CAS 514-66-9|Rubropunctamine

Introduction:Basic information about CAS 514-66-9|Rubropunctamine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameRubropunctamine
CAS Number514-66-9Molecular Weight353.41200
Density1.22g/cm3Boiling Point647.1ºC at 760 mmHg
Molecular FormulaC21H23NO4Melting Point/
MSDS/Flash Point345.1ºC

Names

Name(9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione
SynonymMore Synonyms

Rubropunctamine BiologicalActivity

DescriptionRubropunctamine is a red azaphilone pigment isolated from the extracts of Monascus pilosus-fermented rice (red-mold rice). Rubropunctamine has anti-inflammation activities[1][2].
Related CatalogSignaling Pathways >>Others >>OthersResearch Areas >>Inflammation/Immunology
In VitroRubropunctamine (0.32-32 nM; 48 h) inhibits Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol-13-acetate (TPA), with an IC50 of 433 mol ratio/32 pmol TPA[1]. Rubropunctamine (1 h) exhibits moderate scavenging activity (inhibitory ratio (IR)=1.5) against NO generation by (±)-(E)-methyl-2[(E)-hydroxy-imino]-5-nitro-6-methoxy-3-hexemide (NOR 1) in normal human hepato cells[1].
In VivoRubropunctamine inhibits TPA-induced inflammation in mice, with an ID50 of 0.32 mg/ear[1].
References

[1]. Akihisa T, et, al. Azaphilones, furanoisophthalides, and amino acids from the extracts of Monascus pilosus-fermented rice (red-mold rice) and their chemopreventive effects. J Agric Food Chem. 2005 Feb 9;53(3):562-5.

[2]. Patakova P. Monascus secondary metabolites: production and biological activity. J Ind Microbiol Biotechnol. 2013 Feb;40(2):169-81.

Chemical & Physical Properties

Density1.22g/cm3
Boiling Point647.1ºC at 760 mmHg
Molecular FormulaC21H23NO4
Molecular Weight353.41200
Flash Point345.1ºC
Exact Mass353.16300
PSA76.23000
LogP3.06720
Index of Refraction1.59
InChIKeyWTEXYKPGDKLLCW-CLFFMEQDSA-N
SMILESCC=Cc1cc2c(cn1)C(=O)C1(C)OC(=O)C(=C(O)CCCCC)C1=C2

Synonyms

Rubropunctamine
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