Beta-Acetoxyisovalerylshikonin

Basic Information

View in Editor

CAS Number

69091-17-4

Molecular Formula

C23H26O8

Molecular Weight

430.45 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Physical State

Red powder

Boiling Point

583.6°C at 760 mmHg

Density

1.284±0.06 g/cm3 (20 ºC 760 Torr),

Flash Point

196.5°C

Solubility

Insuluble (3.8E-3 g/L) (25 ºC),

Refractive Index

1.572

SMILES

View in Editor

O=C(CC(OC(=O)C)(C)C)O[C@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)CC=C(C)C

InChI

InChI=1S/C23H26O8/c1-12(2)6-9-18(30-19(28)11-23(4,5)31-13(3)24)14-10-17(27)20-15(25)7-8-16(26)21(20)22(14)29/h6-8,10,18,25-26H,9,11H2,1-5H3/t18-/m0/s1

InChIKey

BQSAGDWOHVQNFB-SFHVURJKSA-N

LogP

3.403100000000002

Topological Polar Surface Area

127.20000000000002 Å²

Hydrogen Bond Donor/Acceptor

2 / 8

Complexity

802

Safety Information

View Safety Information

Storage Conditions

2-8℃

Synonyms & References

English

(1S)-1-(5,8-dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-(acetyloxy)-3-methylbutanoate
Butanoic acid, 3-(acetyloxy)-3-methyl-, 1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester, (S)-
Alkannin-3-methyl-3-acetoxy-buttersaeureester
β-acetoxy isovaleryl alkannin
Acetoxyisovalerylshikonin, β-
ACETOXYISOVALERYLALKANNIN
1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-acetoxy-3-methylbutanoate
(S)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-acetoxy-3-methylbutanoate
beta-Acetoxyisovalerylshinkonin
[1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-acetyloxy-3-methylbutanoate
Beta-Acetoxyisovalerylshikonin
β-Acetoxyisovalerylshikonin,3-(Acetyloxy)-3-methylbutanoic acid (1S)-1-(1,4-dihydro-5,8-dihydroxy-1,...

MDL Number

MFCD21333246

FAQ

What are the physical and chemical properties of Beta-Acetoxyisovalerylshikonin (CAS: 69091-17-4)?

Beta-Acetoxyisovalerylshikonin (CAS: 69091-17-4) is a crystalline compound with a molecular weight of approximately 310.36 g/mol. It has a solubility of 0.3 g/100 mL in water and moderate solubility in organic solvents such as ethanol and acetone. Chemically, it is reactive towards nucleophiles and can undergo substitution reactions. It also exhibits a weak acidity due to the presence of a carboxylic acid group.

How is Beta-Acetoxyisovalerylshikonin (CAS: 69091-17-4) typically synthesized?

Beta-Acetoxyisovalerylshikonin (CAS: 69091-17-4) is typically synthesized through a multi-step process involving acetylation, esterification, and cyclization reactions. Commonly, the synthesis involves the acetylation of isovalerylshikonin followed by the introduction of a carboxylic acid group to yield the final compound. The reaction conditions include the use of acetic anhydride as the acetylating agent and the presence of a Lewis acid as a catalyst.

What industries use Beta-Acetoxyisovalerylshikonin (CAS: 69091-17-4)?

Beta-Acetoxyisovalerylshikonin (CAS: 69091-17-4) is used in the pharmaceutical industry for its potential anti-inflammatory and antioxidant properties. It also finds applications in the cosmetic industry as a skin care agent. Additionally, it is explored for its use in the food industry as a natural colorant and preservative. Research is ongoing to explore its potential in other fields such as polymer science and materials science.

What precautions should be taken when handling Beta-Acetoxyisovalerylshikonin (CAS: 69091-17-4)?

When handling Beta-Acetoxyisovalerylshikonin (CAS: 69091-17-4), it is important to use personal protective equipment (PPE) such as gloves and goggles to protect against skin and eye contact. Work should be conducted in a fume hood to minimize the inhalation of vapors. Spills should be cleaned up using appropriate absorbents, and the material safety data sheet (MSDS) should be consulted for specific handling and disposal instructions. Proper training in chemical handling procedures is essential to ensure safety.