6,14-dimethyl-12-oxatetracyclo[8.7.0.02,7.011,15]heptadeca-1(10),2,4,6,8,11(15),13-heptaene-16,17-dione

• ChemBase ID: 154771
• Molecular Formular: C18H12O3
• Molecular Mass: 276.28608
• Monoisotopic Mass: 276.07864424
• SMILES: Cc1cccc2c1ccc1c2C(=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,^7.0^1^1,^1^5]heptadeca-1(10),2,4,6,8,11(15),13-heptaene-16,17-dione
• IUPAC Traditional name: 6,14-dimethyl-12-oxatetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(10),2,4,6,8,11(15),13-heptaene-16,17-dione
• Synonyms: Tanshinon I; Tanshinone A; Tanshinquinone I; Tanshinone I

Database IDs

• CAS Number: 568-73-0
• MDL Number: MFCD00210563
• PubChem SID: 162248909
• 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

Physical Property

• Solubility: methanol: soluble5 mg/mL
• Apperance: red powder; Red powder

Safety Information

• German water hazard class: 3
• GHS Hazard statements: H413
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97% (HPLC); ≥98.0% (HPLC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C18H12O3

DETAILS

Sigma Aldrich - T5330

Biochem/physiol Actions
Phenanthrenequinone constituent of Chinese medicinal herb Danshen (Salvia miltiorrhiza). Modulates or prevents breast cancer metastasis by regulating adhesion molecules.1 Anti-inflammatory.2

Sigma Aldrich - 80714

Biochem/physiol Actions
Phenanthrenequinone constituent of Chinese medicinal herb Danshen (Salvia miltiorrhiza). Modulates or prevents breast cancer metastasis by regulating adhesion molecules.1 Anti-inflammatory.2