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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
BCCD4828
BCCC3499
BCBV8024
BCBV0809
BCBS4073V

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[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
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
V D Bokkenheuser et al.
The Biochemical journal, 248(3), 953-956 (1987-12-15)
Rutin and quercitrin are hydrolysed to quercetin, and robinin is hydrolysed to kaempferol, by faecal flora from healthy subjects. The enzymes required for these hydrolyses, namely alpha-rhamnosidase and beta-galactosidase, were produced by some strains of Bacteroides distasonis; other strains, however
Roles of flavonoids in plant resistance to insects.
P A Hedin et al.
Progress in clinical and biological research, 213, 87-100 (1986-01-01)
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