CAS Number54952-43-1
Synonyms5,8-Dihydroxy-2-(1-hydroxy-4-methylpent-3-en-1-yl)-1,4-naphthoquinone; Arnebin-4; 1,4-Naphthoquinone, 5,8-dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl); Alkannin; 5,8-Dihydroxy-2-[(1R)-1-hydroxy-4-methyl-3-penten-1-yl]-1,4-naphthoquinone; (±)-Alkannin; 5,8-Dihydroxy-2-(1-hydroxy-4-methyl-3-penten-1-yl)-1,4-naphthoquinone; (+)-Alkannin; 5,8-dihydroxy-2-(1-hydroxy-4-methylpent-3-en-1-yl)naphthalene-1,4-dione; 5,8-Dihydroxy-2-[(1R)-1-hydroxy-4-methylpent-3-en-1-yl]-1,4-naphthoquinone; Shikonin; 5,8-Dihydroxy-2-(1-hydroxy-4-methylpent-3-enyl)naphthalene-1,4-dione
Molecular FormulaC16H16O5
Molecular Weight288.30
Purity≥98 (HPLC)%
Density1.4±0.1 g/cm3
Boiling Point567.4±50.0 °C at 760 mmHg
Melting Point149 °C
Appearancepowder or solid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 54952-43-1 |
| Catalog No. | 2A-9044300 |
| Chinese Name | 莽草素 |
| Synonyms | 5,8-Dihydroxy-2-(1-hydroxy-4-methylpent-3-en-1-yl)-1,4-naphthoquinone; Arnebin-4; 1,4-Naphthoquinone, 5,8-dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl); Alkannin; 5,8-Dihydroxy-2-[(1R)-1-hydroxy-4-methyl-3-penten-1-yl]-1,4-naphthoquinone; (±)-Alkannin; 5,8-Dihydroxy-2-(1-hydroxy-4-methyl-3-penten-1-yl)-1,4-naphthoquinone; (+)-Alkannin; 5,8-dihydroxy-2-(1-hydroxy-4-methylpent-3-en-1-yl)naphthalene-1,4-dione; 5,8-Dihydroxy-2-[(1R)-1-hydroxy-4-methylpent-3-en-1-yl]-1,4-naphthoquinone; Shikonin; 5,8-Dihydroxy-2-(1-hydroxy-4-methylpent-3-enyl)naphthalene-1,4-dione |
| Molecular Formula | C16H16O5 |
| Molecular Weight | 288.30 |
| Purity | ≥98 (HPLC) |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 567.4±50.0 °C at 760 mmHg |
| Melting Point | 149 °C |
| Appearance | powder or solid |
| Storage Condition | 0-10°C; avoid heating |
| Application | (Rac)-Shikonin (Shikonin) has antitumor activity (Rac)-Shikonin (Shikonin) circumvents cancer drug resistance by inducing necrotic death [1][2]. |
| PubChem ID | 329824586 |
| MDL Number | MFCD00016668 |
| SMILES | C\C(C)=C\CC(O)C1=CC(=O)c2c(O)ccc(O)c2C1=O |
| InChI | 1S/C16H16O5/c1-8(2)3-4-10(17)9-7-13(20)14-11(18)5-6-12(19)15(14)16(9)21/h3,5-7,10,17-19H,4H2,1-2H3 |
| InChI Key | NEZONWMXZKDMKF-UHFFFAOYSA-N |
| NACRES Code | NA.25 |
| UNSPSC | 12352200 |
| Hazard Symbols | transportation |
| MSDS | msds/44300_1_54952_43_1.pdf |
| Bioactivity | (Rac)-Shikonin (Shikonin) possesses anti-tumor activity. (Rac)-Shikonin (Shikonin) circumvents cancer drug resistance by induction of a necroptotic death[1][2]. Related Catalog Research Areas >> Cancer Signaling Pathways >> Others >> Others In Vitro Shikonin shows a similar potency toward drug-sensitive cancer cell lines (MCF-7 and HEK293) and their drug-resistant lines overexpressing P-glycoprotein, Bcl-2, or Bcl-xL, which account for most of the clinical cancer drug resistance[2]. References [1]. U Sankawa, Antitumor activity of shikonin and its derivatives. Chem Pharm Bull (Tokyo). 1977 Sep;25(9):2392-5. [2]. Weidong Han, et al. Shikonin circumvents cancer drug resistance by induction of a necroptotic death. Mol Cancer Ther. 2007 May;6(5):1641-9. Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 567.4±50.0 °C at 760 mmHg Melting Point 149 °C Molecular Formula C16H16O5 Molecular Weight 288.295 Flash Point 311.0±26.6 °C Exact Mass 288.099762 PSA 94.83000 LogP 4.35 Vapour Pressure 0.0±1.6 mmHg at 25°C Index of Refraction 1.642 |
| Use of | (Rac)-Shikonin (Shikonin) possesses anti-tumor activity. (Rac)-Shikonin (Shikonin) circumvents cancer drug resistance by induction of a necroptotic death[1][2]. Properties Articles35 Name Shikalkin Synonym More Synonyms Shikonin Biological Activity Description (Rac)-Shikonin (Shikonin) possesses anti-tumor activity. (Rac)-Shikonin (Shikonin) circumvents cancer drug resistance by induction of a necroptotic death[1][2]. Related Catalog Research Areas >> Cancer Signaling Pathways >> Others >> Others In Vitro Shikonin shows a similar potency toward drug-sensitive cancer cell lines (MCF-7 and HEK293) and their drug-resistant lines overexpressing P-glycoprotein, Bcl-2, or Bcl-xL, which account for most of the clinical cancer drug resistance[2]. References [1]. U Sankawa, Antitumor activity of shikonin and its derivatives. Chem Pharm Bull (Tokyo). 1977 Sep;25(9):2392-5. [2]. Weidong Han, et al. Shikonin circumvents cancer drug resistance by induction of a necroptotic death. Mol Cancer Ther. 2007 May;6(5):1641-9. Chemical & Physical Properties Molecular Formula C16H16O5 Exact Mass 288.099762 PSA 94.83000 Index of Refraction 1.642 |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Danger Regulations: 3077 International Maritime Transport Danger Regulations: 3077 International Air Transport Danger Regulations: 3077 14.2 United Nations shipping name European land transport hazard regulations: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. (5,8-dihydroxy-2-(1- hydroxy-4-methyl-3-penten-1-yl)-1,4-Naphthalenedione) IMDG: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. (5,8-dihydroxy-2-(1- hydroxy-4-methyl-3-penten-1-yl)-1,4-Naphthalenedione) International air transport hazard regulations: Environmentally hazardous substance, solid, n.o.s. (5,8-dihydroxy-2-(1-hydroxy-4-methyl-3- penten-1-yl)-1,4-Naphthalenedione) 14.3 Transport hazard categories European land transport Dangerous Regulations: 9 International sea transport Dangerous Regulations: 9 International air transport Dangerous Regulations: 9 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 14.5 Environmental hazards European Land Transport Dangerous Regulations: Yes International Maritime Transport Dangerous Regulations International Air Transport Dangerous Regulations: Yes Marine Pollutants (Yes/No): Yes 14.6 Special reminder to users further information Dangerous goods are individually packaged, with liquids exceeding 5 liters or solids exceeding 5 kilograms. The outer packaging of each independent package and the combined independent inner package must have EHS on it. Identification (according to European ADR Regulation 2.2.9.1.10, IMDG Regulation 2.10.3), further information Copyright: 2013 Co. LLC. Permission is granted for unlimited paper copies, internal use only. The above information is believed to be correct, but is not all-inclusive and should be used as a guide only. The information in this document is based on our current knowledge and is Correct safety instructions apply to this product. This information does not represent a warranty as to the properties of this product. See reverse side of invoice or packing slip. |
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