| Identification | Back Directory | [Name]
BETA-HYDROXYISOVALERYLSHIKONIN | [CAS]
7415-78-3 | [Synonyms]
β-HIVS
Alkannin Impurity 1
Β-HYDROXYISOVALERYLSHIKONIN
β-Hydroxyisovalerylshikonin
β-hydroxylsovalerylshikonin
BETA-HYDROXYISOVALERYSHIKONIN
BETA-HYDROXYISOVALERYLSHIKONIN
Beta-Hydroxylsovalerylshikonin
5,8-Dihydroxy-2-[(R)-1-[(3-hydroxy-3-methylbutanoyl)oxy]-4-methyl-3-pentenyl]-1,4-naphthalenedione
3-Hydroxy-3-methylbutanoic acid (R)-1-[(1,4-dioxo-5,8-dihydroxy-1,4-dihydronaphthalene)-2-yl]-4-methyl-3-pentenyl ester
Butanoic acid, 3-hydroxy-3-methyl-, (1R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-penten-1-yl ester | [Molecular Formula]
C21H24O7 | [MDL Number]
MFCD04038036 | [MOL File]
7415-78-3.mol | [Molecular Weight]
388.41 |
| Chemical Properties | Back Directory | [Melting point ]
90-92 °C | [Boiling point ]
616.9±55.0 °C(Predicted) | [density ]
1.312±0.06 g/cm3(Predicted) | [storage temp. ]
4°C, protect from light | [solubility ]
Soluble in DMSO | [form ]
Solid | [pka]
7.08±0.20(Predicted) | [color ]
Brown to black | [LogP]
2.424 (est) |
| Hazard Information | Back Directory | [Uses]
Beta-hydroxyisovalerylshikonin is a natural product isolated from Lithospermum erythrorhizon, acts as a potent inhibitor of protein tyrosine kinases (PTK), with IC50s of 0.7μM and 1μM for EGFR and v-Src receptor, respectively. Beta-hydroxyisovalerylshikonin is effective against a wide variety of tumor cell lines, and most efficiently induces cell-death in NCI-H522 and DMS114 cells[1]. | [References]
[1] Hashimoto S, et al. Beta-hydroxyisovalerylshikonin is a novel and potent inhibitor of protein tyrosine kinases. Jpn J Cancer Res. 2002 Aug;93(8):944-51. DOI:10.1111/j.1349-7006.2002.tb01341.x |
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