CAS 24502-79-2

β,β-Dimethylacrylshikonin

Description:

β,β-Dimethylacrylshikonin is a naturally occurring compound belonging to the class of naphthoquinones, which are known for their diverse biological activities. This substance is derived from the roots of certain plants, particularly those in the Boraginaceae family, and is recognized for its potential medicinal properties. It exhibits a characteristic deep red to purple color, which is typical of many naphthoquinones. The compound is soluble in organic solvents, such as ethanol and methanol, but has limited solubility in water. β,β-Dimethylacrylshikonin has been studied for its antioxidant, antimicrobial, and anti-inflammatory activities, making it of interest in pharmacological research. Its structure features a naphthalene ring system with various functional groups that contribute to its reactivity and biological interactions. As with many natural products, the specific mechanisms of action and therapeutic potential of β,β-Dimethylacrylshikonin continue to be explored in scientific studies, highlighting its relevance in the field of natural product chemistry and drug development.

Formula: C₂₁H₂₂O₆

InChI: InChI=1/C17H14O6/c1-3-5-13(23-14(21)4-2)9-8-12(20)15-10(18)6-7-11(19)16(15)17(9)22/h3-4,6-8,13,18-19H,1-2,5H2/t13-/m1/s1

InChI key: InChIKey=BATBOVZTQBLKIL-QGZVFWFLSA-N

SMILES: O=C1C=2C(C(=O)C=C1[C@H](OC(C=C(C)C)=O)CC=C(C)C)=C(O)C=CC2O

Synonyms:

• (beta,beta-Dimethylacryl)shikonin
• 1-(5,8-Dihydroxy-1,4-Dioxo-1,4-Dihydronaphthalen-2-Yl)-4-Methylpent-3-En-1-Yl 3-Methylbut-2-Enoate
• 2-Butenoic acid, 3-methyl-, (1R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-penten-1-yl ester
• 2-Butenoic acid, 3-methyl-, (1R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester
• 2-Butenoic acid, 3-methyl-, 1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester, (R)-
• B,B-Dimethyl Acrylshikonin
• Isoarnebin I
• Shikonin β,β-dimethylacrylate
• [(1R)-1-(5,8-Dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbut-2-enoate
• β,β-Dimethylacrylshikonin
• 3-Methyl-2-butenoic acid (R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methyl-3-pentenyl ester
• (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
• (beta,beta-Dimethylacryl)shikonine
• 5,8-DIHYDROXY-2-[1-(BETA,BETA-DIMETHYLACRYLOYLOXY)-4-METHYL-3-PENTENYL]-1,4-NAPHTHALENEDIONE
• (+)-3-Methyl-2-butenoic acid 1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methyl-3-pentenyl ester
• (+)-yl)-4-methyl-3-pentenyleste
• (β,β-Dimethylacry)shikonin
• (R)-1-(5,8-dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-methylbut-2-enoate
• BATA
• SHIKONIN-BETA,BETA-DIMETHYLACRYLATE
• dmask
• Senecioylshikonin
• Dimethylacrylshikonin

(β,β-Dimethylacryl)shikonin

CAS: 24502-79-2

Formula: C₂₁H₂₂O₆

Purity: >90.0%(HPLC)

Color and Shape: Dark red to Brown powder to crystal

Molecular weight: 370.40

Ref: 3B-D2118

2-Butenoic acid, 3-methyl-, (1R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-penten-1-yl ester

CAS: 24502-79-2

Formula: C₂₁H₂₂O₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 370.3958

Ref: IN-DA002OCS

β,β-Dimethylacrylshikonin

CAS: 24502-79-2

Formula: C₂₁H₂₂O₆

Molecular weight: 370.40

Ref: 7W-GY4974

β,β-Dimethylacrylshikonin

CAS: 24502-79-2

β,β-Dimethylacrylshikonin

Purity: ≥90%

Molecular weight: 370.4g/mol

Ref: 54-BUP00033

β,β-Dimethylacrylshikonin

CAS: 24502-79-2

Formula: C₂₁H₂₂O₆

Purity: 95%~99%

Molecular weight: 370.401

Ref: BP-BP0260

β,β-Dimethylacrylshikonin

CAS: 24502-79-2

β,β-Dimethylacrylshikonin (Dimethylacrylshikonin) is a promising agent for developing an improved strategy for radiotherapy against tumors.

Formula: C₂₁H₂₂O₆

Purity: 93.42% - 99.97%

Color and Shape: Solid

Molecular weight: 370.396

Ref: TM-T3S2344

2-Butenoic acid, 3-methyl-, (1R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-penten-1-yl ester

CAS: 24502-79-2

Purity: ≥98%(HPLC)

Molecular weight: 370.401001

Ref: 10-F865868

(b, b-Dimethylacryl)shikonin

Controlled Product

CAS: 24502-79-2

Applications (BETA,BETA-DIMETHYLACRYL)SHIKONIN (cas# 24502-79-2) is a useful research chemical.

Formula: C₂₁H₂₂O₆

Color and Shape: Neat

Molecular weight: 370.4

Ref: TR-I120073

beta,beta-Dimethylacrylshikonin

CAS: 24502-79-2

Beta,beta-dimethylacrylshikonin is a natural compound that has been shown to have cytotoxic properties against human pathogens and cancer cells. It inhibits the growth of P. aeruginosa and E. coli in vitro by inducing oxidative DNA damage and apoptosis. Beta,beta-dimethylacrylshikonin induces mitochondrial depolarization in L1210 murine leukemia cells, which may be due to its ability to inhibit ATP production and reduce intracellular glutathione levels. This compound also induces an increase in the mitochondrial membrane potential in K562 cells. Beta,beta-dimethylacrylshikonin has also been shown to induce cell death in human carcinoma cell lines by inhibiting protein synthesis and promoting DNA fragmentation.

Formula: C₂₁H₂₂O₆

Purity: Min. 95%

Molecular weight: 370.4 g/mol

Ref: 3D-FD65413