ChemicalBook > CAS DataBase List > Oleanolic acid 3-acetate

Oleanolic acid 3-acetate

Product Name: Oleanolic acid 3-acetate
CAS No.: 4339-72-4
Chemical Name: Oleanolic acid 3-acetate
Synonyms: product/154638;Oleanolic acid acetate;3-O-Acetylolealic acid;3-O-Acetyloleanolicaci;3-acetoxyoleanolic acid;3-O-Acetyloleanolic acid;oleanolic acid 3-acetate;3β-acetyl oleanolic acid;Oleanolic acid Impurity 2;3β-Acetoxyolean-12-en-28-oic acid
CBNumber: CB31349200
Molecular Formula: C32H50O4
Formula Weight: 498.74
MOL File: 4339-72-4.mol

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Oleanolic acid 3-acetate Property

Melting point:: 265-268 °C
Boiling point:: 564.4±50.0 °C(Predicted)
Density: 1.10
storage temp.: 2-8°C
solubility: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form: Powder
pka: 4.63±0.70(Predicted)
color: White to off-white
InChIKey: RIXNFYQZWDGQAE-VQHLFADXNA-N
SMILES: [C@@]12(C)CC[C@]3(CCC(C)(C)C[C@@]3([H])C1=CC[C@]1([H])[C@@]3([C@]([H])(C(C)(C)[C@H](CC3)OC(C)=O)CC[C@@]21C)C)C(O)=O |&1:0,4,11,16,18,19,24,33,r|

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 29764
Product name: Oleanolic Acid Acetate
Packaging: 1mg
Price: $93
Updated: 2024/03/01

Cayman Chemical

Product number: 29764
Product name: Oleanolic Acid Acetate
Packaging: 10mg
Price: $502
Updated: 2024/03/01

Cayman Chemical

Product number: 29764
Product name: Oleanolic Acid Acetate
Packaging: 5mg
Price: $343
Updated: 2024/03/01

Usbiological

Product number: 299821
Product name: 3-O-acetyloleanolic acid
Packaging: 10mg
Price: $433
Updated: 2021/12/16

ChemScene

Product number: CS-0023022
Product name: 3-O-Acetyloleanolicacid
Packaging: 5mg
Price: $336
Updated: 2021/12/16

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Oleanolic acid 3-acetate Chemical Properties,Usage,Production

Uses

3-O-Acetyloleanolic acid (3AOA), an oleanolic acid derivative isolated from the seeds of Vigna sinensis K., induces in cancer and also exhibits anti-angiogenesis activity[1].

Synthesis

508-02-1

108-24-7

4339-72-4

In a 25 mL dry Schlenk flask, oleanolic acid (2.0 mmol, 1.00 eq.) was dissolved in 10 mL of anhydrous pyridine, followed by the addition of ethanoic anhydride (2.50 eq.). The reaction mixture was slowly warmed to room temperature (rt) and stirred overnight. Upon completion of the reaction, the mixture was washed several times with water and the organic phase was extracted with ethyl acetate. The organic phases were combined and dried with anhydrous magnesium sulfate. After filtration, the filtrate was concentrated under reduced pressure to give pure (4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13. 14b-octadecahydroperylene-4a(2H)-carboxylic acid in >99% yield, which was directly used in the next step of the reaction.

References

[1] Yoo KH, et al. 3-O-acetyloleanolic acid induces apoptosis in human colon carcinoma HCT-116 cells. Phytother Res. 2012 Oct;26(10):1541-6. DOI:10.1002/ptr.4616
[2] Hwang-Bo J, et al. 3-O-Acetyloleanolic acid inhibits VEGF-A-induced lymphangiogenesis and lymph node metastasis in an oral cancer sentinel lymph node animal model. BMC Cancer. 2018 Jul 5;18(1):714. DOI:10.1186/s12885-018-4630-0

Oleanolic acid 3-acetate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Oleanolic acid 3-acetate manufacturers

Career Henan Chemical Co

Product: Oleanolic acid 3-acetate 4339-72-4
Price: US $3.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1kg,5kg,50kg
Release date: 2020-01-18

4339-72-4, Oleanolic acid 3-acetateRelated Search:

Benzyl acetate Triacetin Amyl acetate Sodium acetate Tocopheryl acetate Glatiramer acetate Vinyl acetate POLY(VINYL ACETATE) Ethyl 2-(Chlorosulfonyl)acetate Oleanolic acid Ethyl acetate Folic acid Stearic acid Citric acid Ascoric Acid ACETATE (3beta)-3-[[(2E)-3-(4-Chlorophenyl)-1-oxo-2-propenyl]oxy]-olean-12-en-28-oic acid 3-beta-Hydroxy-olean-12-en-28-oic acid butyrate

oleanolic acid 3-acetate

(3beta)- 3-(acetyloxy)- olean-12-en-28-oic acid

3β-Acetoxyolean-12-en-28-oic acid

3β-Acetyloxyolean-12-en-28-oic acid

Oleanolic acid acetate

(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-acetyloxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

3-O-Acetylolealic acid

(3β)- 3-(acetyloxy)- olean-12-en-28-oic acid

3beta-3-Acetoxyolean-12-en-28-oic acid

3-O-Acetyloleanolic acid

product/154638

Olean-12-en-28-oic acid, 3-(acetyloxy)-, (3β)-

3-O-Acetyloleanolicaci

Oleanolic acid Impurity 2

(4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-Acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylic acid

3-acetoxyoleanolic acid

3β-acetyl oleanolic acid

4339-72-4

Pentacyclic triterpenes