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Monascin

CAT: 1410-M21781-01Size: 1 EachDry Ice: NoHazardous: No
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Description
Monascin is a kind of azaphilonoid pigments extracted from Monascus pilosus-fermented rice (red-mold rice) .
CAS Number
21516-68-7
Stability
≥ 2 years
Purity
>98% (HPLC)
Weight
358.43
Molecular Formula
C₂₁H₂₆O₅
Notes
Research use only, not for human use.
Receptor
——

Chemical Information

Monascin

Monascin is an organic heterotricyclic compound that is 3a,4,8,9a-tetrahydro-2H-furo[3,2-g][2]benzopyran-2,9(3H)-dione that is substituted at positions 3, 6, and 9a by hexanoyl, (1E)-prop-1-en-1-yl and methyl groups, respectively (the 3S,3aR,9aR diastereoisomer). One of the azaphilonoid pigments in extracts of Monascus pilosus-fermented rice (red-mould rice), it is a potent inhibitor of carcinogenesis measured against chemical- or UV-initiated, phorbol-promoted mouse skin tumours. It has a role as an antineoplastic agent, an antilipemic drug, a PPARgamma agonist and a fungal metabolite. It is a polyketide, an organic heterotricyclic compound, a gamma-lactone and an alpha,beta-unsaturated ketone.

CAS Number21516-68-7
PubChem CID12118082
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
Molecular FormulaC21H26O5
Molecular Weight358.4
XLogP3.2
Topological Polar Surface Area69.7
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Heavy Atom Count26
Formal Charge0
Complexity727
SMILES
CCCCCC(=O)[C@@H]1[C@H]2CC3=C(COC(=C3)/C=C/C)C(=O)[C@@]2(OC1=O)C
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
InChIKey
XXKNHBAFFJINCK-RVEJDSBJSA-N
Chemical Structure
2D Structure
2D structure of Monascin
CAS: 21516-68-7
CID: 12118082
Formula: C21H26O5
MW: 358.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight358.4
XLogP33.2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Exact Mass358.17802393
Monoisotopic Mass358.17802393
Topological Polar Surface Area69.7 Ų
Heavy Atom Count26
Formal Charge0
Complexity727
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
BA4442-5Monascin
HY-N6641RMonascin (Standard)

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