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CAS 52387-14-1

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Isovalerylshikonin

Description:
Isovalerylshikonin is a natural compound belonging to the class of naphthoquinones, which are known for their diverse biological activities. It is derived from the roots of the plant *Lithospermum erythrorhizon*, commonly used in traditional medicine. This compound exhibits a range of pharmacological properties, including anti-inflammatory, antimicrobial, and anticancer activities. Isovalerylshikonin is characterized by its unique chemical structure, which includes a naphthalene ring system and a side chain that contributes to its biological efficacy. The compound is typically soluble in organic solvents and has limited solubility in water, which is common for many naphthoquinones. Its mechanism of action often involves the modulation of various cellular pathways, making it a subject of interest in medicinal chemistry and drug development. Additionally, research into isovalerylshikonin continues to explore its potential therapeutic applications and the underlying mechanisms that contribute to its bioactivity.
Formula:C21H24O6
InChI:InChI=1/C21H24O6/c1-11(2)5-8-17(27-18(25)9-12(3)4)13-10-16(24)19-14(22)6-7-15(23)20(19)21(13)26/h5-7,10,12,17,22-23H,8-9H2,1-4H3
InChI key:InChIKey=UTOUNDHZJFIVPK-QGZVFWFLSA-N
SMILES:O=C1C=2C(C(=O)C=C1[C@H](OC(CC(C)C)=O)CC=C(C)C)=C(O)C=CC2O
Synonyms:
  • (R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-methylbutanoate
  • 1-(5,8-Dihydroxy-1,4-Dioxo-1,4-Dihydronaphthalen-2-Yl)-4-Methylpent-3-En-1-Yl 3-Methylbutanoate
  • Butanoic acid, 3-methyl-, (1R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-penten-1-yl ester
  • Butanoic acid, 3-methyl-, (1R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester
  • Butanoic acid, 3-methyl-, 1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester, (R)-
  • Isovalerylshikonin
  • 3-Methylbutanoic acid (R)-1-[(1,4-dioxo-5,8-dihydroxy-1,4-dihydronaphthalen)-2-yl]-4-methyl-3-pentenyl ester
  • 5,8-DIHYDROXY-2-(1-ISOVALERYLOXY-4-METHYL-3-PENTENYL)-1,4-NAPHTHALENEDIONE
  • 5,8-Dihydroxy-2-[(R)-1-isovaleryloxy-4-methyl-3-pentenyl]-1,4-naphthalenedione
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