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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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Oleanolic acid 3-acetate Suppliers

ALB Technology Limited
Tel
702-983-3769
Fax
702-983-3769
Email
sales@albtechnology.com
Country
United States
ProdList
2993
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55
EMMX Biotechnology LLC
Tel
888-539-0666
Fax
888-539-0666
Email
info@emmx.com
Country
United States
ProdList
8447
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60
TargetMol Chemicals Inc.
Tel
+1-781-999-5354; +17819995354
Email
marketing@targetmol.com
Country
United States
ProdList
32435
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58
Aladdin Scientific
Tel
Email
tp@aladdinsci.com
Country
United States
ProdList
52923
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58
TargetMol Chemicals Inc.
Tel
+1-781-999-5354;
Email
support@targetmol.com
Country
United States
ProdList
39035
Advantage
58
Alfa Chemistry
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Email
info@Alfa-Chemistry.com
Country
United States
ProdList
6814
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Cayman Chemical Company
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Email
cayman@caymanchem.com
Country
United States
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6213
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81
MedChemExpress
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sales@medchemexpress.com
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United States
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6398
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APAC Pharmaceutical, LLC
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sales@apacpharma.com
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United States
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Waterstone Technology, LLC
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Email
sales@waterstonetech.com
Country
United States
ProdList
6786
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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:


  • 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