5-Hydroxy-2-(4-methoxyphenyl)-7-(3,4,5-trihydroxy-6-((3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl)oxan-2-yl)oxychromen-4-one
Basic information
- CAS
20633-93-6- Standard SMILES
COc1ccc(-c2cc(=O)c3c(O)cc(OC4OC(COC5OC(C)C(O)C(O)C5O)C(O)C(O)C4O)cc3o2)cc1- InChIKey
YFVGIJBUXMQFOF-UHFFFAOYSA-N- Molecular formula
- C28H32O14
- Average molar mass
- 592.5 g/mol
- Monoisotopic mass
- 592.17920569
Overview
5-Hydroxy-2-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one has been reported in Chrysanthemum morifolium, Linaria vulgaris, and other organisms with data available.
Names & identifiers
- Preferred name
- 5-Hydroxy-2-(4-methoxyphenyl)-7-(3,4,5-trihydroxy-6-((3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl)oxan-2-yl)oxychromen-4-one
- IUPAC
- 5-hydroxy-2-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
- English name
- FORTUNELLIN
- Molecular formula
- C28H32O14
- Molecular weight
- 592.55
Names & synonyms
GNF-Pf-21605-hydroxy-2-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one5-Hydroxy-2-(4-methoxyphenyl)-7-(3,4,5-trihydroxy-6-((3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl)oxan-2-yl)oxychromen-4-oneRefChem:1072981Buddleoside;Linarine5-hydroxy-2-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxymethyl]tetrahydropyran-2-yl]oxy-chromen-4-oneBuddleoflavonoloside (Linarin; Acaciin; Linaric acid)Acaciin [M+H]+Acacetin-7-O-b-D-rutinosideCHEMBL601333orb1222207orb1300246
Show more names
ACACETIN-7-O-NEOHESPERIDOSIDEFORTUNELLINACACETIN-7-NEOHESPERIDOSIDE4H-1-Benzopyran-4-one, 7-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5-hydroxy-2-(4-methoxyphenyl)-
orb3140377SCHEMBL7169195s9290AKOS000507432AKOS021983167T6S0653LS-15240DB-050312
Properties
Computed structural properties
- XLogP
- -0.5
- Topological polar surface area
- 214 Ų
- Hydrogen bond donors
- 7
- Hydrogen bond acceptors
- 14
- Rotatable bonds
- 7
- Heavy atoms
- 42
- Formal charge
- 0
- Complexity
- 955
Physicochemical properties
- Melting point
- 193 · 193-198°C
- Boiling point
- 888.7 · 888.7±65.0 °C(Predicted)
- Density
- 1.62 · 1.62±0.1 g/cm3(Predicted)
- pka
- 6.1 · 6.10±0.40(Predicted)
- form
- Solid
- color
- Off-white to light yellow
Chemistry & industry
Applications
DescriptionFortunellin is a potential anti-inflammation agent in inflammatory diseases, it targets miR-374a, which is a negative regulator of phosphatase and tensin homolog (PTEN). Fortunellin protects against high fructose-induced diabetic heart injury in mice by suppressing inflammation and oxidative stress via AMPK/Nrf-2 pathway regulation.
UsesFortunellin is a flavonoid that can be isolated from kumquat (Fortunella margarita) fruit. Studies have shown that Fortunellin inhibits LPS-induced inflammation and ROS production in H9C2 cells, and also prevents fructose-induced inflammation and oxidative stress by enhancing the AMPK/Nrf2 pathway. In addition, Fortunellin has a dual role in the prevention and treatment of coronaviral disease, with antiviral activity against SARS-CoV-2 and anti-inflammatory immunomodulatory capacity in the host.
Upstream & downstream products
Downstream products
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…