Artemisinic acid

Basic Information

View in Editor

CAS Number

8028-66-8

Molecular Formula

C15H22O2

Molecular Weight

234.33 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

SMILES

View in Editor

OC(C(=C)[C@@H]1CC[C@@H](C)[C@@H]2CCC(C)=C[C@@H]21)=O

InChI

1S/C15H22O2/c1-9-4-6-12-10(2)5-7-13(14(12)8-9)11(3)15(16)17/h8,10,12-14H,3-7H2,1-2H3,(H,16,17)/t10-,12+,13+,14+/m1/s1

InChIKey

PLQMEXSCSAIXGB-SAXRGWBVSA-N

LogP

3.645800000000003

Topological Polar Surface Area

37.3 Å²

Hydrogen Bond Donor/Acceptor

1 / 2

Complexity

367

Synonyms & References

English

Honey
CLOVERHONEY
FORESTHONEY
MANUKAHONEY
HAWAIIANCHRISTMASBERRYHONEY
SUNFLOWERHONEY
TUPELOHONEY
Artemisinic acid
Artemisic acid
(+)-artemisinic acid
2-[(1R,4R,4aS,8aR)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]prop-2-enoic acid
53N99527G7
Arteannuic acid
2-((1R,4R,4aS,8aR)-4,7-Dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl)prop-2-enoic acid
Artemisinic-acid
s9135
LMPR010

FAQ

What are the physical and chemical properties of artemisinic acid (CAS: 8028-66-8)?

Artemisinic acid (CAS: 8028-66-8) is a crystalline compound with a molecular weight of approximately 282.36 g/mol. It is poorly soluble in water but soluble in organic solvents like ethanol and acetone. It exhibits limited reactivity with common reagents, making it suitable for various chemical transformations. Its melting point is around 140-145°C.

How is artemisinic acid (CAS: 8028-66-8) typically synthesized?

Artemisinic acid is typically synthesized via a multi-step process that involves the oxidation of artocarpus lactone. This process often uses palladium catalysts and is optimized for high selectivity and yield. Common methods include air oxidation and catalytic hydrogen peroxide oxidation, leading to the formation of artemisinic acid with a yield of up to 70%.

What industries use artemisinic acid (CAS: 8028-66-8)?

Artemisinic acid finds significant use in the pharmaceutical industry, particularly in the production of antimalarial drugs like artemisinin. It is also explored for use in the polymer industry for its biocompatibility and potential applications in biodegradable polymers. Additionally, it has shown promise in the development of biosensors and as a precursor in semiconductor fabrication.

What precautions should be taken when handling artemisinic acid (CAS: 8028-66-8)?

When handling artemisinic acid (CAS: 8028-66-8), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up using appropriate absorbents, and the area should be thoroughly decontaminated. Always refer to the safety data sheet (SDS) for detailed handling and emergency procedures.