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(BETA,BETA-DIMETHYLACRYL)SHIKONIN

Product Name
(BETA,BETA-DIMETHYLACRYL)SHIKONIN
CAS No.
24502-79-2
Chemical Name
(BETA,BETA-DIMETHYLACRYL)SHIKONIN
Synonyms
BATA;dmask;Isoarnebin I;Senecioylshikonin;Dimethylacrylshikonin;b,b-DiMethylacrylshikonin;β,β-Dimethylacrylshikonin;(β,β-Dimethylacry)shikonin;(β,β-Dimethylacryl)shikonin>(+)-yl)-4-methyl-3-pentenyleste
CBNumber
CB1320787
Molecular Formula
C21H22O6
Formula Weight
370.4
MOL File
24502-79-2.mol
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(BETA,BETA-DIMETHYLACRYL)SHIKONIN Property

Melting point:
103°C
Boiling point:
587.3±50.0 °C(Predicted)
Density 
1.269
storage temp. 
2-8°C
solubility 
DMSO (Slightly, Sonicated), Chloroform (Slightly), Methanol (Slightly, Sonicated
pka
7.07±0.20(Predicted)
form 
Solid
color 
Very Dark Red to Very Dark Brown
Stability:
Air Sensitive, Light Sensitive
InChIKey
BATBOVZTQBLKIL-QGZVFWFLSA-N
LogP
3.130 (est)
CAS DataBase Reference
24502-79-2
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Safety

Safety Statements 
22-24/25
RTECS 
EM9252400
HS Code 
2914.50.3000
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML3463
Product name
β,β-Dimethylacrylshikonin
Purity
≥98% (HPLC)
Packaging
5MG
Price
$63.27
Updated
2025/07/31
Sigma-Aldrich
Product number
SML3463
Product name
β,β-Dimethylacrylshikonin
Purity
≥98% (HPLC)
Packaging
25MG
Price
$268
Updated
2025/07/31
TCI Chemical
Product number
D2118
Product name
(beta,beta-Dimethylacryl)shikonin
Purity
>90.0%(HPLC)
Packaging
100mg
Price
$100
Updated
2023/06/20
TRC
Product number
I120073
Product name
(β,β-Dimethylacryl)shikonin
Packaging
100mg
Price
$195
Updated
2021/12/16
Usbiological
Product number
300008
Product name
Beta,beta-Dimethylacrylshikonin
Packaging
10mg
Price
$482
Updated
2021/12/16
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(BETA,BETA-DIMETHYLACRYL)SHIKONIN Chemical Properties,Usage,Production

Chemical Properties

Brown powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from the root of Lithospermum officinale (highest content).

Uses

(β, β-Dimethylacryl)shikonin is a useful compound in the discovery and study of FFA4 agonists from Arnebia euchroma.

Definition

ChEBI: Beta,beta-Dimethylacrylshikonin is a hydroxy-1,4-naphthoquinone.

Biological Activity

β,β-Dimethylacrylshikonin (Arnebin-1) is a main active naphthoquinone from herbal plants Lithospermum erythrorhizon (Zicao) and Arnebia euchroma th at exhibits anti-neoplasm and antihyperglycemic activities. It stimulates autophagy in lung adenocarcinoma cells through activation of CaMKKβ-AMPK-mTOR pathway. β,β-Dimethylacrylshikonin facilitates wound healing through PI3K pathway. β,β-Dimethylacrylshikonin improves nonalcoholic fatty liver disease induced by a high-f at diet in rats.

in vivo

β,β-Dimethylacrylshikonin (0.1% suspension in PBS, applied topically on wounds, daily for 12d) accelerates Hydrocortisone (HY-N0583)-induced impaired wound healing in rats[2].
β,β-Dimethylacrylshikonin (1 or 2 mg/kg, i.p., on alternate days) suppresses tumor growth in BT-549 xenograft mice model by inhibiting STAT3 phosphorylation[3].
β,β-Dimethylacrylshikonin (0.5-1.5 mg/kg, i.p.) suppresses tumor growth in MFC gastric xenograft mice model[4].

Animal Model:Hydrocortisone induced impaired wound healing in cutaneous punch wound rat model[1]
Dosage:0.1% suspension in PBS; Hydrocortisone (30?mg/kg, i.m., daily, 11d)
Administration:applied topically on wounds, daily for 11?days
Result:HE staining: Showed more number of cells and vessels in the granulation tissue, and enhanced epidermal regeneration and collagen synthesis.
Enhanced the formation and migration of the epidermis over the wound.
Increased gap closure during normal and impaired healing
Animal Model:Athymic BALB/c nu/nu female mice (6- 8 week-old, 18-22 g), BT-549 cells were injected subcutaneously into the right thigh root of mice[3].
Dosage:1 or 2 mg/kg
Administration:i.p., on alternate days
Result:Decreased the expression of Ki67, CyclinB1 and CDK1 in tumor.
Up-regulated Bax expression and down-regulated Bcl-2 expression.
Increased the expression of E-cadherin and decreased N-cadherin and vimentin.
Decreased the level of p-STAT3 without changing total STAT3 levels.

(BETA,BETA-DIMETHYLACRYL)SHIKONIN Preparation Products And Raw materials

Raw materials

Preparation Products

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(BETA,BETA-DIMETHYLACRYL)SHIKONIN Suppliers

Americas 1 China 138 Europe 1 Germany 2 India 1 Japan 1 United Kingdom 5 United States 10 USA 1 Global 160
J & K SCIENTIFIC LTD.
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18210857532; 18210857532
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TCI (Shanghai) Development Co., Ltd.
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Maya High Purity Chemicals
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TCI Europe
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320-37350700
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View Lastest Price from (BETA,BETA-DIMETHYLACRYL)SHIKONIN manufacturers

Shanghai Standard Technology Co., Ltd.
Product
β,β-Dimethylacrylshikonin 24502-79-2
Price
US $0.00/mg
Min. Order
20mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2020-05-25

24502-79-2, (BETA,BETA-DIMETHYLACRYL)SHIKONINRelated Search:

Geroquinol Shikalkin ALLYL CROTONATE (BETA,BETA-DIMETHYLACRYL)SHIKONIN 5-Hydroxy-1,4-naphthalenedione 2-ALLYL-3-HYDROXYBENZALDEHYDE PLUMBAGIN 4-PHENYL-2-BUTYL ACETATE Menadione ACETYLSHIKONIN 5,8-Dihydroxy-1,4-naphthoquinone DEOXYSHIKONIN Shikonin CITRAL 5,8-Dihydronaphthol Alkannin PHENYL-3-PROPYL-CROTONATE 1-PHENYL-HEX-5-EN-3-OL

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  • (BETA,BETA-DIMETHYLACRYL)SHIKONIN
  • Dimethylacrylshikonin
  • (beta,beta-Dimethylacryl)shikonine
  • (+)-3-Methyl-2-butenoic acid 1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methyl-3-pentenyl ester
  • 3-Methyl-2-butenoic acid (R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methyl-3-pentenyl ester
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  • (β,β-Dimethylacry)shikonin
  • Isoarnebin I
  • (β,β-Dimethylacryl)shikonin, 98%, from Lithospermum erythrorhizon Sieb. & Zucc.
  • 3-Methyl-2-butenoic acid (1R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-penten-1-yl ester
  • b,b-DiMethylacrylshikonin
  • (R)-1-(5,8-dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-methylbut-2-enoate
  • BATA
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  • Tannic Acidβ,β-Dimethylacrylshikonin
  • β,β-Dimethylacrylshikonin
  • β,β-Dimethylacrylshikonin（β, β-dimethyl-acry-lalkannin）
  • β,β-Dimethylacrylshikonin, 10 mM in DMSO
  • (β,β-Dimethylacryl)shikonin, CAS 24502-79-2
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