CAS 33289-85-9|Dipsacoside B

Introduction:Basic information about CAS 33289-85-9|Dipsacoside B, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameDipsacoside B
CAS Number33289-85-9Molecular Weight1075.237
Density1.5±0.1 g/cm3Boiling Point/
Molecular FormulaC53H86O22Melting Point/
MSDS/Flash Point/

Names

NameDipsacoside B
SynonymMore Synonyms

Dipsacoside B BiologicalActivity

DescriptionDipsacoside B is a major bioactive saponin, which can be used as a marker.
Related CatalogSignaling Pathways >>Others >>OthersNatural Products >>Terpenoids and GlycosidesResearch Areas >>Inflammation/Immunology
In VivoA liquid chromatography-electrospray ionization-mass spectrometry method has been developed and validated for identification and quantification of four major bioactive saponins in rat plasma after oral administration of extraction of saponins from Flos Lonicerae, i.e., Macranthoidin B, Macranthoidin A, Dipsacoside B, and Macranthoside B. The retention time of Macranthoidin B, Macranthoidin A, Dipsacoside B, Macranthoside B and IS are 10.65, 12.11, 13.81, 23.31 and 5.47 min, respectively[1]. Taking Macranthoidins A, B, Dipsacoside B (saponins), sweroside (iridoids), and luteolin-7-O-d-glucoside (flavonoids) as markers, a method of ultra high performance liquid chromatography with triple quadrupole mass spectrometry is employed to determine their amounts in Lonicerae Flos, Lonicerae Japonicae Flos, and Lonicerae Japonicae Flos preparations[2].
Animal AdminMice[1] Sprague-Dawley rats (220-250 g) are used. To calculate the administered dose of Macranthoidin B, Macranthoidin A, Dipsacoside B, and Macranthoside B, their contents in saponins extraction are quantitatively determined. One hundred milligrams of the dry powder is suspended in 100 mL 50% methanol (v/v), ultrasonically extracted for 40 min, and then cooled at room temperature; 50% methanol is added to compensate for the lost weight. Finally, 5 μL of this solution is injected into the HPLC system for analysis after filtration through a 0.45 μm membrane. The contents of Macranthoidin B, Macranthoidin A, Dipsacoside B, and Macranthoside B are found as 36.7, 6.59, 23.3 and 0.506 g/100 g extraction, respectively.
References

[1]. Chen CY, et al. Liquid chromatography-mass spectrometry analysis of macranthoidin B, macranthoidin A, Dipsacoside B, and macranthoside B in rat plasma for the pharmacokinetic investigation. J Chromatogr B Analyt Technol Biomed Life Sci. 2009 Jan 15;877(3):159-65.

[2]. Zhang X, et al. Rapid quantitative analysis of adulterant Lonicera species in preparations of Lonicerae Japonicae Flos. J Sep Sci. 2015 Dec;38(23):4014-20.

Chemical & Physical Properties

Density1.5±0.1 g/cm3
Molecular FormulaC53H86O22
Molecular Weight1075.237
Exact Mass1074.561035
PSA353.90000
LogP4.64
Index of Refraction1.633
InChIKeyGFPLPBCJRRNZHM-ICUGHKHQSA-N
SMILESCC1OC(OC2C(OC3CCC4(C)C(CCC5(C)C4CC=C4C6CC(C)(C)CCC6(C(=O)OC6OC(COC7OC(CO)C(O)C(O)C7O)C(O)C(O)C6O)CCC45C)C3(C)CO)OCC(O)C2O)C(O)C(O)C1O

Safety Information

Hazard CodesXn
Safety Phrases24/25

Synonyms

Glycoside L-G3
MacranthoidinB
1-O-[(3β)-3-{[2-O-(6-Deoxy-α-L-mannopyranosyl)-α-L-arabinopyranosyl]oxy}-23-hydroxy-28-oxoolean-12-en-28-yl]-6-O-β-D-glucopyranosyl-β-D-glucopyranose
Tauroside G3
β-D-Glucopyranose, 1-O-[(3β)-3-[[2-O-(6-deoxy-α-L-mannopyranosyl)-α-L-arabinopyranosyl]oxy]-23-hydroxy-28-oxoolean-12-en-28-yl]-6-O-β-D-glucopyranosyl-
Olean-12-en-28-oic acid, 3-((2-O-(6-deoxy-α-L-mannopyranosyl)-α-L-arabinopyranosyl)oxy)-23-hydroxy-, 6-O-β-D-glucopyranosyl-β-D-glucopyranosyl ester, (3β,4α)-
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