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1,2-Dihydro-1,6-dimethylphenanthro[1,2-b]furan-10,11-dione (also known as dihydrotanshinone I) is an abietane diterpenoid quinone found in *Salvia* species, such as *Salvia yunnanensis*, and exhibits structural features characteristic of the tanshinone class. It shares a phenanthrofuran-dione core and has been identified alongside other bioactive diterpenoids, though its specific pharmacological properties are not detailed in the provided abstracts. 1,2-Dihydro-1,6-dimethylphenanthro[1,2-b]furan-10,11-dione is synthesized via photochemical aromatic annulation strategies, as demonstrated in the total synthesis of related diterpenoid quinones.

20958-19-4

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20958-19-4 Usage

Molecular structure

1,2-Dihydro-1,6-dimethylphenanthro[1,2-b]furan-10,11-dione has a complex molecular structure, consisting of a phenanthrene ring with a furan ring fused to it and a dione group attached.

Furan ring

The compound contains a furan ring, which is a five-membered ring with one oxygen atom and four carbon atoms.

Dione group

The molecule has a dione group (two carbonyl groups) attached to the furan ring.

Derivative of phenanthrene

It is a derivative of phenanthrene, a polycyclic aromatic hydrocarbon.

Synthesis

1,2-Dihydro-1,6-dimethylphenanthro[1,2-b]furan-10,11-dione is primarily synthesized in the laboratory for research purposes.

Natural occurrence

It is not commonly found in nature.

Properties

The compound's properties and potential applications are not well-documented, but its complex structure suggests that it may have interesting chemical and biological properties worth investigating.

Research purposes

Due to its complex structure, the compound is mainly used for research purposes in the laboratory.

Check Digit Verification of cas no

The CAS Registry Mumber 20958-19-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,0,9,5 and 8 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 20958-19:
(7*2)+(6*0)+(5*9)+(4*5)+(3*8)+(2*1)+(1*9)=114
114 % 10 = 4
So 20958-19-4 is a valid CAS Registry Number.

20958-19-4Relevant academic research and scientific papers

TOTAL SYNTHESIS OF DAN SHEN DITERPENOID QUINONES

Danheiser, Rick L.,Casebier, David S.,Loebach, Jennifer L.

, p. 1149 - 1152 (1992)

A photochemical aromatic annulation strategy provides efficient synthetic routes to the diterpenoid quinones (+)-danshexinkun A, danshexinkun B, danshexinkun C, (-)-dihydrotanshinone I, and tanshinone I.

Two new abietane diterpenoids from Salvia yunnanensis

Xu, Gang,Peng, Li-Yan,Lu, Lei,Weng, Zi-Ying,Zhao, Yu,Li, Xiao-Li,Zhao, Qin-Shi,Sun, Han-Dong

, p. 84 - 86 (2006)

Two new abietane diterpenoids, yunnannin A (1) and danshenol C (2), were isolated from Salvia yunnanensis together with ten known diterpenoids, danshenol A (3), przewalskin (4), tanshinone IIA, tanshinone I, crypotanshinone, 1,2-dihydrotanshinone, tanshinlactone, 5,6-dehydrosugiol, 12-hydroxy-6,7-seco-8, 11,3-abietatriene-6,7-dial and phytol. Their structures were established based on spectroscopic data, chemical reactions and comparison with literature data. Compounds 1-3 were tested for their antitumor activity in T-24, QGY, K562, Me180 and BIU87 cell lines. Compound 3 showed inhibited growth of K562 (IC 50 = 0.53 μg/mL), T-24 (IC50 = 7.94 μg/mL), QGY (IC50 = 4.65 μg/mL) and Me180 (IC50 = 6.89 μg/mL) cell lines while compound 2 was inactive. Compound 1 showed moderate inhibitory activity on QGY (IC50 = 16.75 μg/mL) and Me180 (IC50 = 5.84 μg/mL) cells. Georg Thieme Verlag KG Stuttgart.

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