Morin (flavonol)

Morin
Names


IUPAC name 2′,3,4′,5,7-Pentahydroxyflavone
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
Identifiers
CAS Number	654055-01-3
3D model (JSmol)	Interactive image
ChEBI	CHEBI:75092
ChEMBL	ChEMBL28626^Y
ChemSpider	4444989^Y
ECHA InfoCard	100.006.858
IUPHAR/BPS	411
KEGG	C10105^Y
PubChem CID	5281670
CompTox Dashboard (EPA)	DTXSID1022398
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^Y Key: YXOLAZRVSSWPPT-UHFFFAOYSA-N^Y InChI=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
SMILES O=C1c3c(O/C(=C1/O)c2ccc(O)cc2O)cc(O)cc3O
Properties
Chemical formula	C₁₅H₁₀O₇
Molar mass	302.238 g·mol⁻¹
Density	1.799 g/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references

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 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

^ ^a ^b ^c 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. PMC 3375438. PMID 22238175.

Flavonols and their conjugates

Backbone

Aglycones	3-Hydroxyflavone (synthetic) and derivatives

Aglycones

Conjugates

Glycosides of herbacetin

Glycosides of kaempferol

Glycosides of myricetin

Conjugates of quercetin

Sulfates

Glycosides

O-Methylated flavonols

Aglycones

Glycosides

of isorhamnetin	Narcissin (Isorhamnetin 3-O-rutinoside) Isorhamnetin 3-O-glucoside Tamarixetin 7-rutinoside
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)

Derivative flavonols

Aglycones	Noricaritin Dihydronoricaritin
Glycosides	Amurensin Icariin Phelloside Dihydrophelloside Rutin S

Pyranoflavonols

Aglycones	Karanjachromene

Furanoflavonols

Aglycones	Karanjin
Glycosides	Pongamoside A, B and C

Semisynthetic

Glycosides	Hydroxyethylrutosides Monoxerutin Troxerutin

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This page was last edited on 17 May 2024, at 08:17