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24502-78-1

24502-78-1 structure
24502-78-1 structure
  • Name: Acetylshikonin
  • Chemical Name: acetylshikonin
  • CAS Number: 24502-78-1
  • Molecular Formula: C18H18O6
  • Molecular Weight: 330.332
  • Catalog: Chemical reagent Organic reagent Bicyclic compound
  • Create Date: 2018-06-21 19:16:27
  • Modify Date: 2024-01-05 19:49:01
  • Acetylshikonin, derived from the root of Lithospermum erythrorhizon, has anti-cancer and antiinflammation activity. Acetylshikonin is a non-selective cytochrome P450 inhibitor against all P450s (IC50 values range from 1.4-4.0 μM). Acetylshikonin is an AChE inhibitor and exhibits potent antiapoptosis activity[1][2][3].
Name acetylshikonin
Synonyms 1'O-acetylshikonin
(1R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydro-2-naphthalenyl)-4-methyl-3-penten-1-yl acetate
1,4-Naphthalenedione, 2-[(1R)-1-(acetyloxy)-4-methyl-3-penten-1-yl]-5,8-dihydroxy-
O-Acetylshikonin
Shikonin acetate
acethylshikonin
1,4-Naphthalenedione, 2-[1- (acetyloxy)-4-methyl-3-pentenyl]-5,8-dihydroxy-, (R)-
(1R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl acetate
Acetylshikonin: 1,4-Naphthalenedione,2-[1-(acetyloxy)-4-methyl-3-pentenyl]-5,8-dihydroxy-, (R)-,
Shikonin,acetyl
MFCD00143538
acetyl shikonin
(R)-1-(5,8-dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-enyl acetate
Description Acetylshikonin, derived from the root of Lithospermum erythrorhizon, has anti-cancer and antiinflammation activity. Acetylshikonin is a non-selective cytochrome P450 inhibitor against all P450s (IC50 values range from 1.4-4.0 μM). Acetylshikonin is an AChE inhibitor and exhibits potent antiapoptosis activity[1][2][3].
Related Catalog
Target

IC50: 1.4-4.0 μM (all P450s)[2] AChE[3]

References

[1]. 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.

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

[3]. 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.
Density 1.3±0.1 g/cm3
Boiling Point 553.2±50.0 °C at 760 mmHg
Melting Point 86°C
Molecular Formula C18H18O6
Molecular Weight 330.332
Flash Point 201.3±23.6 °C
Exact Mass 330.110352
PSA 100.90000
LogP 4.57
Vapour Pressure 0.0±1.6 mmHg at 25°C
Index of Refraction 1.602

CHEMICAL IDENTIFICATION

RTECS NUMBER :
QL8001000
CHEMICAL NAME :
1,4-Naphthoquinone, 5,8-dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-, 2-acetate, (+)-
CAS REGISTRY NUMBER :
24502-78-1
LAST UPDATED :
199112
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C18-H18-O6
MOLECULAR WEIGHT :
330.36
WISWESSER LINE NOTATION :
L66 BV EVJ CYOV1&2UY1&1 GQ JQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 73,193,1977
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
41 mg/kg
TOXIC EFFECTS :
Behavioral - changes in motor activity (specific assay) Behavioral - ataxia
REFERENCE :
NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 73,193,1977
Hazard Codes Xi
Risk Phrases R36/37/38
Safety Phrases S26-S36/37/39

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title: CAS No. 24502-78-1 | Chemsrc address: https://www.chemsrc.com/en/baike/314512.html

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