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MONASCIN

CAS No.:
21516-68-7
Catalog Number:
AG00C3UZ
Molecular Formula:
Molecular Weight:
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Product Description
Catalog Number:
AG00C3UZ
Chemical Name:
MONASCIN
CAS Number:
21516-68-7
MDL Number:
MFCD09260177
IUPAC Name:
(3S,3aR,9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-3,3a,4,8-tetrahydrofuro[3,2-g]isochromene-2,9-dione
InChI:
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
UNII:
W74D2M37FX
Properties
Complexity:
727  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
1  
Exact Mass:
358.178g/mol
Formal Charge:
0
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
358.434g/mol
Monoisotopic Mass:
358.178g/mol
Rotatable Bond Count:
6  
Topological Polar Surface Area:
69.7A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.2  
Literature
Title Journal
Monascin and ankaflavin act as natural AMPK activators with PPARα agonist activity to down-regulate nonalcoholic steatohepatitis in high-fat diet-fed C57BL/6 mice. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20140201
A novel natural Nrf2 activator with PPARγ-agonist (monascin) attenuates the toxicity of methylglyoxal and hyperglycemia. Toxicology and applied pharmacology 20131101
Effects of monascin on anti-inflammation mediated by Nrf2 activation in advanced glycation end product-treated THP-1 monocytes and methylglyoxal-treated wistar rats. Journal of agricultural and food chemistry 20130213
Monascus-fermented metabolite monascin suppresses inflammation via PPAR-γ regulation and JNK inactivation in THP-1 monocytes. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20120501
Monascin from red mold dioscorea as a novel antidiabetic and antioxidative stress agent in rats and Caenorhabditis elegans. Free radical biology & medicine 20120101
The Monascus metabolite monascin against TNF-α-induced insulin resistance via suppressing PPAR-γ phosphorylation in C2C12 myotubes. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20111001
Osteoprotective effect of Monascus-fermented dioscorea in ovariectomized rat model of postmenopausal osteoporosis. Journal of agricultural and food chemistry 20110914
Inhibition of endothelial adhesion molecule expression by Monascus purpureus-fermented rice metabolites, monacolin K, ankaflavin, and monascin. Journal of the science of food and agriculture 20110815
Synchronous high-performance liquid chromatography with a photodiode array detector and mass spectrometry for the determination of citrinin, monascin, ankaflavin, and the lactone and acid forms of monacolin K in red mold rice. Journal of AOAC International 20110101
Secondary metabolites from the red mould rice of Monascus purpureus BCRC 38113. Natural product research 20101101
Anti-tumor-initiating effects of monascin, an azaphilonoid pigment from the extract of Monascus pilosus fermented rice (red-mold rice). Chemistry & biodiversity 20051001
Properties