonyms

Name
Quercetin 3-O-xylosyl (1′′′→2′′) glucoside

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Quercetin 3-O-xylosyl (1'''→2'') glucoside
Abelmoschus esculentus (L.) Moench Skin 1 , 2

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