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Alkannin structure, CAS 517-88-4

Alkannin

CAS Number517-88-4

SynonymsAlkannin (VAN); 5,8-dihydroxy-2-[(1S)-1-hydroxy-4-methylpent-3-en-1-yl]naphthalene-1,4-dione; 5,8-Dihydroxy-2-[(1S)-1-hydroxy-4-methylpent-3-en-1-yl]-1,4-naphthoquinone; Anchusa acid (VAN); Anchusin (VAN); C.I. Natural Red 20; (S)-5,8-Dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-1,4-naphthalenedione; Alkanna red (VAN); Alkannin; Anchusa acid; Anchusin; (-)-5,8-Dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-1,4-naphthoquinone; Alkanna Red; 5,8-Dihydroxy-2-[(1S)-1-hydroxy-4-methyl-3-penten-1-yl]-1,4-naphthoquinone; C.I. Natural Red 20 (VAN); EINECS 208-245-7; (1-Hydroxy-3-isohexenyl)naphthazarine

Molecular FormulaC16H16O5

Molecular Weight288.3

Purity98.00%

Density1.4±0.1 g/cm3

Boiling Point567.4±50.0 °C at 760 mmHg

Melting Point149°

Flash Point

Appearance

EINECS

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Cat. No.: 2A-9022446 Purity: 98.00%
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Quality Control of [ 517-88-4 ] Purity: 98.00% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number517-88-4
Catalog No.2A-9022446
Chinese Name紫草素
SynonymsAlkannin (VAN); 5,8-dihydroxy-2-[(1S)-1-hydroxy-4-methylpent-3-en-1-yl]naphthalene-1,4-dione; 5,8-Dihydroxy-2-[(1S)-1-hydroxy-4-methylpent-3-en-1-yl]-1,4-naphthoquinone; Anchusa acid (VAN); Anchusin (VAN); C.I. Natural Red 20; (S)-5,8-Dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-1,4-naphthalenedione; Alkanna red (VAN); Alkannin; Anchusa acid; Anchusin; (-)-5,8-Dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-1,4-naphthoquinone; Alkanna Red; 5,8-Dihydroxy-2-[(1S)-1-hydroxy-4-methyl-3-penten-1-yl]-1,4-naphthoquinone; C.I. Natural Red 20 (VAN); EINECS 208-245-7; (1-Hydroxy-3-isohexenyl)naphthazarine
Molecular FormulaC16H16O5
Molecular Weight288.3
Purity98.00
Density1.4±0.1 g/cm3
Boiling Point567.4±50.0 °C at 760 mmHg
Melting Point149°
Storage ConditionStore in a cool, dry, well-ventilated warehouse. K
ApplicationAlkannin, found in alkanna tinctoria, is used as a food colorant. Alkannin has anti-cancer activity, inhibits cell cycle and induces apoptosis. Alkannin improves liver inflammation in the Rho kinase p
MDL NumberC16H16O5
SMILESCC(C)=CCC(O)C1=CC(=O)c2c(O)ccc(O)c2C1=O
InChIInChI=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/t10-/m0/s1
InChI KeyNEZONWMXZKDMKF-JTQLQIEISA-N
Hazard SymbolsTransport
MSDSmsds/22446_1_517_88_4.pdf
BioactivityAlkannin, found in Alkanna tinctoria, is used as a food coloring. Alkannin shows anticancer activity, arrests cell cycle, and induces apoptosis. Alkannin improves hepatic inflammation in a Rho-kinase pathway[1][2][3]. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Research Areas >> Inflammation/Immunology In Vitro Alkannin inhibits HCT-116 and SW-480 cells growth with IC50s of 2.38 and 4.53 µM, respectively[1]. References [1]. Hosokawa Y, et al. Alkannin inhibits CCL3 and CCL5 production in human periodontal ligament cells. Cell Biol Int. 2016 Dec;40(12):1380-1385. [2]. Huu Tung N, et al. Naphthoquinone components from Alkanna tinctoria (L.) Tausch show significant antiproliferative effects on human colorectal cancer cells. Phytother Res. 2013 Jan;27(1):66-70. [3]. Xue W, et al. Alkannin Inhibited Hepatic Inflammation in Diabetic Db/Db Mice. Cell Physiol Biochem. 2018;45(6):2461-2470. Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 567.4±50.0 °C at 760 mmHg Melting Point 149° 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 InChIKey NEZONWMXZKDMKF-JTQLQIEISA-N SMILES CC(C)=CCC(O)C1=CC(=O)c2c(O)ccc(O)c2C1=O
Use ofAlkannin, found in Alkanna tinctoria, is used as a food coloring. Alkannin shows anticancer activity, arrests cell cycle, and induces apoptosis. Alkannin improves hepatic inflammation in a Rho-kinase pathway[1][2][3]. Properties Name 5,8-dihydroxy-2-[(1S)-1-hydroxy-4-methylpent-3-enyl]naphthalene-1,4-dione Synonym More Synonyms Shikonin Biological Activity Description Alkannin, found in Alkanna tinctoria, is used as a food coloring. Alkannin shows anticancer activity, arrests cell cycle, and induces apoptosis. Alkannin improves hepatic inflammation in a Rho-kinase pathway[1][2][3]. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Research Areas >> Inflammation/Immunology References [1]. Hosokawa Y, et al. Alkannin inhibits CCL3 and CCL5 production in human periodontal ligament cells. Cell Biol Int. 2016 Dec;40(12):1380-1385. [2]. Huu Tung N, et al. Naphthoquinone components from Alkanna tinctoria (L.) Tausch show significant antiproliferative effects on human colorectal cancer cells. Phytother Res. 2013 Jan;27(1):66-70. [3]. Xue W, et al. Alkannin Inhibited Hepatic Inflammation in Diabetic Db/Db Mice. Cell Physiol Biochem. 2018;45(6):2461-2470. Chemical & Physical Properties Molecular Formula C16H16O5 Exact Mass 288.099762 PSA 94.83000 Index of Refraction 1.642 InChIKey NEZONWMXZKDMKF-JTQLQIEISA-N
Transport InfoShipping Name: UN
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available 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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