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Merck

52442

Sigma-Aldrich

Monascin

≥97.0% (HPLC)

Sinónimos:

(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

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About This Item

Fórmula empírica (notación de Hill):
C21H26O5
Número de CAS:
Peso molecular:
358.43
Beilstein:
51355
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.47

Ensayo

≥97.0% (HPLC)

Formulario

solid

aplicaciones

metabolomics
vitamins, nutraceuticals, and natural products

temp. de almacenamiento

2-8°C

cadena SMILES

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

Clave InChI

XXKNHBAFFJINCK-RVEJDSBJSA-N

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Descripción general

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

Aplicación

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

Acciones bioquímicas o fisiológicas

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.

Envase

Bottomless glass bottle. Contents are inside inserted fused cone.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


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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.
Malignant melanoma.
World journal of surgery, 16(2), 155-286 (1992-03-01)
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
[Symposium "Mechanisms of allergic inflammation". 2d Meeting of the Professional Society of the ADF: Immunologic mechanisms of inflammatory skin diseases. 21-23 February 1992, Freiburg i. Br].
W Czech
Der Hautarzt; Zeitschrift fur Dermatologie, Venerologie, und verwandte Gebiete, 43(11), 743-744 (1992-11-01)

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