ChemicalBook--->CAS DataBase List--->66656-92-6

66656-92-6

66656-92-6 Structure

66656-92-6 Structure
IdentificationBack Directory
[Name]

esculentoside H
[CAS]

66656-92-6
[Synonyms]

esculentoside H
Phytolaccasaponin B
ESCULENTOSIDE H (ESH)
3-O-(O-beta-D-glucopyranosyl-(1→
4)-beta-D-xylopyranosyl)-28-beta-D-glucopyranosylphytolaccagenin
3-O-(O-beta-D-glucopyranosyl-(1-4)-beta-D-xylopyranosyl)-28-beta-D-glucopyranosylphytolaccagenin
Olean-12-ene-28,29-dioic acid, 3-[(4-O-β-D-glucopyranosyl-β-D-xylopyranosyl)oxy]-2,23-dihydroxy-, 28-β-D-glucopyranosyl 29-methyl ester, (2β,3β,4α,20β)-
[Molecular Formula]

C48H76O21
[MDL Number]

MFCD29049459
[MOL File]

66656-92-6.mol
[Molecular Weight]

989.1
Questions And AnswerBack Directory
[Preparation]

method for preparing esculentoside H that is suitable for large-scale production and produces high-purity products. The following technical scheme is adopted: Take crude phytolaccoside root powder and add it to a CO2 supercritical extractor. Use n-butanol as an entrainer, with the entrainer accounting for 2.4% of the total extraction solvent volume. The extraction pressure is 20-40 MPa, the temperature is 40-60℃, the CO2 flow rate is 1.3 ml/g crude drug·min, and the extraction time is 80-150 min. The extract is then added to a macroporous adsorption resin column for adsorption, eluted with 60-80% ethanol, and 3-8 column volumes of eluent are collected. The solvent is recovered under reduced pressure and dried. The eluent is then added to a silica gel chromatography column and eluted with a methanol-chloroform mixed solvent (methanol to chloroform ratio 1:1). The eluent is collected in fractions according to column volume. The 3rd and 7th column volumes of eluent are combined, concentrated, and crystallized with acetone. After separation, washing, and drying, esculentoside H is obtained.
Chemical PropertiesBack Directory
[Boiling point ]

1042.8±65.0 °C(Predicted)
[density ]

1.48±0.1 g/cm3(Predicted)
[storage temp. ]

4°C, protect from light
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[form ]

Powder
[pka]

12.52±0.70(Predicted)
[color ]

White to off-white
Hazard InformationBack Directory
[Uses]

Esculentoside H (EsH) is a saponin isolated from the root extract of perennial plant Phytolacca esculenta[1]. Esculentoside H (EH) has anti-tumor activity, the mechanism is related to the capacity for TNFrelease[2]. Esculentoside H (EsH) suppresses colon cancer cell migration through blockage of the JNK1/2 and NF-κB signaling-mediated matrix metalloproteinases-9 (MMP-9) expression[1].
[References]

[1] Ha SH, et al. Esculentoside H inhibits colon cancer cell migration and growth through suppression of MMP-9 gene expression via NF-kB signaling pathway. J Cell Biochem. 2019 Jun;120(6):9810-9819. DOI:10.1002/jcb.28261
[2] Hu ZL, et al. Effect of esculentoside H on release of tumor necrosis factor from mouse peritoneal macrophages. Zhongguo Yao Li Xue Bao. 1993 Nov;14(6):550-2. PMID:8010057
Spectrum DetailBack Directory
[Spectrum Detail]

esculentoside H(66656-92-6)1HNMR
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