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24502-78-1,MFCD00143538
Catalog No.:AA002OA1

24502-78-1 | Acetyl Shikonin

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5mg
98% by HPLC
in stock  
$217.00   $152.00
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10mg
98% by HPLC
in stock  
$322.00   $225.00
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25mg
98% by HPLC
in stock  
$609.00   $427.00
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50mg
98% by HPLC
in stock  
$993.00   $695.00
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100mg
98% by HPLC
in stock  
$1,672.00   $1,170.00
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500mg
98% by HPLC
in stock  
$5,256.00   $3,679.00
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1000mg
98% by HPLC
in stock  
$8,372.00   $5,860.00
- +
  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA002OA1
Chemical Name:
Acetyl Shikonin
CAS Number:
24502-78-1
Molecular Formula:
C18H18O6
Molecular Weight:
330.3319
MDL Number:
MFCD00143538
SMILES:
CC(=O)O[C@@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)CC=C(C)C
Properties
Computed Properties
 
Complexity:
599  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
5  
XLogP3:
3.5  

Literature

Title: Lithospermum erythrorhizon suppresses high-fat diet-induced obesity, and acetylshikonin, a main compound of Lithospermum erythrorhizon, inhibits adipocyte differentiation.

Journal: Journal of agricultural and food chemistry 20120912

Title: Naphthoquinones from Onosma paniculata induce cell-cycle arrest and apoptosis in melanoma Cells.

Journal: Journal of natural products 20120525

Title: Ionization of shikonin derivatives using negative-ion electrospray mass spectrometry: [M-H]- versus [M + e]•-.

Journal: Journal of mass spectrometry : JMS 20120501

Title: Selective and slow-binding inhibition of shikonin derivatives isolated from Lithospermum erythrorhizon on glycosyl hydrolase 33 and 34 sialidases.

Journal: Bioorganic & medicinal chemistry 20120301

Title: Callus culture of Echium italicum L. towards production of a shikonin derivative.

Journal: Natural product research 20110901

Title: The anti-proliferation effect of Aikete injection on hepatocellular carcinoma in vitro and in vivo.

Journal: Pharmaceutical biology 20110501

Title: Simultaneous densitometric determination of shikonin, acetylshikonin, and beta-acetoxyisovaleryl-shikonin in ultrasonic-assisted extracts of four Arnebia species using reversed-phase thin layer chromatography.

Journal: Journal of separation science 20090901

Title: Inhibitory effect of acetylshikonin on human gastric carcinoma cell line SGC-7901 in vitro and in vivo.

Journal: World journal of gastroenterology 20090421

Title: The influence of acetylshikonin, a natural naphthoquinone, on the production of leukotriene B4 and thromboxane A2 in rat neutrophils.

Journal: European journal of pharmacology 20090401

Title: Quantitative determination of acetylshikonin in macaque monkey blood by LC-ESI-MS/MS after precolumn derivatization with 2-mercaptoethanol and its application in pharmacokinetic study.

Journal: Acta pharmacologica Sinica 20081201

Title: Modulation of orphan nuclear receptor Nur77-mediated apoptotic pathway by acetylshikonin and analogues.

Journal: Cancer research 20081101

Title: Shikonin, acetylshikonin, and isobutyroylshikonin inhibit VEGF-induced angiogenesis and suppress tumor growth in lewis lung carcinoma-bearing mice.

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20081101

Title: Comparison of the cytotoxic activities of naturally occurring hydroxyanthraquinones and hydroxynaphthoquinones.

Journal: European journal of medicinal chemistry 20080601

Title: Isolation and purification of acetylshikonin and beta-acetoxyisovalerylshikonin from cell suspension cultures of Arnebia euchroma (Royle) Johnston using rapid preparative HPLC.

Journal: Journal of separation science 20080301

Title: Synthetic 2',5'-dimethoxychalcones as G(2)/M arrest-mediated apoptosis-inducing agents and inhibitors of nitric oxide production in rat macrophages.

Journal: European journal of medicinal chemistry 20070501

Title: Human ACAT inhibitory effects of shikonin derivatives from Lithospermum erythrorhizon.

Journal: Bioorganic & medicinal chemistry letters 20070215

Title: Evaluation of the anti-inflammatory and cytotoxic activities of naphthazarine derivatives from Onosma leptantha.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20060301

Title: The effect of acetylshikonin isolated from Lithospermum canescens roots on tumor-induced cutaneous angiogenesis.

Journal: Acta poloniae pharmaceutica 20040101

Title: Antimicrobial activities of naphthazarins from Arnebia euchroma.

Journal: Journal of natural products 20021201

Title: Shikonin derivatives: synthesis and inhibition of human telomerase.

Journal: Bioorganic & medicinal chemistry letters 20020520

Title: Park SH, et al. Identification of acetylshikonin as the novel CYP2J2 inhibitor with anti-cancer activity in HepG2 cells. Phytomedicine. 2017 Jan 15;24:134-140.

Title: Shon JC, et al. Acetylshikonin is a novel non-selective cytochrome P450 inhibitor. Biopharm Drug Dispos. 2017 Dec;38(9):553-556.

Title: Wang Y, et al. Acetylshikonin, a Novel AChE Inhibitor, Inhibits Apoptosis via Upregulation of Heme Oxygenase-1 Expression in SH-SY5Y Cells. Evid Based Complement Alternat Med. 2013;2013:937370.

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