ChemicalBook--->CAS DataBase List--->80681-45-4

80681-45-4

80681-45-4 Structure

80681-45-4 Structure
IdentificationBack Directory
[Name]

CIMIFUGIN BETA-D-GLUCOPYRANOSIDE
[CAS]

80681-45-4
[Synonyms]

Cimifugin 7-glucoside
rim-O-glucosylcimifugin
prim-O-Glucosylcimifugin
CIMIFUGIN BETA-D-GLUCOPYRANOSIDE
5H-Furo[3,2-g][1]benzopyran-5-one,7-[(β-D-
CIMIFUGIN BETA-D-GLUCOPYRANOSIDE USP/EP/BP
Prim-O-glucosylcimifugin, 98%, from Cimicifuga foetida L.
glucopyranosyloxy)methyl]-2,3-dihydro-2-(1-hydroxy-1-methylethyl)-4-methoxy-,(2S)-
5H-Furo[3,2-g][1]benzopyran-5-one, 7-[(β-D-glucopyranosyloxy)methyl]-2,3-dihydro-2-(1-hydroxy-1-methylethyl)-4-methoxy-, (2S)-
(2S)-2-(2-hydroxypropan-2-yl)-4-methoxy-7-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydrofuro[3,2-g]chromen-5-one
[Molecular Formula]

C22H28O11
[MDL Number]

MFCD09037394
[MOL File]

80681-45-4.mol
[Molecular Weight]

468.452
Chemical PropertiesBack Directory
[Melting point ]

118~120℃
[Boiling point ]

736.9±60.0 °C(Predicted)
[density ]

1.53±0.1 g/cm3(Predicted)
[storage temp. ]

4°C, protect from light
[solubility ]

DMF: 15 mg/ml; DMSO: 15 mg/ml; Ethanol: 15 mg/ml; PBS (pH 7.2): 5 mg/ml
[form ]

powder to crystal
[pka]

12.94±0.70(Predicted)
[color ]

White to Light yellow
[InChIKey]

XIUVHOSBSDYXRG-BZOGYWBENA-N
[SMILES]

C12=C(C=C3O[C@H](C(C)(C)O)CC3=C1OC)OC(CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)=CC2=O |&1:5,19,21,24,26,28,r|
Safety DataBack Directory
[Safety Statements ]

24/25
[HS Code ]

29389090
Hazard InformationBack Directory
[Chemical Properties]

White crystalline powder, soluble in methanol, derived from Fangji, Fangfeng, Huashan Qianhu.
[Uses]

Prim-O-glucosylcimifugin have anti-inflammatory, immunosuppressive effects.
[Definition]

ChEBI: PRIM-O-GLUCOSYLCIMIFUGIN is an organic heterotricyclic compound and an oxacycle.
[in vivo]

Bronchoalveolar lavage fluid (BALF) is collected at 7 h after lipopolysaccharide (LPS) administration and the cytokine levels in BALF are measured by ELISA. The levels of TNF-α, IL-1β and IL-6 in BALF are increased dramatically compared with control group. However, pretreatment with Prime-O-glucosylcimifugin (2.5, 5 or 10 mg/kg) significantly down-regulates the levels of TNF-α, IL-1β and IL-6 in a dose-dependent manner (P<0.05, P<0.01)[1].

[target]

COX-2

< span>

iNOS

[IC 50]

iNOS; COX-2
[storage]

4°C, protect from light
Spectrum DetailBack Directory
[Spectrum Detail]

CIMIFUGIN BETA-D-GLUCOPYRANOSIDE(80681-45-4)1HNMR
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