Trifolioside II

  • GreenMolBD CID : 4312
  • Molecular Formula : C49H82O28
  • Molecular Weight : 1
  • Exact Molecular Mass : 1,118.50
  • IUPAC Name : (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-5-hydroxy-2-[(2E,6E,10E)-12-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,7,11-trimethyldodeca-2,6,10-trienoxy]-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
  • InChI : InChI=1S/C49H82O28/c1-19(9-7-11-21(3)16-67-49-43(77-47-39(65)35(61)29(55)23(5)71-47)41(33(59)27(15-51)73-49)75-45-37(63)31(57)25(53)18-69-45)8-6-10-20(2)12-13-66-48-42(76-46-38(64)34(60)28(54)22(4)70-46)40(32(58)26(14-50)72-48)74-44-36(62)30(56)24(52)17-68-44/h8,11-12,22-65H,6-7,9-10,13-18H2,1-5H3/b19-8+,20-12+,21-11+/t22-,23-,24+,25+,26+,27+,28-,29-,30-,31-,32+,33+,34+,35+,36+,37+,38+,39+,40-,41-,42+,43+,44-,45-,46-,47-,48+,49+/m0/s1
  • InChI Key : HXKUTXGDCDCFCG-VHOOQRQJSA-N
  • Canonical SMILES : CC1C(C(C(C(O1)OC2C(C(C(OC2OCC=C(C)CCC=C(C)CCC=C(C)COC3C(C(C(C(O3)CO)O)OC4C(C(C(CO4)O)O)O)OC5C(C(C(C(O5)C)O)O)O)CO)O)OC6C(C(C(CO6)O)O)O)O)O)O
  • Isomeric SMILES : CC1C(C(C(C(O1)OC2C(C(C(OC2OC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/COC3C(C(C(C(O3)CO)O)OC4C(C(C(CO4)O)O)O)OC5C(C(C(C(O5)C)O)O)O)CO)O)OC6C(C(C(CO6)O)O)O)O)O)O
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

1.2. Taxonomy Tree

1.3. Alternative Parent

Oligosaccharides; Sesquiterpenoids; Alkyl glycosides; O-glycosyl compounds; Oxanes; Secondary alcohols; Polyols; Oxacyclic compounds; Acetals; Primary alcohols; Hydrocarbon derivatives;

1.4. Molecular Framework

Aliphatic heteromonocyclic compounds

1.5. Substituents

Oligosaccharide; Terpene glycoside; Fatty acyl glycoside; Sesquiterpenoid; Farsesane sesquiterpenoid; Alkyl glycoside; Glycosyl compound; O-glycosyl compound; Oxane; Fatty acyl; Secondary alcohol; Polyol; Oxacycle; Acetal; Organoheterocyclic compound; Primary alcohol; Organooxygen compound; Alcohol; Hydrocarbon derivative; Organic oxygen compound; Aliphatic heteromonocyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
-6.3511 434.44 16 28 77 22 0 0 25.4874 1,374.14 1,037.51 0.814451

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-1317.642306 4.14 -4.571 -9.65563 0.51379 5.085

4. Compound Reactivity

DLP nRFG nLMR
19 6 25

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 141.933 0.00270863 0.0938514 Moderate None None Degradable 3.20431 0.0022449

6. Drug-Likeliness Test

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

7. Synonyms

Name
Trifolioside II
117221-69-9

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Trifolioside II
Sapindus trifoliatus Pericrap 1

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
355055145MuseChemSource URLSource DetailM023590Source Record URL