Structure via PubChem · Public domain (PubChem)
robinin
Sign in to saveAlso known as kaempherol-3-O-robinoside-7-O-rhamnoside
Robinin (IUPAC: kaempferol-3-O-(6-deoxy-α-L-mannopyranosyl)-β-D-galactopyranoside-7-O-(6-deoxy-α-L-mannopyranosyl)oxy) is a naturally occurring flavonoid glycoside, classified as a flavonol O-glycoside. or from the common locust Robinia pseudoacacia. It is chemically derived as a flavone glycoside from the aglycone Kaempferol, and occurs naturally in several plant species.
Chemical data
- Formula
- C33H40O19
- Molecular weight
- 740.7 g/mol
- IUPAC name
- 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
- SMILES
- 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
- InChIKey
- PEFASEPMJYRQBW-HKWQTAEVSA-N
- XLogP
- -2.2
- Polar surface area
- 304 Ų
- H-bond donors
- 11
- H-bond acceptors
- 19
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- flavone
- Mass
- 740.216379
Show 4 more facts
- found in taxon
- Melilotus officinalis
- canonical SMILES
- CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)C)O)O)O)C6=CC=C(C=C6)O)O)O)O)O)O)O
- chemical formula
- C₃₃H₄₀O₁₉
- isomeric SMILES
- 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
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Chemical properties
- Biological activities and applications
- See also
- References
Robinin (IUPAC: kaempferol-3-O-(6-deoxy-α-L-mannopyranosyl)-β-D-galactopyranoside-7-O-(6-deoxy-α-L-mannopyranosyl)oxy) is a naturally occurring flavonoid glycoside, classified as a flavonol O-glycoside. or from the common locust Robinia pseudoacacia. It is chemically derived as a flavone glycoside from the aglycone Kaempferol, and occurs naturally in several plant species.
Robinin is found in plants of the family Fabaceae, particularly in the genus Robinia, such as Robinia pseudoacacia (black locust or robinia). It has also been reported in other genera, including Vigna and Pueraria.
Excerpted from Wikipedia’s “robinin” article, available under the CC BY-SA 4.0 licence.