4H-1-Benzopyran-4-one, 3-(alpha-L-arabinofuranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-
Basic information
- CAS
5041-67-8- Standard SMILES
O=c1c(O[C@@H]2O[C@H](CO)[C@H](O)[C@H]2O)c(-c2ccc(O)cc2)oc2cc(O)cc(O)c12- InChIKey
POQICXMTUPVZMX-WNJKXWAASA-N- Molecular formula
- C20H18O10
- Average molar mass
- 418.3 g/mol
- Monoisotopic mass
- 418.08999677
Overview
juglanin has been reported in Agarista salicifolia with data available.
Names & identifiers
- Preferred name
- 4H-1-Benzopyran-4-one, 3-(alpha-L-arabinofuranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-
- IUPAC
- 3-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
- English name
- Kaempferol 3-arabinofuranoside
- Molecular formula
- C20H18O10
- Molecular weight
- 418.35
Names & synonyms
UNII-A6TZV8UD2K4H-1-Benzopyran-4-one, 3-(alpha-L-arabinofuranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-Kaempferol-3-O-arabinofuranosideSCHEMBL27160534DTXSID20964670Kaempferol 3-O-beta-D-xylofuranoside5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-3-yl beta-D-xylofuranoside5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-3-yl pentofuranoside3-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-oneJuglaninKaempferol 3-arabinosideJuglanin【Juglans】
Show more names
Kaempferol 3-arabinofuranosideKaempferol 3-O-alpha-L-arabinofuranoside3-[(α-L-Arabinofuranosyl)oxy]-4',5,7-trihydroxyflavone3-(α-L-Arabinofuranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one4H-1-Benzopyran-4-one,3-(a-L-arabinofuranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-Benzopyran-4-one, 3-(α-L-arabinofuranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-
Properties
Computed structural properties
- XLogP
- 1.3
- Topological polar surface area
- 166 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 4
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 672
Physicochemical properties
- Melting point
- 230 · 230-231℃ (ethanol )
- Boiling point
- 803.5 · 803.5±65.0 °C(Predicted)
- Density
- 1.76 · 1.76±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 16.67 mg/mL · Methanol : 16.67 mg/mL (39.85 mM)
- form
- Solid
- pka
- 6.2 · 6.20±0.40(Predicted)
- color
- White to yellow
- InChI
- InChI=1/C20H18O10/c21-7-13-15(25)17(27)20(29-13)30-19-16(26)14-11(24)5-10(23)6-12(14)28-18(19)8-1-3-9(22)4-2-8/h1-6,13,15,17,20-25,27H,7H2/t13-,15-,17+,20/s3
- InChIKey
- POQICXMTUPVZMX-XQAOVFCONA-N
- SMILES
- C1(C2=CC=C(O)C=C2)OC2=C(C(=CC(=C2)O)O)C(=O)C=1OC1O[C@H](CO)[C@@H](O)[C@@H]1O |&1:23,26,28,r|
- FDA UNII
- 6 TZV8UD2K · A6TZV8UD2K
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- hs_code
- 2933998090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H315-H319
- Precautionary statements
- P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Chemistry & industry
Applications
UsesJuglanin inhibits the proliferation of breast cancer cell in a dose- and time-dependent manner and presents less cytotoxic against the normal cells. It is a JNK activator.
Additional notes
DefinitionChEBI: Kaempferol 3-arabinofuranoside is a member of flavonoids and a glycoside.
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Compound notes
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