3-alpha-O-acetyl-alpha-boswellic acid

Base Information

• Chemical Name: 3-alpha-O-acetyl-alpha-boswellic acid
• CAS No.: 89913-60-0
• Molecular Formula: C32H50O4
• Molecular Weight: 498.737
• European Community (EC) Number: 805-346-3
• UNII: BIO9XQ683U
• ChEMBL ID: CHEMBL1802044
• DSSTox Substance ID: DTXSID80569721
• Metabolomics Workbench ID: 124840
• Nikkaji Number: J378.174G
• Wikidata: Q27136595
• Mol file: 89913-60-0.mol

Synonyms:89913-60-0;Acetyl-alpha-boswellic acid;3-alpha-O-acetyl-alpha-boswellic acid;BIO9XQ683U;(3alpha,4beta)-3-(Acetyloxy)olean-12-en-23-oic acid;3-O-Acetyl-|A-boswellic acid;CHEBI:68104;UNII-BIO9XQ683U;3-O-Acetyl-alpha-boswellic acid;CHEMBL1802044;(3R,4R,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-3-acetyloxy-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid;alpha-Boswellic acid acetate;Olean-12-en-23-oic acid, 3-(acetyloxy)-, (3alpha,4beta)-;.alpha.-Boswellic acid acetate;MFCD03788772;ALPHA-BOSWELLIC ACID,3-ACETYL;-boswellic acid acetate;Acetyl-alpha-Boswellig acid;3-O-Acetyl-??-boswellic acid;SCHEMBL23610475;DTXSID80569721;HY-N3037;BDBM50531259;ACETYL-.ALPHA.-BOSWELLIC ACID;AKOS040760215;MS-29263;CS-0023057;(3alpha)-3-(Acetyloxy)olean-12-en-24-oic acid;3-O-Acetyl-alpha-boswellic acid, analytical standard;Q27136595;(3.ALPHA.,4.BETA.)-3-(ACETYLOXY)OLEAN-12-EN-23-OIC ACID;OLEAN-12-EN-23-OIC ACID, 3-(ACETYLOXY)-, (3.ALPHA.,4.BETA.)-;(3,4)-3-(Acetyloxy)olean-12-en-23-oic acid;3-O-Acetyl--boswellic acid;Acetyl--boswellic acid

Chemical Property of 3-alpha-O-acetyl-alpha-boswellic acid

Chemical Property:

• Melting Point: 230-232℃
• Boiling Point: 563.6±50.0 °C(Predicted)
• PKA: 4.32±0.70(Predicted)
• PSA: 63.60000
• Density: 1.10
• LogP: 7.80440
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly)
• XLogP3: 8.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 498.37091007
• Heavy Atom Count: 36
• Complexity: 996

Purity/Quality:

98%,99%, ^*data from raw suppliers

Acetyl-α-boswellicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1CCC2(C(C1(C)C(=O)O)CCC3(C2CC=C4C3(CCC5(C4CC(CC5)(C)C)C)C)C)C
• Isomeric SMILES: CC(=O)O[C@@H]1CC[C@]2([C@H]([C@@]1(C)C(=O)O)CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C)C)C)C
• Description: α-acetyl Boswellic acid is a pentacyclic triterpene and isomer of β-acetyl-boswellic acid originally isolated from B. serrata. It inhibits LPS-induced TNF-α mRNA expression in monocytes as well as NF-κB activity in HEK293 cells when used at a concentration of 10 μM. α-acetyl Boswellic acid also inhibits phosphorylation of IκBα mediated by IκB kinases (IKKs) in monocytes.
• Uses: Acetyl-α-boswellic Acid is a selective inhibitor of COX-1. It also inhibits NF-KB signaling in LPS-stimulated monocytes.

Technology Process of 3-alpha-O-acetyl-alpha-boswellic acid

There total 2 articles about 3-alpha-O-acetyl-alpha-boswellic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ 3α-O-acetyl-α-boswellic acid (89913-60-0)

Guidance literature:

Reference yield:

→ 3α-O-acetyl-α-boswellic acid (89913-60-0)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; Cooling with ice;

Reference yield:

3α-O-acetyl-α-boswellic acid (89913-60-0) → alpha-Boswellic acid (471-66-9)

Guidance literature:

With potassium hydroxide;

Downstream raw materials:

alpha-Boswellic acid

Refernces