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

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

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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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
Diuretic action of several flavone drugs.
Borkowski, B.
Planta Medica, 8, 95-104 (1960)
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
Teng-fei Ji et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 32(12), 1187-1189 (2007-09-07)
To study the chemical constituents of Artemisia rupestris. The chemical constituents were isolated by column chromatography on silica gel, polyamide and Sephadex LH-20. Their structures were elucidated on the basis of spectral analysis. 11 compounds have isolated from this plant
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