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301-19-9

301-19-9 Structure

301-19-9 Structure
IdentificationBack Directory
[Name]

ROBININ
[CAS]

301-19-9
[Synonyms]

ROBININ
Nsc9222
Aids082734
Aids-082734
Robinin >=90.0% (HPLC)
kaempferol-3-o-gal-rham-7-o-rham
KAEMPFEROL 3-ROBINOSIDE 7-RHAMNOSIDE
KAEMPFEROL 3-O-ROBINOSIDE 7-RHAMNOSIDE
KAEMPFEROL-3-O-ROBINOSIDE-7-O-RHAMNOSIDE
kaempferol-3-O-galactose-rhamnose-7-O-rhamnose
yranosyl)oxy)-7-((6-deoxy-alpha-l-mannopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyph
4h-1-benzopyran-4-one,3-((6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-galactop
4',5-Dihydroxy-7-(α-L-rhamnopyranosyloxy)-3-[(6-O-α-L-rhamnopyranosyl-β-D-galactopyranosyl)oxy]flavone
2-(4-Hydroxyphenyl)-3-[6-O-(α-L-rhamnopyranosyl)-β-D-galactopyranosyloxy]-5-hydroxy-7-(α-L-rhamnopyranosyloxy)-4H-1-benzopyran-4-one
3-[[6-O-(6-Deoxy-α-L-mannopyranosyl)-β-D-galactopyranosyl]oxy]-7-[(6-deoxy-α-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 3-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-galactopyranosyl]oxy]-7-[(6-deoxy-α-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-
3-[[6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-galactopyranosyl]oxy]-7-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 3-((6-o-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-galactopyranosyl)oxy)-7-((6-deoxy-.alpha.-L-mannopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl
[EINECS(EC#)]

206-113-3
[Molecular Formula]

C33H40O19
[MDL Number]

MFCD00016940
[MOL File]

301-19-9.mol
[Molecular Weight]

740.66
Chemical PropertiesBack Directory
[Chemical Properties]

Robinin is a flavone belonging to the flavonol glycosides occurring in Robinia species, e. g., Robinia pseudoacacia (Fabaceae) and in Pueraria and Vigna species (Fabaceae). Robinin has been reported to have antibacterial activity.
[Melting point ]

194-195°C
[Boiling point ]

1064.4±65.0 °C(Predicted)
[density ]

1.74±0.1 g/cm3(Predicted)
[storage temp. ]

?20°C
[solubility ]

Soluble in hot water
[form ]

powder
[pka]

5.81±0.40(Predicted)
[color ]

light yellow crystal. hydrate: light yellow needles.
[Water Solubility ]

soluble in hot water.
[LogP]

0.890 (est)
[CAS DataBase Reference]

301-19-9
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

food and beverages
[Definition]

ChEBI:Robinin is a glycosyloxyflavone that is kaempherol substituted by a 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-galactopyranosyl residue at position 3 and a 6-deoxy-alpha-L-mannopyranosyl residue at position 7 via a glycosidic linkage. It has a role as a plant metabolite. It is a glycosyloxyflavone and a dihydroxyflavone. It is functionally related to a kaempferol.
[in vivo]

The combination of Robinin and methotrexate (50 mg/kg and 0.3 mg/kg, Oral gavage, Twice a week) has anti-inflammatory and anti-arthritic action in adjuvant arthritis mice models[3].
Robinin (50 mg/kg, Oral gavage, 10 days) can modulate the cardioprotective effect of the TGF-β1 signaling pathway on Adriamycin-induced cardiotoxicity[4].

Animal Model:Adjuvant arthritis mice model[3]
Dosage:50 mg/kg Robinin and 0.3 mg/kg MTX twice a week
Administration:Oral gavage (p.o.)
Result:Had anti-inflammatory and anti-arthritic action.
Animal Model:Sprague Dawley rats model[4]
Dosage:50 mg/kg Robinin for 10 days
Administration:Oral gavage (p.o.)
Result:Reduced the cardiotoxic effects of Doxorubicin-induced
[IC 50]

TLR2; TLR4
[storage]

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

Robinin(301-19-9)1HNMR
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