6,14-dimethyl-12-oxatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),2,4,6,8,11(15),13-heptaene-16,17-dione

• ChemBase ID: 72989
• Molecular Formular: C18H12O3
• Molecular Mass: 276.28608
• Monoisotopic Mass: 276.07864424
• SMILES: c1ccc2c(c1C)ccc1c2C(=O)C(=O)c2c1occ2C
• Canonical SMILES: Cc1coc2c1C(=O)C(=O)c1c2ccc2c1cccc2C
• InChI: InChI=1S/C18H12O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)17(20)16(19)14-10(2)8-21-18(13)14/h3-8H,1-2H3
• InChIKey: AIGAZQPHXLWMOJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6,14-dimethyl-12-oxatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),2,4,6,8,11(15),13-heptaene-16,17-dione; 6,14-dimethyl-12-oxatetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1,3,5,7,9,11(15),13-heptaene-16,17-dione
• IUPAC Traditional name: 6,14-dimethyl-12-oxatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),2,4,6,8,11(15),13-heptaene-16,17-dione; 6,14-dimethyl-12-oxatetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1,3,5,7,9,11(15),13-heptaene-16,17-dione
• Synonyms: Tanshinone I; 1,6-dimethylphenanthro[1,2-b]furan-10,11-dione

Database IDs

• CAS Number: 568-73-0
• PubChem SID: 162037909
• PubChem CID: 114917

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.9952722
• LogD (pH = 7.4): 3.9952722
• Log P: 3.9952722
• Molar Refractivity: 80.0745 cm^3
• Polarizability: 32.294983 Å^3
• Polar Surface Area: 47.28 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: Free Base
• Classification: Genuine Natural Compounds

DETAILS

Selleck Chemicals - S2364

Research Area: Cancer
Biological Activity:
Tanshinone I is isolated from Danshen. Tanshinone I, cryptotanshinone and dihydrotanshinone, are structurally similar to tanshinone IIA and may possess similar cytotoxic effects on tumor cells. In preliminary data, tanshinone I possesses the strongest inhibitory effect on tumor necrosis factor-α (TNF-α)-induced adhesion molecules. [1]

REFERENCES

• http://carcin.oxfordjournals.org/content/29/10/1885.full