ChemicalBook--->CAS DataBase List--->52012-29-0

52012-29-0

52012-29-0 Structure

52012-29-0 Structure
IdentificationBack Directory
[Name]

APIGENIN-6-ARABINOSIDE-8-GLUCOSIDE
[CAS]

52012-29-0
[Synonyms]

Isoshaftoside
apigenin-6-α-L-arabinosyl-8-β-glucoside
6-C-alpha-L-Arabinosyl-8-C-beta-D-glucosylapigenin
Apigenin 6-C-alpha-L-arabinopyranoside-8-C-beta-D-glucopyranoside
4H-1-Benzopyran-4-one, 6-α-L-arabinopyranosyl-8-β-D-glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)-
5,7-dihydroxy-2-(4-hydroR)-3,4,5-trihydroxy-6-(hydroxR,4S,5S)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]-4H-chromen-4-one (non-preferred name)
5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-6-[(2S,3R,4S,5S)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]-4H-chromen-4-one (non-preferred name)
[EINECS(EC#)]

218-362-5
[Molecular Formula]

C26H28O14
[MDL Number]

MFCD00210518
[MOL File]

52012-29-0.mol
[Molecular Weight]

564.49
Chemical PropertiesBack Directory
[Boiling point ]

935.0±65.0 °C(Predicted)
[density ]

1.766
[solubility ]

Soluble in ethanol and methanol;
[form ]

powder
[pka]

5.70±0.40(Predicted)
[color ]

Orange
[Water Solubility ]

sparingly soluble in water
[Major Application]

food and beverages
[InChIKey]

NKVFUCSDZNNOHZ-JOAYLRBINA-N
[SMILES]

C1(C2=CC=C(O)C=C2)OC2=C(C(=C(OC3OC[C@@H](O)[C@@H](O)[C@@H]3O)C(=C2OC2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)O)O)C(=O)C=1 |&1:17,19,21,28,31,33,35,r|
[LogP]

0.040 (est)
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

White crystalline powder, soluble in organic solvents such as methanol, ethanol, DMSO, etc., derived from Desmodium sibiricum, Herba Lysimachiae, and Herba Camelliae Preparata.
[Uses]

food and beverages
[Definition]

ChEBI: A C-glycosyl compound that is apigenin substituted at positions 6 and 8 by alpha-L-arabinopyranosyl and beta-D-glucosyl residues respectively.
[in vivo]

Isoschaftoside (20 mg/kg; i.p.; daily for 4 weeks) reverses the nonalcoholic fatty liver disease (NAFLD) and reduces hepatic steatosis in mice[3].

Animal Model:C57 mice fed with a high-fat diet (HFD) (4 weeks; male; C57BL/6JGpt)[3]
Dosage:20 mg/kg
Administration:Intraperitoneal injection (i.p.); daily for 4 weeks
Result:Significantly reduced the body weight and body size of the high-fat diet mice compared with the model group.
Reduced the visceral fat weight of high-fat diet mice.
Significantly attenuated hepatic lipid accumulation induced by a high-fat diet and decreased the number of intracellular lipid droplets and hepatocyte balloons.
Reversed the damage to liver function and the elevation of blood glucose caused by a high-fat diet.
The expression level of p62 and LC3-II was significantly lower than that in the HFD group.
Spectrum DetailBack Directory
[Spectrum Detail]

APIGENIN-6-ARABINOSIDE-8-GLUCOSIDE(52012-29-0)MS
APIGENIN-6-ARABINOSIDE-8-GLUCOSIDE(52012-29-0)1HNMR
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