27994-11-2

Basic information

• Product Name: CIMIGENOL 3-O-BETA-D-XYLOPYRANOSIDE
• Synonyms: b-D-Xylopyranoside, (3b,15a,16a,23R,24S)-16,23:16,24-diepoxy-15,25-dihydroxy-9,19-cyclolanostan-3-yl;Cimigenol 3- -D-xyloside;CIMIGENOL 3-O-BETA-D-XYLOPYRANOSIDE;CIMIGENOL XYLOSIDE;CIMIGENOSIDE;Cimigeside;CiMicifugol xyloside;CiMigenol 3-O-β-D-xylopyranoside
• CAS NO: 27994-11-2
• Molecular Formula: C₃₅H₅₆O₉
• Molecular Weight: 620.81
• Product Categories: Miscellaneous Natural Products;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 27994-11-2.mol
• Article Data: 2

Chemical Properties

• Melting Point: 269-271 °C
• Boiling Point: 740.3±60.0 °C(Predicted)
• Appearance: /
• Density: 1.32±0.1 g/cm3(Predicted)
• PKA: 13.03±0.70(Predicted)
• CAS DataBase Reference: CIMIGENOL 3-O-BETA-D-XYLOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: CIMIGENOL 3-O-BETA-D-XYLOPYRANOSIDE(27994-11-2)
• EPA Substance Registry System: CIMIGENOL 3-O-BETA-D-XYLOPYRANOSIDE(27994-11-2)

Safety Data

• Hazardous Substances Data: 27994-11-2(Hazardous Substances Data)

Usage

Uses

Cimigenoside exhibits cytotoxicity against five human tumor cell lines.

Upstream product

• 78213-32-8 24-O-acetylhydroshengmanol 3-O-β-D-xylopyranoside 
• 1316305-70-0 2'-O-acetylcimigenol-3-O-β-D-xylopyranoside 

Downstream Products

• 87-72-9 D-Xylose 

Relevant articles and documents

Cycloartane triterpenoids from the aerial parts of Cimicifuga foetida Linnaeus

Cycloartane triterpenoids, 2′,24-O-diacetylisodahurinol-3-O-α- l-arabinopyranoside, 24-O-acetylisodahurinol-3-O-α-l-arabinopyranoside, 12β-hydroxy-25-anhydrocimigenol, cimigenol-12-one, 12β-hydroxy-15- deoxycimigenol, 2′-O-acetyl-24-epi-cimigenol-3-O-α-l- arabinopyranoside, 2′-O-acetylcimigenol-3-O-β-d-xylopyranoside, 25-anhydrocimigenol-3-O-α-l-arabinopyranoside, 2′,23-O- diacetylshengmanol-3-O-α-l-arabinopyranoside, and 2′,24-O-diacetyl- 25-anhydrohydroshengmanol-3-O-α-l-arabinopyranoside, together with eight known compounds, were isolated from aerial parts of Cimicifuga foetida. Their structures were determined by application of spectroscopic analyses and chemical methods. Biological evaluation of the compounds against human HL-60, SMMC-7721, A549, SK-BR-3, and PANC-1 cell lines indicated that three of these compounds exhibited broad-spectrum and moderate cytotoxic activities, with IC50 values ranging from 6.20 to 22.74 μM. By comparing previous cytotoxic testing data and bioassay results from this study, preliminary structure-activity relationships of compounds with a cimigenol-skeleton can be proposed.