Name | Dimethylacrylshikonin |
Synonyms | dmask Dimethylacrylshikonin b,b-dimethyl acrylshikonin (+)-yl)-4-methyl-3-pentenyleste (beta,beta-Dimethylacryl)shikonin (BETA,BETA-DIMETHYLACRYL)SHIKONIN (beta,beta-Dimethylacryl)shikonine SHIKONIN-BETA,BETA-DIMETHYLACRYLATE 2-butenoicacid,3-methyl-,1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalen 1-(5,8-dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-methylbut-2-enoate (+)-3-Methyl-2-butenoic acid 1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methyl-3-pentenyl ester |
CAS | 24502-79-2 |
InChI | InChI=1/C17H14O6/c1-3-5-13(23-14(21)4-2)9-8-12(20)15-10(18)6-7-11(19)16(15)17(9)22/h3-4,6-8,13,18-19H,1-2,5H2/t13-/m1/s1 |
InChIKey | BATBOVZTQBLKIL-QGZVFWFLSA-N |
Molecular Formula | C21H22O6 |
Molar Mass | 370.4 |
Density | 1.269 |
Melting Point | 103°C |
Boling Point | 587.3±50.0 °C(Predicted) |
Solubility | Soluble in methanol, DMSO |
Appearance | Purple red powder or crystal |
Color | Very Dark Red to Very Dark Brown |
pKa | 7.07±0.20(Predicted) |
Storage Condition | 2-8°C |
Stability | Air Sensitive, Light Sensitive |
Refractive Index | 1.618 |
MDL | MFCD00143687 |
Physical and Chemical Properties | Brown powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from the root of lithospermum (the highest content). |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. |
RTECS | EM9252400 |
Reference Show more | 1. Sun Jianwen Wen Xianchun Cai Defu et al. Simultaneous Determination of Shikonin, Acetyl Shikonin and β-Dimethylacryloyl Shikonin in Xinjiang Shikonin by RP-HPLC Method [J]. 2018 v.29 of Chinese Pharmacy; No.622(04):455-457. 2. [IF = 1.312] Qi Zhang et al."Rapid and sensitive determination of shikonin and its derivatives in the roots of Arnebia euchroma (Royle) Johnst using matrix solid-phase dispersion extraction and ultrahigh-performance liquid chromatography with photodiode array detecto 3. [IF = 2.044] Sun Qianhui et al." Ultrasound-Assisted Ionic Liquid Solid-Liquid Extraction Coupled with Aqueous Two-Phase Extraction of Naphthoquinone Pigments in Arnebia euchroma (Royle) Johnst .. "Chromatographia. 2019 Dec;82(12):1777-1789 4. [IF = 1.312] Xu Wang et al." Microwave-assisted ionic liquid microextraction combined with high performance liquid chromatography for the determination of naphthoquinones from Arnebia euchroma (Royle) Johnst."Journal Of Liquid Chromatography & Related Technologies. 20 |
biological activity | β,β-Dimethylacrylshikonin is a naphthoquinone derivative extracted from Arnebia nobilis, which induces the expression of eNOS, VEGF and HIF-1α through PI3K pathway and promotes angiogenesis. Arnebin 1 has anti-tumor activity. |
use | β,β-dimethacryloyl shikonin has anti-tumor and antibacterial effects. used for content determination/identification/pharmacological experiment, etc. |