Akebonic Acid

Base Information

• Chemical Name: Akebonic Acid
• CAS No.: 104777-60-8
• Molecular Formula: C29H44 O3
• Molecular Weight: 440.667
• UNII: FG4NSA90TQ
• ChEMBL ID: CHEMBL1835437
• Nikkaji Number: J692.905B
• Wikidata: Q27137930
• Mol file: 104777-60-8.mol

Synonyms:Akebonic Acid;Akebonoic acid;FG4NSA90TQ;UNII-FG4NSA90TQ;104777-60-8;CHEBI:69588;4a(2H)-Picenecarboxylic acid, 1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-10-hydroxy-6a,6b,9,9,12a-pentamethyl-2-methylene-, (4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-;30-Noroleana-12,20(29)-dien-28-oic acid, 3-hydroxy-, (3beta)-;CHEMBL1835437;Q27137930;30-NOROLEANA-12,20(29)-DIEN-28-OIC ACID, 3-HYDROXY-, (3.BETA.)-;(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-6a,6b,9,9,12a-pentamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

Chemical Property of Akebonic Acid

Chemical Property:

• XLogP3: 6.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 440.32904526
• Heavy Atom Count: 32
• Complexity: 885

Purity/Quality:

99% ，98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CCC3(C(C2(CCC1O)C)CC=C4C3(CCC5(C4CC(=C)CC5)C(=O)O)C)C)C
• Isomeric SMILES: C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(=C)CC5)C(=O)O)C)C)(C)C)O

Technology Process of Akebonic Acid

There total 10 articles about Akebonic 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:

3-O-(β-D-xylopyranosyl-(1->3)-[α-L-rhamnopyranosyl-(1->2)]-α-L-arabinopyranosyl)akebonic acid 28-O-(α-L-rhamnopyranosyl-(1->4)-β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl) ester (1169768-86-8) → D-xylose (58-86-6) + L-arabinose (5328-37-0) + L-Rhamnose (3615-41-6,478518-52-4) + D-glucose (50-99-7) + (3β)-3-hydroxy-30-noroleana-12,20(29)-dien-28-oic acid (104777-60-8,104777-61-9)

Guidance literature:

With hydrogenchloride; water; at 90 ℃; for 2h;

DOI:10.1016/j.phytochem.2009.04.005

Reference yield:

3-O-(β-D-galactopyranosyl-(1->2)-α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranosyl)akebonic acid 28-O-(α-L-rhamnopyranosyl-(1->4)-β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl) ester (1169768-87-9) → L-arabinose (5328-37-0) + L-Rhamnose (3615-41-6,478518-52-4) + D-glucose (50-99-7) + D-Galactose (59-23-4) + (3β)-3-hydroxy-30-noroleana-12,20(29)-dien-28-oic acid (104777-60-8,104777-61-9)

Guidance literature:

With hydrogenchloride; water; at 90 ℃; for 2h;

DOI:10.1016/j.phytochem.2009.04.005

Reference yield:

akebonoic acid 28-O-β-D-glucopyranosyl-(1''→6')-β-D-glucopyranosyl ester → (3β)-3-hydroxy-30-noroleana-12,20(29)-dien-28-oic acid (104777-60-8,104777-61-9)

Guidance literature:

With water; potassium hydroxide; at 85 ℃; for 4h;

DOI:10.3390/molecules21060734

upstream raw materials:

ciwujianoside C₁

3-O-<α-L-arabinopyranosyl>-30-norolean-12,20(29)-dien-28-oic acid

ciwujianoside C₂

ciwujianoside D₂

Downstream raw materials:

D-Glucose

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