3-O-Acetyloleanolic Acid

Basic Information

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CAS Number

4339-72-4

Molecular Formula

C32H50O4

Molecular Weight

498.75 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Basic Physical Properties

Physical State

Powder

Melting Point

265-268 ºC

Boiling Point

564.4°C at 760 mmHg

Flash Point

170.4°C

Solubility

N/A

Refractive Index

1.545

SMILES

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CC1(C)[C@H](CC[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])CC(C)(C)CC[C@@](C(O)=O)5CC[C@](C)4[C@@](C)3CC[C@@]12[H])OC(C)=O

InChI

InChI=1S/C32H50O4/c1-20(33)36-25-12-13-29(6)23(28(25,4)5)11-14-31(8)24(29)10-9-21-22-19-27(2,3)15-17-32(22,26(34)35)18-16-30(21,31)7/h9,22-25H,10-19H2,1-8H3,(H,34,35)/t22-,23-,24+,25-,29-,30+,31+,32-/m0/s1

InChIKey

RIXNFYQZWDGQAE-DFHVBEEKSA-N

LogP

7.804400000000009

Topological Polar Surface Area

63.6 Å²

Hydrogen Bond Donor/Acceptor

1 / 4

Complexity

992

Safety Information

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Storage Conditions

2-8℃

Synonyms & References

English

Oleanolic acid 3-acetate
3-O-Acetyloleanolic acid
3beta-3-Acetoxyolean-12-en-28-oic acid
(3alpha,5xi,9xi,18xi)-3-(acetyloxy)olean-12-en-28-oic acid
(3beta)-3-(acetyloxy)olean-12-en-28-oic acid
Oleanolic acid acetate
[ "Oleanolic acid acetate" ]
Acetyl oleanolic acid
3-?O-?Acetyloleanolic acid
Acetyloleanolic acid
AK104331
BDBM50102741
3-(Acetylox
ST24042392
W2526
339A724
3 - acetyl oleanolic acid

MDL Number

MFCD09752429

FAQ

What are the physical and chemical properties of 3-O-Acetyloleanolic Acid (CAS: 4339-72-4)?

3-O-Acetyloleanolic Acid is a colorless crystalline solid with a molecular weight of approximately 512.62 g/mol. It is poorly soluble in water but soluble in ethanol and methanol. Chemically, it is less reactive than its parent compound, oleanolic acid, due to the acetylation at the 3-position. It has a melting point of around 170-172°C and exhibits good stability under normal storage conditions.

How is 3-O-Acetyloleanolic Acid (CAS: 4339-72-4) typically synthesized?

3-O-Acetyloleanolic Acid is typically synthesized through the acetylation of oleanolic acid with acetic anhydride in the presence of a strong acid catalyst, such as sulfuric acid. The reaction is carried out at a temperature of 100-110°C. The product is purified by recrystallization from ethanol, yielding a high purity of the compound with good yield and selectivity.

What industries use 3-O-Acetyloleanolic Acid (CAS: 4339-72-4)?

3-O-Acetyloleanolic Acid is mainly used in the pharmaceutical industry for the development of bioactive compounds. It also finds applications in the cosmetic industry as a skin care ingredient. Additionally, it is used in the production of functional foods and nutraceuticals for its health-promoting properties. In specialized industries, it might be utilized in the preparation of certain polymers and as a starting material for the synthesis of other natural product derivatives.

What precautions should be taken when handling 3-O-Acetyloleanolic Acid (CAS: 4339-72-4)?

When handling 3-O-Acetyloleanolic Acid, it is important to wear appropriate personal protective equipment (PPE), including gloves and safety goggles. This compound should be stored in a well-ventilated area and away from heat sources. In case of a spill, it should be carefully cleaned up using appropriate absorbent materials. The material safety data sheet (MSDS) should always be consulted for detailed safety information and emergency procedures. Handling should be done under a fume hood to minimize inhalation exposure.