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Merck
CN

53609

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:
301-19-9
Molecular Weight:
740.66
PubChem Substance ID:
329757959
UNSPSC Code:
12352201
NACRES:
NA.25
EC Number:
206-113-3

Key Documents

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InChI key

PEFASEPMJYRQBW-HKWQTAEVSA-N

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

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

assay

≥90.0% (HPLC)

form

powder

storage temp.

−20°C

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Biochem/physiol Actions

Flavone glycoside from Robinia with antibacterial and diuretic properties; derived from kaempferol.
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. Robinin was detected in lysates of the human breast cancer cell line MCF-7 using liquid chromatography-tandem maβ spectrometry.

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
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK2485
BCCD4828
BCCC3499
BCBV8024
BCBV0809

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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
[Robinin intoxication].
B Lagarón Cabello et al.
Atencion primaria, 30(4), 258-259 (2002-09-19)
Raymond E March et al.
Rapid communications in mass spectrometry : RCM, 18(9), 931-934 (2004-04-30)
A mass spectrometric method based on the combined use of electrospray ionization, collision-induced dissociation and tandem mass spectrometry has been applied to the structural characterization of the flavone triglycoside, robinin (3,5,7,4'-tetrahydroxyflavone-3-O-robinoside-7-O-rhamnoside). The deprotonated molecule fragments by loss of the rhamnose
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
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
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