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480-10-4

480-10-4 Structure

480-10-4 Structure
IdentificationMore
[Name]

ASTRAGALIN
[CAS]

480-10-4
[Synonyms]

ASTRAGALIN
KAEMPFEROL-3-GLUCOSIDE
KAEMPFEROL-3-O-BETA-D-GLUCOPYRANOSIDE
KAEMPFEROL-3-O-GLUCOSIDE
4h-1-benzopyran-4-one,3-(beta-d-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyp
astragaline
k5
kaempferol-3-beta-glucopyranoside
kaempferol-3-beta-monoglucoside
kaempferol-3-d-glucoside
Kaempferol-3-glucoside 97%
ASTRAGALIN hplc
KAEMPFEROL-3-O-GLUCOSIDE WITH HPLC
Kaempferol 3-β-glucopyranoside
Kaempferol 3-β-monoglucoside
[EINECS(EC#)]

232-268-1
[Molecular Formula]

C21H20O11
[MDL Number]

MFCD00075932
[Molecular Weight]

448.38
[MOL File]

480-10-4.mol
Questions And AnswerBack Directory
[Overview]

Astragalin is a chemical compound. It can be isolated from Phytolacca americana (the American pokeweed) or in the methanolic extract of fronds of the fern Phegopteris connectilis.t is also found in wine.

[Preparation]

method for the enzymatic synthesis of ASTRAGALIN comprises the following steps:
1) Cloning, expressing, and purifying the key enzymes required for the synthesis of ASTRAGALIN, including glycogen phosphorylase GP, glucose pyrophosphorylase GalU, flavanone-3-hydroxylase F3H, flavanone synthase FLS1, and flavonoid 3-O-glucosyltransferase UGT78K2;
2) Muscle glycogen (Gn) synthesizes glucose-1-phosphate (G-1-P) under the action of GP;
3) G-1-P synthesizes uridine diphosphate glucose (UDPG) under the action of GalU;
4) Naringin (NRN) synthesizes dihydrokaempferol (DHK) under the action of F3H;
5) DHK synthesizes kaempferol (KMF) under the action of FLS1;
6) KMF and UDPG synthesize ASTRAGALIN under the action of UGT78K2. This invention involves fewer steps, milder operating conditions, fewer byproducts, higher yield, no pollution, and significantly reduced production costs.
[source]

Astragalin belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Astragalin exists as a solid, slightly soluble (in water), and a very weakly acidic compound (based on its pKa). Within the cell, astragalin is primarily located in the cytoplasm. Astragalin can be converted into astragalin heptaacetate and 2''-acetylastragalin. Outside of the human body, astragalin can be found in a number of food items such as tamarind, american cranberry, chickpea, and bilberry. This makes astragalin a potential biomarker for the consumption of these food products.

Chemical PropertiesBack Directory
[Melting point ]

223-229°C
[Boiling point ]

823.2±65.0 °C(Predicted)
[density ]

1.79±0.1 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Store in freezer, under -20°C
[solubility ]

DMF: 30 mg/ml; DMSO: 30 mg/ml; DMSO:PBS (pH 7.2) (1:6): 0.14 mg/ml
[form ]

neat
[pka]

6.20±0.40(Predicted)
[color ]

Yellow
[biological source]

mouse
[Detection Methods]

NMR,HPLC
[Cosmetics Ingredients Functions]

ANTIOXIDANT
SKIN CONDITIONING - MISCELLANEOUS
[InChIKey]

JPUKWEQWGBDDQB-QSOFNFLRSA-N
[SMILES]

O=C1C(=C(C2C=CC(O)=CC=2)OC2=CC(O)=CC(O)=C12)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O |&1:21,22,23,25,27,r|
[LogP]

1.950 (est)
[CAS DataBase Reference]

480-10-4(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
[Safety Statements ]

S22:Do not breathe dust .
[WGK Germany ]

3
[RTECS ]

DJ3080000
[HS Code ]

29389090
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

Yellow solid powder

[Uses]

Astragaline is found in Erica multiflora leaf extract, which is used for mitigating high-?fat and high-?fructose diet (HFFD)?-?induced metabolic syndrome.
[Definition]

ChEBI: A kaempferol O-glucoside in which a glucosyl residue is attached at position 3 of kaempferol via a beta-glycosidic linkage.
[Biological Activity]

Similar kaempferol glycosides reduce food intake and corresponding weight gain in Wistar rats.The glucoside was not tested.
[in vivo]

Astragalin (25, 50, and 75 mg/kg; p.o.; once every two days; 25 d) reduces the tumor volumes, tumor weight and tumor formation rates and decreases expression of p-NFκB and p-iκκα in nude mouse model?with human colon cancer[1].

Animal Model:Male BALB/c nude mice (4-week-old) with HCT116 cells (s.c.)[1]
Dosage:0 mg/kg, 25 mg/kg, 50 mg/kg, 75 mg/kg
Administration:Oral gavage; once every two days; for 25 days
Result:Resulted tumor inhibition rates of 17.43%, 34.89% (p?< 0.01), and 67.06% with 25 mg/kg, 50 mg/kg, 75 mg/kg dose administration.
Showed no effect on mouse weight.
[IC 50]

p65
Spectrum DetailBack Directory
[Spectrum Detail]

ASTRAGALIN(480-10-4)1HNMR
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