Dihydrotanshinone I

Base Information

• Chemical Name: Dihydrotanshinone I
• CAS No.: 87205-99-0
• Molecular Formula: C₁₈H₁₄O₃
• Molecular Weight: 278.307
• Hs Code.: 29329990
• European Community (EC) Number: 694-674-9
• UNII: 562G9360V6
• ChEMBL ID: CHEMBL227075
• DSSTox Substance ID: DTXSID20236187
• Metabolomics Workbench ID: 127711
• Nikkaji Number: J865.485I
• Pharos Ligand ID: 6VUJ336615BQ
• Wikidata: Q21099654
• Wikipedia: Dihydrotanshinone_I
• Mol file: 87205-99-0.mol

Synonyms:(-)-dihydrotanshinone I;(1R)-1,6-Dimethyl-1,2-dihydrophenanthro(1,2-b)furan-10,11-dione;15,16-dihydrotanshinone I;15,16-dihydrotanshinone-I;dihydrotanshinone I;dihydrotanshinone-I

Chemical Property of Dihydrotanshinone I

Chemical Property:

• Vapor Pressure: 2.41E-09mmHg at 25°C
• Melting Point: 214.0 to 218.0 °C
• Refractive Index: 1.67
• Boiling Point: 479.2 °C at 760 mmHg
• Flash Point: 215 °C
• PSA: 43.37000
• Density: 1.32 g/cm³
• LogP: 3.29100
• Storage Temp.: 2-8°C
• Solubility.: ethanol: soluble1mg/mL, clear, orange to red
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 278.094294304
• Heavy Atom Count: 21
• Complexity: 533

Purity/Quality:

96% ^*data from raw suppliers

Dihydrotanshinone I ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1COC2=C1C(=O)C(=O)C3=C2C=CC4=C(C=CC=C43)C
• Isomeric SMILES: C[C@H]1COC2=C1C(=O)C(=O)C3=C2C=CC4=C(C=CC=C43)C
• Uses: Dihydrotanshinone I, an extract from Salvia miltiorrhiza Bunge, is an anti-cancer agent which has been shown to induce apoptosis in human colorectal cancer cells.

Technology Process of Dihydrotanshinone I

There total 7 articles about Dihydrotanshinone I which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 65.0%

(+)-danshexinkun A (141040-33-7) → (-)-dihydrotanshinone I (20958-19-4,87205-99-0)

Guidance literature:

With sulfuric acid; In ethanol; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4039(00)91882-3

Reference yield:

danshenol C (189308-08-5,216987-13-2,910856-25-6) → (-)-dihydrotanshinone I (20958-19-4,87205-99-0)

Guidance literature:

With Tris-(2,2,6,6-tetramethylheptan-3,5-dionato)-europium; In chloroform; at 20 ℃;

DOI:10.1016/j.colsurfb.2006.01.012

Reference yield:

(1R,10S)-1,10-dihydro-10-hydroxy-1,6-dimethyl-10-(2-oxopropyl)phenanthro[1,2-b]furan-11(2H)-one (189308-08-5,216987-13-2,910856-25-6) → (-)-dihydrotanshinone I (20958-19-4,87205-99-0)

Guidance literature:

With Tris-(2,2,6,6-tetramethylheptan-3,5-dionato)-europium; In chloroform; at 20 ℃;

DOI:10.1016/j.colsurfb.2006.01.012

upstream raw materials:

(+)-danshexinkun A

danshenol C

(1R,10S)-1,10-dihydro-10-hydroxy-1,6-dimethyl-10-(2-oxopropyl)phenanthro[1,2-b]furan-11(2H)-one

1-(5-methyl-[1]naphthyl)-ethanone

Downstream raw materials:

Tanshinone I

1,2-dihydro-1,6-dimethylfuro<3,2-c>naphth<2,1-e>oxepine-10-12-dione

Refernces

• 1、 Danheiser, Rick L.,Casebier, David S.,Loebach, Jennifer L.. "TOTAL SYNTHESIS OF DAN SHEN DITERPENOID QUINONES". . p. 1149 - 1152. Retrieved 2007/10/02.