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Key Documents

53609

Sigma-Aldrich

Robinin

≥90.0% (HPLC)

Synonym(s):

Kaempferol 3-O-robinoside-7-O-rhamnoside

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About This Item

Empirical Formula (Hill Notation):
C33H40O19
CAS Number:
Molecular Weight:
740.66
EC Number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

assay

≥90.0% (HPLC)

form

powder

storage temp.

−20°C

SMILES string

C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(Oc4cc(O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)cc(O)c4C3=O)c6ccc(O)cc6)[C@H](O)[C@@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O

InChI

1S/C33H40O19/c1-10-19(36)23(40)26(43)31(47-10)46-9-17-21(38)25(42)28(45)33(51-17)52-30-22(39)18-15(35)7-14(49-32-27(44)24(41)20(37)11(2)48-32)8-16(18)50-29(30)12-3-5-13(34)6-4-12/h3-8,10-11,17,19-21,23-28,31-38,40-45H,9H2,1-2H3/t10-,11-,17+,19-,20-,21-,23+,24+,25-,26+,27+,28+,31+,32-,33-/m0/s1

InChI key

PEFASEPMJYRQBW-HKWQTAEVSA-N

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Biochem/physiol Actions

Flavone glycoside from Robinia with antibacterial[1] and diuretic [2] properties; derived from kaempferol.[3][4]
The ability of robinin to reverse the multidrug resistance of the human colon cancer cell line Colo 320 expreβing MDR1/LRP was explored by monitoring their uptake of Rhodamine 123, but was shown to have minimal effect. [5] Robinin was detected in lysates of the human breast cancer cell line MCF-7 using liquid chromatography-tandem maβ spectrometry. [4]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Lia Tsiklauri et al.
Journal of pharmaceutical and biomedical analysis, 55(1), 109-113 (2011-01-15)
An accurate, precise and sensitive method was developed and validated for the simultaneous quantification of the flavonoid glycoside robinin, and its algycone kaempferol in human breast cancer MCF-7 cells. The application of liquid chromatography-tandem mass spectrometry (LC/MS/MS) with a TurboIonspray
Diuretic action of several flavone drugs.
Borkowski, B.
Planta Medica, 8, 95-104 (1960)
Ching S Lau et al.
Applied biochemistry and biotechnology, 121-124, 783-794 (2005-06-03)
Kudzu (Pueraria lobata) foliage has been touted as a possible energy crop. High-performance liquid chromatography and mass spectrometry analysis of the methanolic kudzu foliage extracts confirmed the presence of robinin (kaempferol-3-O-robinoside-7-O-rhamnoside). Robinin accounted for 0.65 +/- 0.16% (dry basis) of
Optimum HPLC parameters for simultaneous determination of Robinin and Kaempferol.
Tsiklauri, L. K., et al.
Pharmaceutical Chemistry Journal, 46, 64-67 (2012)
Katalin Ugocsai et al.
In vivo (Athens, Greece), 19(2), 433-438 (2005-03-31)
The effects of various flavonoids and carotenoids on Rhodamine 123 accumulation in multidrug-resistant Colo 320 human colon cancer cells expressing MDR1/LRP were studied. The Colo 205 cell line was used as a drug-sensitive control. Rotenon, Catechin, Neohesperidin, Naringin, Robinin, Phloridzin

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