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Robinin

Robinin structure

Robinin 

structure
  • CAS No:

    301-19-9

  • Formula:

    C33H40O19

  • Chemical Name:

    Robinin

  • 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)-;Robinin;3-[[6-O-(6-Deoxy-α-L-mannopyranosyl)-β-D-galactopyranosyl]oxy]-7-[(6-deoxy-α-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one;Kaempferol 3-O-α-L-rhamnopyranosyl-(1→6)-β-D-galactopyranosyl 7-O-α-L-rhamnopyranoside;Kaempferol 3-robinoside-7-rhamnoside;30496-67-4;31015-67-5;31921-35-4;41138-57-2;801993-03-3;845784-86-3

  • Categories:

    Natural Products  >  Flavonoids

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].


Robinin is a glycosyloxyflavone that is kaempherol substituted by a 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-galactopyranosyl residue at position 3 and a 6-deoxy-alpha-L-mannopyranosyl residue at position 7 via a glycosidic linkage. It has a role as a plant metabolite. It is a glycosyloxyflavone and a dihydroxyflavone. It derives from a kaempferol.

Robinin Basic Attributes

740.66

740.66

206-113-3

75RT1VGM60

DTXSID50417725

Characteristics

304

0.89

1.7±0.1 g/cm3

250 °C

1064.4±65.0 °C at 760 mmHg

335.7±27.8 °C

1.728

soluble in hot water.

-20°C

Safety Information

NONH for all modes of transport

3

22-24/25

Drug Information

robinin

Computed Properties

Molecular Weight:740.7
XLogP3:-2.2
Hydrogen Bond Donor Count:11
Hydrogen Bond Acceptor Count:19
Rotatable Bond Count:8
Exact Mass:740.21637904
Monoisotopic Mass:740.21637904
Topological Polar Surface Area:304
Heavy Atom Count:52
Complexity:1260
Defined Atom Stereocenter Count:15
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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