Cas no 76549-35-4 (alkannin isovalerate)

Alkannin isovalerate is a naphthoquinone derivative derived from the roots of Alkanna tinctoria, known for its bioactive properties. This compound combines alkannin, a natural red pigment with demonstrated antimicrobial and anti-inflammatory effects, with isovaleric acid, enhancing its lipophilicity and stability. Its key advantages include improved solubility in organic matrices and prolonged activity due to the esterification of alkannin. Alkannin isovalerate is utilized in pharmaceutical and cosmetic formulations for its wound-healing, antioxidant, and antimicrobial properties. The ester bond also facilitates controlled release, making it suitable for topical applications requiring sustained efficacy. Its compatibility with hydrophobic carriers further broadens its formulation versatility.
alkannin isovalerate structure
alkannin isovalerate structure
Product Name:alkannin isovalerate
CAS No:76549-35-4
MF:C21H24O6
MW:372.411666870117
CID:2029662
PubChem ID:335426
Update Time:2025-10-05

alkannin isovalerate Chemical and Physical Properties

Names and Identifiers

    • alkannin isovalerate
    • isovaleryl shikonin
    • Isovaleryl-alkannin
    • shikonin isovalerate
    • CTK0E0477
    • diethyl (1-oxo-3-methylbutyl)phosphonate
    • Diethylvalerylphosphonat
    • Isovalerylphosphonsaeurediethylester
    • Phosphonic acid, (3-methyl-1-oxobutyl)-, diethyl ester
    • [1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbutanoate
    • 76549-35-4
    • TS-10133
    • Butanoic acid, 3-methyl-, (1R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester (9CI); Butanoic acid, 3-methyl-, 1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester, (R)-
    • AKOS040760835
    • NSC-344556
    • NSC344556
    • InChI=1/C21H24O6/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/h5-7,10,12,17,22-23H,8-9H2,1-4H3
    • Butanoic acid, 3-methyl-, 1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester
    • PD119281
    • SCHEMBL13389448
    • UTOUNDHZJFIVPK-UHFFFAOYSA-
    • DTXSID60319387
    • ALKANNIN, ISOVALIRIC ACID ISVL
    • Isovalerylshikonin
    • BCP34279
    • 52387-14-1
    • Inchi: 1S/C21H24O6/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/h5-7,10,12,17,22-23H,8-9H2,1-4H3
    • InChI Key: UTOUNDHZJFIVPK-UHFFFAOYSA-N
    • SMILES: O(C(CC(C)C)=O)C(C/C=C(\C)/C)C1=CC(C2C(=CC=C(C=2C1=O)O)O)=O

Computed Properties

  • Exact Mass: 372.15728848g/mol
  • Monoisotopic Mass: 372.15728848g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 27
  • Rotatable Bond Count: 7
  • Complexity: 656
  • 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
  • XLogP3: 4.8
  • Topological Polar Surface Area: 101?2

Experimental Properties

  • Density: 1.246±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Insuluble (2.6E-3 g/L) (25 oC),

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Additional information on alkannin isovalerate

Exploring Alkannin Isovalerate (CAS No. 76549-35-4): A Comprehensive Guide to Its Properties and Applications

Alkannin isovalerate, a naturally occurring ester derivative of alkannin, has garnered significant attention in recent years due to its unique chemical properties and potential applications in cosmetics, pharmaceuticals, and nutraceuticals. With the growing demand for plant-based bioactive compounds, this compound (CAS No. 76549-35-4) stands out for its antioxidant, anti-inflammatory, and antimicrobial properties. Researchers and industry professionals are increasingly exploring its benefits, aligning with the global shift toward sustainable and natural ingredients.

The compound's structure combines alkannin, a naphthoquinone derivative, with isovaleric acid, enhancing its lipophilicity and bioavailability. This modification makes alkannin isovalerate particularly effective in topical formulations, where it can penetrate the skin barrier more efficiently. Recent studies highlight its role in skincare, addressing concerns like oxidative stress and aging—topics frequently searched by consumers seeking "natural anti-aging solutions" or "plant-based skincare ingredients."

In the pharmaceutical realm, alkannin isovalerate (CAS No. 76549-35-4) is being investigated for its wound-healing and antimicrobial properties. With the rise of antibiotic resistance, natural alternatives like this compound are gaining traction. Searches for "natural antimicrobial agents" or "wound-healing botanicals" reflect this trend, underscoring the relevance of alkannin isovalerate in modern research.

From an industrial perspective, the extraction and synthesis of alkannin isovalerate are subjects of optimization. Techniques such as supercritical fluid extraction and enzymatic esterification are being explored to improve yield and purity—keywords like "green chemistry in extraction" and "sustainable synthesis methods" resonate here. These advancements align with the broader push for eco-friendly production processes.

Consumer awareness of alkannin isovalerate is also growing, driven by its inclusion in premium cosmetic products. Brands marketing "clean beauty" or "vegan skincare" often highlight this ingredient, capitalizing on its natural origin and multifunctional benefits. Online queries such as "best natural ingredients for glowing skin" or "plant-based alternatives to retinol" further emphasize its market potential.

In summary, alkannin isovalerate (CAS No. 76549-35-4) represents a promising intersection of tradition and innovation. Its diverse applications, coupled with rising consumer interest in sustainable and effective ingredients, position it as a key player in the future of bioactive compounds. As research continues to uncover its full potential, this compound is poised to become a staple in both scientific and commercial landscapes.

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