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21516-68-7 molecular structure
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(3S,3aR,9aR)-3-hexanoyl-9a-methyl-6-(prop-1-en-1-yl)-2H,3H,3aH,4H,8H,9H,9aH-furo[3,2-g]isochromene-2,9-dione

ChemBase ID: 156056
Molecular Formular: C21H26O5
Molecular Mass: 358.42814
Monoisotopic Mass: 358.17802393
SMILES and InChIs

SMILES:
CCCCCC(=O)[C@@H]1[C@H]2CC3=C(COC(=C3)/C=C/C)C(=O)[C@@]2(OC1=O)C
Canonical SMILES:
CCCCCC(=O)[C@H]1C(=O)O[C@@]2([C@@H]1CC1=C(C2=O)COC(=C1)/C=C/C)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/t16-,18+,21-/m1/s1
InChIKey:
XXKNHBAFFJINCK-PLMTUMEDSA-N

Cite this record

CBID:156056 http://www.chembase.cn/molecule-156056.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(3S,3aR,9aR)-3-hexanoyl-9a-methyl-6-(prop-1-en-1-yl)-2H,3H,3aH,4H,8H,9H,9aH-furo[3,2-g]isochromene-2,9-dione
IUPAC Traditional name
(3S,3aR,9aR)-3-hexanoyl-9a-methyl-6-(prop-1-en-1-yl)-3H,3aH,4H,8H-furo[3,2-g]isochromene-2,9-dione
Synonyms
(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
Monascin
CAS Number
21516-68-7
MDL Number
MFCD09260177
Beilstein Number
51355
PubChem SID
162250194
PubChem CID
12118082

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
52442 external link Add to cart Please log in.
Data Source Data ID
PubChem 12118082 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 10.165562  H Acceptors
H Donor LogD (pH = 5.5) 3.9064884 
LogD (pH = 7.4) 3.905759  Log P 3.6731644 
Molar Refractivity 100.4979 cm3 Polarizability 38.113415 Å3
Polar Surface Area 69.67 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
Download expand Show data source
German water hazard class
2 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥97.0% (HPLC) expand Show data source
Empirical Formula (Hill Notation)
C21H26O5 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 52442 external link
Biochem/physiol Actions
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.1

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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