52442

Monascin

≥97.0% (HPLC)

• Synonym(s): (3S,3aR,9aR)-3-Hexanoyl-9a-methyl-6-((E)-propenyl)-3a,4,8,9a-tetrahydro-3H-furo[3,2-g]isochromene-2,9-dione, (3S,3aR,9aR)-3a,4,8,9a-Tetrahydro-9a-methyl-3-(1-oxohexyl)-6-(1E)-1-propenyl-2H-furo[3,2-g][2]benzopyran-2,9(3H)-dione, Monascoflavin
• Empirical Formula (Hill Notation): C₂₁H₂₆O₅
• CAS Number: 21516-68-7
• Molecular Weight: 358.43
• Beilstein: 51355
• MDL number: MFCD09260177
• UNSPSC Code: 12352200
• PubChem Substance ID: 329757837
• NACRES: NA.47

Properties

• Quality Level: 100
• Assay: ≥97.0% (HPLC)
• form: solid
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• storage temp.: 2-8°C
• SMILES string: CCCCCC(=O)[C@@H]1[C@H]2CC3=C(COC(\C=C\C)=C3)C(=O)[C@]2(C)OC1=O
• InChI: 1S/C21H26O5/c1-4-6-7-9-17(22)18-16-11-13-10-14(8-5-2)25-12-15(13)19(23)21(16,3)26-20(18)24/h5,8,10,16,18H,4,6-7,9,11-12H2,1-3H3/b8-5+/t16-,18+,21-/m1/s1
• InChI key: XXKNHBAFFJINCK-RVEJDSBJSA-N

Description

General description

Monascin is one of the major yellow pigments found in red mold rice. It is structurally similar to ankaflavin.

Application

Monascin has been used to treat 4T1 breast cancer cells and to test its effects on tumor cells anoikis and growth prevention.

Biochem/physiol Actions

Monascin (MS) exerts anti-diabetic and antioxidant properties and provides hyperglycemia control, tissue protection, and thermotolerance in diabetic rats and C. elegans, respectively. It also displays antitumor activity and inhibits Alzheimer′s disease-related tau protein aggregation. Monascin up-regulates high-density lipoprotein cholesterol (HDL-C) levels in hyperlipidemic hamsters model and possesses hypolipidemic properties. It may also possess hepatoprotective effects.

Monascin is one of the azaphilonoid pigments in extracts of Monascus pilosus-fermented rice (red-mold rice). It is a potent inhibitor of carcinogenesis measured against chemical or UV initiated, phorbol-promoted mouse skin tumors.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves