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Merck

52442

Sigma-Aldrich

Monascin

≥97.0% (HPLC)

Synonym(e):

(3S,3aR,9aR)-3-Hexanoyl-9a-methyl-6-((E)-propenyl)--3a,4,8,9a-tetrahydro-3H-furo[3,2-g]isochromen-2,9-dion, (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)-dion, Monascoflavin

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About This Item

Empirische Formel (Hill-System):
C21H26O5
CAS-Nummer:
Molekulargewicht:
358.43
Beilstein:
51355
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.47

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Assay

≥97.0% (HPLC)

Form

solid

Anwendung(en)

metabolomics
vitamins, nutraceuticals, and natural products

Lagertemp.

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

InChIKey

XXKNHBAFFJINCK-RVEJDSBJSA-N

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Allgemeine Beschreibung

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

Anwendung

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

Biochem./physiol. Wirkung

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.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Malignant melanoma.
World journal of surgery, 16(2), 155-286 (1992-03-01)
S L Gartner et al.
Thymus, 19(2), 117-126 (1992-03-01)
We examined the effect of various carbohydrates on the proliferative response of murine thymocytes to cytokines. The monosaccharide, D-mannose (4-10 mM), significantly inhibited thymocyte proliferation induced by recombinant interleukin-1 (rIL-1). Mannose also inhibited the proliferation response to native, human IL-1.
Qiuyu Lin et al.
Neuroreport, 31(9), 637-643 (2020-05-20)
Increasing evidence verified that oxidative stress and neuroinflammatory response exacerbates motor deficits and increases neuronal loss in several rodent models of Parkinson's disease. In the present study, we explore the neuroprotective effects of monascin in a rotenone-induced Parkinson's disease model
Yeu-Ching Shi et al.
Free radical biology & medicine, 52(1), 109-117 (2011-11-02)
Monascin is a major yellow compound from red mold dioscorea. We investigated monascin to test whether this compound acts as an antidiabetic and antioxidative stress agent in diabetic rats and Caenorhabditis elegans. The mechanisms by which monascin exerts its action
Chun-Lin Lee et al.
Journal of agricultural and food chemistry, 58(16), 9013-9019 (2010-07-30)
Monascus-fermented red mold dioscorea (RMD) has been proven to possess greater hypolipidemic effect than red mold rice (RMR) even though they include equal levels of cholesterol-lowering agent monacolin K. However, higher concentrations of yellow pigments (monascin and ankaflavin) were found

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