Cas no 24502-79-2 (β,β-Dimethylacrylshikonin)
β,β-Dimethylacrylshikonin is a naphthoquinone derivative primarily isolated from the roots of Lithospermum erythrorhizon and related Boraginaceae species. This compound exhibits notable biological activities, including antimicrobial, anti-inflammatory, and antitumor properties, attributed to its ability to modulate cellular redox processes and inhibit key enzymatic pathways. Its unique β,β-dimethylacryloyl moiety enhances stability and bioavailability compared to simpler shikonin derivatives. Researchers value β,β-Dimethylacrylshikonin for its potential in pharmaceutical development, particularly in targeting oxidative stress-related diseases and cancer. Its well-characterized structure and reproducible synthesis make it a reliable reference standard for analytical and pharmacological studies. Handling requires protection from light due to photosensitivity.
β,β-Dimethylacrylshikonin structure
Product Name:β,β-Dimethylacrylshikonin
CAS No:24502-79-2
MF:C21H22O6
MW:370.3958
MDL:MFCD00143687
CID:259611
PubChem ID:87568563
Update Time:2025-08-03
β,β-Dimethylacrylshikonin Chemical and Physical Properties
Names and Identifiers
-
- β,β-Dimethylacrylshikonin
- 2-Butenoic acid,3-methyl-,(1R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-penten-1-ylester
- (beta,beta-Dimethylacryl)shikonin
- (β,β-DIMETHYLACRYL)SHIKONIN
- 2-Butenoic acid,3-methyl-,(1R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl...
- b,b-Dimethylacrylshikonin
- beta,beta-Dimethylacrylshikonin
- Beta,beta-DimethylacrylAlkannin
- Dimethylacrylshikonin
- dmask
- Isoarnebin I
- Senecioylshikonin
- 5,8-Dihydroxy-2-[1-(β,β-dimethylacryloyloxy)-4-methyl-3-pentenyl]-1,4-naphthalenedione
- Shikonin beta,beta-dimethylacrylate
- 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- Dimethylacrylshikonin
- (,-DIMETHYLACRYL)SHIKONIN
- [1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbut-2-enoate
- [(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbut-2-enoate
- 2-Butenoic acid, 3-methyl-, (1R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dio
- SCHEMBL2876200
- A877899
- AKOS016010086
- (1R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydro-2-naphthalenyl)-4-methyl-3-pentenyl 3-methyl-2-butenoate, AldrichCPR
- 2-Butenoic acid, 3-methyl-, 1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester, (R)-
- A inverted exclamation marka pound-dimethylacrylalkannin
- dimethylacrylalkannin
- b, b-Dimethylacrylshikonin
- (R)-1-(5,8-dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-enyl 3-methylbut-2-enoate
- AC-35166
- CHEBI:81071
- (b, b-Dimethylacryl)shikonin
- Q27155028
- CCG-208399
- MFCD00143687
- 24502-79-2
- F17674
- 2-Butenoic acid, 3-methyl-, (1R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester
- C17415
- (R)-1-(5,8-dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-methylbut-2-enoate
- A,
- 2-Butenoic acid, 3-methyl-, 1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester, (+)-
- DA-72786
- 1ST167705
- BATBOVZTQBLKIL-QGZVFWFLSA-N
- Dimethylacrylshikonin(beta,beta-Dimethylacryl)shikonin; Isoarnebin I
- (Beta, Beta-Dimethylacryl)shikonin
-
- MDL： MFCD00143687
- Inchi： 1S/C21H22O6/c1-11(2)5-8-17(27-18(25)9-12(3)4)13-10-16(24)19-14(22)6-7-15(23)20(19)21(13)26/h5-7,9-10,17,22-23H,8H2,1-4H3/t17-/m1/s1
- InChI Key： BATBOVZTQBLKIL-QGZVFWFLSA-N
- SMILES： O(C(/C(/[H])=C(\C([H])([H])[H])/C([H])([H])[H])=O)[C@]([H])(C([H])([H])/C(/[H])=C(\C([H])([H])[H])/C([H])([H])[H])C1=C([H])C(C2=C(C([H])=C([H])C(=C2C1=O)O[H])O[H])=O
Computed Properties
- Exact Mass: 370.14200
- Monoisotopic Mass: 370.142
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 6
- Heavy Atom Count: 27
- Rotatable Bond Count: 6
- Complexity: 706
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 1
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Molecular Weight: 370.4
- Surface Charge: 0
- Tautomer Count: 12
- XLogP3: 5
- Topological Polar Surface Area: 101
Experimental Properties
- Color/Form: Powder
- Density: 1.269
- Melting Point: 103.0 to 105.0 deg-C
- Boiling Point: 587.3°Cat760mmHg
- Flash Point: 206.4°C
- Refractive Index: 1.618
- PSA: 100.90000
- LogP: 3.63750
- Solubility: Not determined
β,β-Dimethylacrylshikonin Customs Data
- HS CODE：2916129000
- Customs Data：
China Customs Code:
2916129000Overview:
2916129000 Other acrylates. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%
Declaration elements:
Product Name, component content, use to, Acrylic acid\Acrylates or esters shall be packaged clearly
Summary:
2916129000 other esters of acrylic acid VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%
β,β-Dimethylacrylshikonin Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| MedChemExpress | HY-N5112B-5mg |
β,β-Dimethylacrylshikonin |
24502-79-2 | 99.64% | 5mg |
￥550 | 2024-04-18 | |
| MedChemExpress | HY-N5112B-10mg |
β,β-Dimethylacrylshikonin |
24502-79-2 | 99.64% | 10mg |
￥950 | 2024-04-18 | |
| MedChemExpress | HY-N5112B-20mg |
β,β-Dimethylacrylshikonin |
24502-79-2 | 99.64% | 20mg |
￥2860 | 2022-09-30 | |
| ChemFaces | CFN90164-20mg |
Dimethylacrylshikonin |
24502-79-2 | >=98% | 20mg |
$158 | 2021-07-22 | |
| DC Chemicals | DCE-035-20 mg |
β,β-Dimethylacrylshikonin |
24502-79-2 | >98%, Standard References Grade | 20mg |
$280.0 | 2022-02-28 | |
| S e l l e c k ZHONG GUO | S0908-1mg |
β,β-Dimethylacrylshikonin |
24502-79-2 | 1mg |
RMB1629.81 | 2021-06-18 | ||
| ChemFaces | CFN90164-20mg |
Dimethylacrylshikonin |
24502-79-2 | >=98% | 20mg |
$138 | 2023-09-19 | |
| HE FEI BO MEI SHENG WU KE JI YOU XIAN ZE REN GONG SI | BZP1618-20mg |
β,β-Dimethylacrylshikonin |
24502-79-2 | HPLC≥98% | 20mg |
￥1400元 | 2023-09-15 | |
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R030575-100mg |
β,β-Dimethylacrylshikonin |
24502-79-2 | 90% | 100mg |
￥2687 | 2024-05-24 | |
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R030575-25mg |
β,β-Dimethylacrylshikonin |
24502-79-2 | 90% | 25mg |
￥692 | 2024-05-24 |
β,β-Dimethylacrylshikonin Related Literature
-
Khan Behlol Ayaz Ahmed,Santanu Kar Mahapatra,Mamilla R. Charan Raja,Shankar Subramaniam,Megarajan Sengan,Narendran Rajendran,Sandeep Kumar Das,Kuntal Haldar,Somenath Roy,Aravind Sivasubramanian,Veerappan Anbazhagan RSC Adv. 2016 6 18980
-
E. D. Spyrelli,A. V. Kyriazou,C. Virgiliou,A. Nakas,O. Deda,V. P. Papageorgiou,A. N. Assimopoulou,H. G. Gika Mol. BioSyst. 2017 13 841
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