Acetylshikonin

Modify Date: 2024-01-05 19:49:01

Acetylshikonin structure	Common Name	Acetylshikonin
	CAS Number	24502-78-1	Molecular Weight	330.332
	Density	1.3±0.1 g/cm3	Boiling Point	553.2±50.0 °C at 760 mmHg
	Molecular Formula	C₁₈H₁₈O₆	Melting Point	86°C
	MSDS	N/A	Flash Point	201.3±23.6 °C

Common Name	Acetylshikonin
CAS Number	24502-78-1	Molecular Weight	330.332
Density	1.3±0.1 g/cm3	Boiling Point	553.2±50.0 °C at 760 mmHg
Molecular Formula	C₁₈H₁₈O₆	Melting Point	86°C
MSDS	N/A	Flash Point	201.3±23.6 °C

Purity		Quantity		Budget		Inquiry

Use of Acetylshikonin

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
Synonym	More Synonyms

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	Research Areas >> Cancer Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450 Research Areas >> Inflammation/Immunology Signaling Pathways >> Neuronal Signaling >> AChE
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

Shikonine

CAS#:517-89-5

acetic acid

CAS#:64-19-7

~83%

Acetylshikonin

CAS#:24502-78-1

Literature: Kong, Wen-Yao; Chen, Xiao-Feng; Shi, Jing; Baloch, Shahla Karim; Qi, Jin-Liang; Zhu, Hai-Liang; Wang, Xiao-Ming; Yang, Yong-Hua Chirality, 2013 , vol. 25, # 11 p. 757 - 762

Shikonine

CAS#:517-89-5

Ethanoic anhydride

CAS#:108-24-7

Acetylshikonin

CAS#:24502-78-1

Literature: Fukui, Hiroshi; Tsukada, Minoru; Mizukami, Hajime; Tabata, Mamoru Phytochemistry (Elsevier), 1983 , vol. 22, # 2 p. 453 - 456

Precursor 3
CAS#:517-89-5 Shikonine CAS#:64-19-7 acetic acid CAS#:108-24-7 Ethanoic anhydride
DownStream 3
CAS#:517-89-5 Shikonine CAS#:77386-93-7 naphthazarin-di... CAS#:80186-91-0 cycloalkannin l...

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

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BioBioPha
China
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Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: Acetylshikonin
Price: ￥1378.0/20mg
Purity: 98.0%
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Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: Acetylshikonin
Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
Purity: 98.0%
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Acetylshikonin

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