Robinin

Modify Date: 2024-01-02 09:12:04

Robinin Structure
Robinin structure
Common Name Robinin
CAS Number 301-19-9 Molecular Weight 740.659
Density 1.7±0.1 g/cm3 Boiling Point 1064.4±65.0 °C at 760 mmHg
Molecular Formula C33H40O19 Melting Point 194-195ºC
MSDS Chinese USA Flash Point 335.7±27.8 °C

 Use of Robinin


Robinin is present in flavonoid fraction of Vigna unguiculata leaf. Robinin inhibits upregulated expression of TLR2 and TLR4. Robinin ameliorates oxidized low density lipoprotein (Ox-LDL) induced inflammatory insult through TLR4/NF-κB pathway[1].

 Names

Name robinin
Synonym More Synonyms

 Robinin Biological Activity

Description Robinin is present in flavonoid fraction of Vigna unguiculata leaf. Robinin inhibits upregulated expression of TLR2 and TLR4. Robinin ameliorates oxidized low density lipoprotein (Ox-LDL) induced inflammatory insult through TLR4/NF-κB pathway[1].
Related Catalog
Target

TLR2

TLR4

References

[1]. Janeesh PA, et al. Robinin modulates TLR/NF-κB signaling pathway in oxidized LDL induced human peripheral blood mononuclear cells. Int Immunopharmacol. 2014 Jan;18(1):191-7.

 Chemical & Physical Properties

Density 1.7±0.1 g/cm3
Boiling Point 1064.4±65.0 °C at 760 mmHg
Melting Point 194-195ºC
Molecular Formula C33H40O19
Molecular Weight 740.659
Flash Point 335.7±27.8 °C
Exact Mass 740.216370
PSA 308.12000
LogP 0.89
Vapour Pressure 0.0±0.3 mmHg at 25°C
Index of Refraction 1.728
Storage condition ?20°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DJ2979380
CHEMICAL NAME :
4H-1-Benzopyran-4-one, 3-((6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-galac topyranosyl) oxy)-7-((6-deoxy-alpha-L-mannopyranosyl)oxy)-5-hydrox y-2-(4-hydroxyphenyl)-
CAS REGISTRY NUMBER :
301-19-9
LAST UPDATED :
199410
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C33-H40-O19
MOLECULAR WEIGHT :
740.73
WISWESSER LINE NOTATION :
T66 BO EVT&J GQ IO- BT6OTJ CQ DQ EQ F1& DO- BT6OTJ CQ DQ EQ F1O- BT6OTJ CQ DQ EQ F1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :
Mutation in microorganisms
TEST SYSTEM :
Bacteria - Salmonella typhimurium
DOSE/DURATION :
100 ug/plate
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 66,223,1979

 Safety Information

Hazard Codes Xi
Safety Phrases 22-24/25
RIDADR NONH for all modes of transport

 Articles10

More Articles
Roles of flavonoids in plant resistance to insects.

Prog. Clin. Biol. Res. 213 , 87-100, (1986)

Simultaneous determination of the flavonoids robinin and kaempferol in human breast cancer cells by liquid chromatography-tandem mass spectrometry.

J. Pharm. Biomed. Anal. 55 , 109-113, (2011)

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 c...

Effects of selected flavonoids and carotenoids on drug accumulation and apoptosis induction in multidrug-resistant colon cancer cells expressing MDR1/LRP.

In Vivo 19 , 433-8., (2005)

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 us...

 Synonyms

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)-
5-Hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}methyl)tetrahydro-2H-pyran-2-yl]oxy}-4H-chromen-4-one
3-[[6-O-(6-Deoxy-a-L-mannopyranosyl)-b-D-galactopyranosyl]oxy]-7-[(6-deoxy-a-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
7-[(6-Deoxy-α-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl-6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-galactopyranoside
kaempherol-3-O-robinoside-7-O-rhamnoside
Kaempferol-3-O-gal-rham-7-O-rham
7-[(6-Deoxy-α-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-galactopyranoside
Robinin
5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
Kaempferol 3-Robinoside 7-Rhamnoside
kaempherol-3-O-gal-rha-7-O-rha
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)-
5-Hydroxy-2-(4-hydroxyphényl)-7-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-méthyltétrahydro-2H-pyran-2-yl]oxy}-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-méthyltétrahydro-2H-pyran-2-yl]oxy}méthyl)tétrahydro-2H-pyran-2-yl]oxy}-4H-chromén-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
5-Hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}methyl)tetrahydro-2H-pyran-2-yl]oxy}-4H-chromen-4-on
Kaempferol-3-O-robinoside-7-O-rhamnoside
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)-
EINECS 206-113-3