Morin
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| Names
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| IUPAC name
2′,3,4′,5,7-Pentahydroxyflavone
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Systematic IUPAC name
2-(2,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one |
| Other names
Aurantica
Al-Morin
Morin hydrate
Calico Yellow
Toxylon pomiferum
Bois d'arc
Osage orange extract
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| Identifiers
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CAS Number
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3D model (JSmol)
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| ChEBI
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| ChEMBL
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- ChEMBL28626
 Y
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| ChemSpider
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- 4444989 Y
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IUPHAR/BPS
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| KEGG
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- C10105 Y
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InChI
InChI=1S/C15H10O7/c16-6-1-2-8(9(18)3-6)15-14(21)13(20)12-10(19)4-7(17)5-11(12)22-15/h1-5,16-19,21H YKey: YXOLAZRVSSWPPT-UHFFFAOYSA-N YInChI=1/C15H10O7/c16-6-1-2-8(9(18)3-6)15-14(21)13(20)12-10(19)4-7(17)5-11(12)22-15/h1-5,16-19,21H Key: YXOLAZRVSSWPPT-UHFFFAOYAH
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SMILES
O=C1c3c(O/C(=C1/O)c2ccc(O)cc2O)cc(O)cc3O
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| Properties
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Chemical formula
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C15H10O7
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| Molar mass
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302.238 g·mol−1
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| Density
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1.799 g/mL
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
 Y verify (what is Y N ?)
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| Infobox references
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Tracking categories (test):
Morin is a yellow chemical compound that can be isolated from Maclura pomifera (Osage orange), Maclura tinctoria (old fustic), and from leaves of Psidium guajava (common guava).[1] In a preclinical in vitro study, morin was found to be a weak inhibitor of fatty acid synthase with an IC50 of 2.33 μM.[2] Morin was also found to inhibit amyloid formation by islet amyloid polypeptide (or amylin) and disaggregate amyloid fibers.[3]
Morin exhibit inhibitory action against IgE-mediated allergic response. Morin treatment significantly down-regulated expressions of BLT2, NF-κB, and Th2-cytokine (TNF-α, IL-1β, IL-4, IL-6, and IL-13) in lungs of murine model of allergic asthma.[4]
Morin can be used to test for the presence of aluminium or tin in a solution, since it forms characteristically fluorescent coordination complexes with them under UV light.
Glycosides
- Morin-3-O-arabinoside[1]
- Morin-3-O-lyxoside[1]
References
- ↑ 1.0 1.1 1.2 Rattanachaikunsopon, Pongsak; Phumkhachorn, Parichat (2007). "Bacteriostatic effect of flavonoids isolated from leaves of Psidium guajava on fish pathogens". Fitoterapia 78 (6): 434–436. doi:10.1016/j.fitote.2007.03.015. PMID 17553634.
- ↑ Tian, Wei-Xi (2006). "Inhibition of Fatty Acid Synthase by Polyphenols". Current Medicinal Chemistry 13 (8): 967–977. doi:10.2174/092986706776361012. PMID 16611078.
- ↑ Noor, Harris; Cao, Ping; Raleigh, Daniel P. (2012). "Morin hydrate inhibits amyloid formation by islet amyloid polypeptide and disaggregates amyloid fibers". Protein Science 21 (3): 373–382. doi:10.1002/pro.2023. PMID 22238175.
- ↑ Kandhare, Amit D.; Liu, Zihao; Mukherjee, Anwesha A.; Bodhankar, Subhash L. (2019). "Therapeutic Potential of Morin in Ovalbumin-induced Allergic Asthma Via Modulation of SUMF2/IL-13 and BLT2/NF-kB Signaling Pathway". Current Molecular Pharmacology 12 (2): 122–138. doi:10.2174/1874467212666190102105052. PMID 30605067.
Flavonols and their conjugates |
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| Backbone | | Aglycones |
- 3-Hydroxyflavone (synthetic) and derivatives
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| Flavonols | | Aglycones |
- Fisetin
- Galangin
- Gossypetin
- Herbacetin
- Kaempferol
- Morin
- Myricetin
- Quercetagetin
- Quercetin
- Robinetin
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| Conjugates | | Glycosides of herbacetin | |
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| Glycosides of kaempferol |
- Afzelin (Kaempferol 3-rhamnoside)
- Astragalin (kaempferol 3-O-glucoside)
- Kaempferitrin (kaempferol 3,7-dirhamnoside)
- Juglanin (Kaempferol 3-O-arabinoside)
- Kaempferol 3-alpha-L-arabinopyranoside
- Kaempferol 3-alpha-D-arabinopyranoside
- Kaempferol 7-alpha-L-arabinoside
- Kaempferol 7-O-glucoside
- Kaempferol 3-lathyroside
- Kaempferol 4'-rhamnoside
- Kaempferol 5-rhamnoside
- Kaempferol 7-rhamnoside
- Kaempferol 7-O-alpha-L-rhamnofuranoside
- Kaempferol 3-xyloside
- Kaempferol 7-xyloside
- Robinin (kaempferol-3-O-robinoside-7-O-rhamnoside)
- Kaempferol 3-O-rutinoside
- Sophoraflavonoloside (Kaempferol 3-O-sophoroside)
- Trifolin (Kaempferol 3-O-beta-D-galactoside)
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| Glycosides of myricetin |
- Betmidin (Myricetin 3-O-arabinoside)
- Myricetin 3-O-rutinoside
- Myricetin-3-O-neohesperidoside
- Myricitrin (Myricetin 3-O-rhamnoside)
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| Conjugates of quercetin | | Sulfates |
- Quercetin 3-O-sulfate
- Quercetin 3,3'-bissulfate
- Quercetin 3,4'-bissulfate
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| Glycosides |
- Avicularin (quercetin-3-O-α-L-arabinofuranoside)
- CTN-986
- Guaijaverin (quercetin 3-O-arabinoside)
- Heliosin (quercetin 3-digalactoside)
- Hyperoside (quercetin 3-O-galactoside)
- Isoquercetin (quercetin 3-O-glucoside)
- Miquelianin (quercetin 3-O-glucuronide)
- Quercetin 3,4'-diglucoside
- Quercetin-3-sophorodide
- Quercitrin (quercetin 3-O-rhamnoside)
- Rutin (quercetin rutinoside)
- Reinutrin (quercetin-3-D-xyloside)
- Spiraeoside (quercetin 4'-O-glucoside)
- Taxillusin (galloylated 3-O-glucoside of quercetin°
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| O-Methylated flavonols | | Aglycones |
- 5-O-methylmyricetin
- Annulatin
- Ayanin
- Axillarin
- Azaleatin
- Brickellin
- Centaureidin
- Chrysosplenetin
- Combretol
- Ermanin
- Eupatolitin
- Eupalitin
- Europetin
- Isorhamnetin
- Jaceidin
- Kaempferide
- Kumatakenin
- Laricitrin
- Natsudaidain
- Ombuin
- Pachypodol
- Patuletin
- Retusin
- Mearnsetin
- Rhamnazin
- Rhamnetin
- Santin
- Spinacetin
- Syringetin
- Tamarixetin
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| Glycosides | | of isorhamnetin |
- Narcissin (Isorhamnetin 3-O-rutinoside)
- Isorhamnetin 3-O-glucoside
- Tamarixetin 7-rutinoside
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| other |
- Azalein (Azaleatin 3-O-α-L-rhamnoside)
- Centaurein (Centaureidin 7-O-glucoside)
- Eupalin (Eupalitin 3-0-rhamnoside)
- Eupatolin (Eupatolitin 3-O-rhamnoside)
- Jacein (Jaceidin 7-O-glucoside)
- Patulitrin (Patuletin 7-O-glucoside
- Xanthorhamnin (Rhamnetin glycoside)
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| Derivative flavonols | | Aglycones |
- Noricaritin
- Dihydronoricaritin
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| Glycosides |
- Amurensin
- Icariin
- Phelloside
- Dihydrophelloside
- Rutin S
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| Pyranoflavonols | |
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| Furanoflavonols | |
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| Semisynthetic | |
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 | Original source: https://en.wikipedia.org/wiki/Morin (flavonol). Read more |
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