Robinin

Robinin is a chemical compound. It can be isolated from Vinca erecta[1] or from the common locust Robinia pseudoacacia.[2] It is a flavone glycoside based on kaempferol.

Robinin
Robinin structure
Names
IUPAC name
4′,5-Dihydroxy-3-[α-L-rhamnopyranosyl-(1→6)-β-D-galactopyranosyloxy]-7-(α-L-rhamnopyranosyloxy)flavone
Systematic IUPAC name
(12S,13R,14R,15R,16S,52S,53R,54S,55R,56R,82R,83R,84R,85R,86S)-13,14,15,35,53,54,55,83,84,85-Decahydroxy-32-(4-hydroxyphenyl)-16,86-dimethyl-34H-2,4,7-trioxa-3(7,3)-[1]benzopyrana-1,8(2),5(2,6)-tris(oxana)octaphan-34-one
Other names
Kaempferol-3-O-gal-rham-7-O-rham
Kaempferol-3-O-robinoside-7-O-rhamnoside
Kaempferol robinoside
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.005.559
KEGG
UNII
  • 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 ☒N
    Key: PEFASEPMJYRQBW-HKWQTAEVSA-N ☒N
  • InChI=1/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
    Key: PEFASEPMJYRQBW-HKWQTAEVBB
  • C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O)C6=CC=C(C=C6)O)O)O)O)O)O)O
Properties
C33H40O19
Molar mass 740.66 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

References
  1. Akhmedzhanova, V. (1986). "Robinin and kaempfereol fromVinca erecta". Chemistry of Natural Compounds. 22 (5): 601–602. doi:10.1007/BF00599275. S2CID 4827681.
  2. Sando, Charles E. (1932). "The Plant Coloring Matter, Robinin". Journal of Biological Chemistry. 94 (3): 675–680. doi:10.1016/s0021-9258(18)76392-8.


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