Phenanthro[1,2-b]furan-10,11-dione, 1,2-dihydro-1,6-dimethyl- - Names and Identifiers
Name | Dihydrotanshinone
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Synonyms | DIHYDROTANSHINON Dihydrotanshinone Dihydroisotanshinone I 8,9-Dihydro-4,8-dimethylphenanthro[3,2-b]furan-7,11-dione 4,8-Dimethyl-8,9-dihydrophenanthro[3,2-b]furan-7,11-dione 1,6-dimethyl-1,2-dihydrophenanthro[1,2-b]furan-10,11-dione Phenanthro(3,2-B)furan-7,11-dione, 8,9-dihydro-4,8-dimethyl- phenanthro[1,2-b]furan-10,11-dione, 1,2-dihydro-1,6-dimethyl- 4,8-Dimethyl-8,9-Dihydronaphtho[2,1-F][1]BenzofuraN-7,11-Dione Dihydrotanshinone
4,8-Dimethyl-8,9-dihydrophenanthro[3,2-b]furan-7,11-dione
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CAS | 20958-18-3
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InChI | InChI=1/C18H14O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)17(20)18-14(16(13)19)10(2)8-21-18/h3-7,10H,8H2,1-2H3 |
Phenanthro[1,2-b]furan-10,11-dione, 1,2-dihydro-1,6-dimethyl- - Physico-chemical Properties
Molecular Formula | C18H14O3
|
Molar Mass | 278.3 |
Density | 1.32±0.1 g/cm3(Predicted) |
Melting Point | 233℃-234℃ |
Boling Point | 470.4±45.0 °C(Predicted) |
Flash Point | 210.8°C |
Vapor Presure | 5.1E-09mmHg at 25°C |
Appearance | Red powder |
Storage Condition | 2-8℃ |
Sensitive | Sensitive to light |
Refractive Index | 1.67 |
In vitro study | Dihydroisotanshinone I can inhibit the migration of both androgen-dependent and androgen-independent prostate cancer cells. Dihydroisotanshinone diminishes the ability of prostate cancer cells to recruit macrophages and reduces the secretion of chemokine (C-C motif) ligand 2 (CCL2) from both macrophages and prostate cancer cells in a dose-dependent manner. It inhibits the protein expression of p-STAT3 and decreases the translocation of STAT3 into nuclear chromatin. It also suppresses the expression of tumor epithelial-mesenchymal transition genes, including RhoA and SNAI1. Pretreating the cells with dihydroisotanshinone I at concentrations ranging from 2.5 μM to 20 μM for 24 hours cause dose-dependent protection against hepatotoxicity induced by menadione. Adding dihydroisotanshinone I to freshly isolated hepatocytes at concentrations between 50 nM to 200 nM inhibit NADH-induced superoxide production dose-dependently. |
Phenanthro[1,2-b]furan-10,11-dione, 1,2-dihydro-1,6-dimethyl- - Reference
Reference Show more | 1. Ma Guichen, Duan Yifei, Zhang Hong, Jin Gaofeng, Liu Minggong, Xiong Yuqing. Study on the effect of Salvia miltiorrhiza fractions on fluvastatin metabolism based on cytochrome P450 2C9 gene polymorphism and its mechanism [J]. Chinese journal of clinical pharmacology, 2017,33(21):2171-2174. 2. [IF = 3] Qu Lala et al."Phenotypic assessment and screening of ETA/ETB receptors with label-free dynamic mass redistribution say." N-S Arch Pharmacol. 2020 Jun;393(6):937-950 3. [IF = 8.34] Song Jiao-Jiao et al."A 2-oxoglutarate-dependent dioxygenase converts dihydrofuran to furan in Salvia diterpenoids." Plant Physiol. 2021 Dec;: |
Phenanthro[1,2-b]furan-10,11-dione, 1,2-dihydro-1,6-dimethyl- - Introduction
Dihydrotanshinone is a compound with the chemical formula C19H20O4 and a molecular weight of 308.36g/mol. The following is a description of the nature, use, formulation and safety information of Dihydrotanshinone:
Nature:
1. Appearance: Dihydrotanshinone is a white crystalline solid.
2. Melting Point: about 73-77 degrees Celsius.
3. Solubility: Dihydrotanshinone soluble in organic solvents, such as ethanol, ether, insoluble in water.
Use:
1. Drug: Dihydrotanshinone is one of the main active ingredients in traditional Chinese medicine Salvia miltiorrhiza, with anti-inflammatory, anti-oxidation, protection of heart and blood vessel function and other pharmacological effects. It is often used as an adjunct to the treatment of cardiovascular disease, hepatitis and stroke.
2. Cosmetics: Dihydrotanshinone can also be used in cosmetics, because of its antioxidant and moisturizing properties, is widely used in skin care products, masks and other products.
Preparation Method:
The common method for preparing Dihydrotanshinone includes extracting from Salvia miltiorrhiza. First, Salvia miltiorrhiza is ground into powder, then extracted with an appropriate organic solvent (such as ethanol), filtered to remove impurities, and then purified by crystallization, drying and other steps.
Safety Information:
When using Dihydrotanshinone, pay attention to the following:
1. It is necessary to follow the correct dosage and usage method to avoid excessive use or misuse.
2. People allergic to Dihydrotanshinone should avoid use.
3. Before use should read the product label and instructions, follow the relevant precautions.
4. If there is discomfort or adverse reactions, should immediately stop using and consult a doctor's advice.
Please consult a doctor or professional body before use for more detailed and personalized information.
Last Update:2024-04-09 15:16:35