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(R)-Shikonin

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Category Human immunodeficiency Virus (HIV)
CAS 517-89-5
Description (R)-Shikonin is a naphthoquinone extracted from Lithospermum erythrorhizon and Alkanna sp. It is a natural cardioprotective, antioxidative and anti-inflammatory agent.
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Product Information

Synonyms Shikonin; Isoarnebin 4; Tokyo Violet; Shikonin S; (R)-5,8-Dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-1,4-naphthalenedione; R-5,8-dihydroxy-2-[(1R)-1-hydroxy-4-methyl-3-pentenyl]-1,4-naphthalenedione; (+)-5,8-Dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-1,4-naphthoquinone; (+)-Shikonin; (R)-(+)-Shikonin; NSC 252844; Shikonine; Tokyo Violet
IUPAC Name 5,8-dihydroxy-2-[(1R)-1-hydroxy-4-methylpent-3-enyl]naphthalene-1,4-dione
Molecular Weight 288.30
Molecular Formula C16H16O5
Canonical SMILES CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)O)C
InChI 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/t10-/m1/s1
InChIKey NEZONWMXZKDMKF-SNVBAGLBSA-N
Boiling Point 567.4±50.0°C (Predicted)
Melting Point 148°C
Flash Point 311ºC
Purity ≥98%
Density 1.373±0.06 g/cm3 (Predicted)
Solubility Soluble in Benzene (Very Slightly), Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
Appearance Very Dark Red to Very Dark Brown Solid
Storage Store at 2-8°C under inert atmosphere
Complexity 501
Exact Mass 288.09977361
Index Of Refraction 1.642
PSA 94.83
Target Chloride Channel; Pyruvate Kinase; NF-κB; TNF Receptor; HIV
Vapor Pressure 0.0±1.6 mmHg at 25°C
XLogP3-AA 3

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