Esculentic acid

Base Information

• Chemical Name: Esculentic acid
• CAS No.: 103974-74-9
• Molecular Formula: C₃₀H₄₈O₅
• Molecular Weight: 488.708
• DSSTox Substance ID: DTXSID701316954
• Nikkaji Number: J490.633K
• Wikidata: Q27136427
• Metabolomics Workbench ID: 124402
• ChEMBL ID: CHEMBL1773214
• Mol file: 103974-74-9.mol

Synonyms:2a,3a,23-Trihydroxyurs-12-en-28-oic acid; Esculentic acid;Esculentic acid (Diplazium)

Chemical Property of Esculentic acid

Chemical Property:

• PSA: 97.99000
• LogP: 5.03270
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 488.35017463
• Heavy Atom Count: 35
• Complexity: 930

Purity/Quality:

99% ^*data from raw suppliers

Esculenticacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C2C1C)C)C(=O)O
• Isomeric SMILES: C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@H]([C@@]5(C)CO)O)O)C)C)[C@@H]2[C@H]1C)C)C(=O)O

Technology Process of Esculentic acid

There total 10 articles about Esculentic 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: 93.08%

asiaticoside (16830-15-2) → asiatic acid (464-92-6,89786-83-4,103974-74-9,106327-64-4,114580-55-1,116348-15-3,143839-02-5)

Guidance literature:

With water; sodium dodecyl-sulfate; sodium hydroxide; at 20 ℃; for 0.25h; under 760.051 Torr;

Reference yield: 92.0%

asiaticoside → asiatic acid (464-92-6,89786-83-4,103974-74-9,106327-64-4,114580-55-1,116348-15-3,143839-02-5)

Guidance literature:

With water; sodium hydroxide; In methanol; Reflux;

DOI:10.1248/cpb.c13-00328

Reference yield: 47.0%

Asiaticoside → asiatic acid (464-92-6,89786-83-4,103974-74-9,106327-64-4,114580-55-1,116348-15-3,143839-02-5) + 2α,3β,23α-trihydroxyurs-12-en-28-oic acid 28-O-β-D-glucopyranoside

Guidance literature:

With α-L-rhamnosidase from Fusarium oxysporum CCF906; In phosphate buffer; at 35 ℃; for 48h; pH=6.0;

DOI:10.1002/adsc.200505047

upstream raw materials:

asiaticoside

Downstream raw materials:

asiatic acid benzyl ester

methyl 2α-hydroxy-3β,23-isopropylidenedioxyurs-12-ene-28-oate

methyl 2α-O-(N-fluorenonemethyoxycarbonyl)-phenyglycylurs-3β,23-isopropylidenedioxyurs-12-ene-28-oate

methyl 2-O-phenyglycylurs-3,23-isopropylidenedioxyurs-12-ene-28-oate

Refernces

• 1、 Maeda, Chizuko,Ohtani, Kazuhiro,Kasai, Ryoji,Yamasaki, Kazuo,Duc, Nguyen Minh,et al.. "ALEANANE AND URSANE GLYCOSIDES FROM SCHEFFLERA OCTOPHYLLA". . p. 1131 - 1139. Retrieved 1994.
• 2、 Huang, Ri-Zhen,Wang, Cai-Yi,Li, Jian-Fei,Yao, Gui-Yang,Pan, Ying-Ming,Ye, Man-Yi,Wang, Heng-Shan,Zhang, Ye. "Synthesis, antiproliferative and apoptosis-inducing effects of novel asiatic acid derivatives containing α-aminophosphonates". . p. 62890 - 62906. Retrieved 2016.
• 3、 Boiteau,Chanez. "". . p. 189,196. Retrieved 1963.
• 4、 -. "An Asiatic acid derivatives". Paragraph 0025-0027. . Retrieved 2017/02/24.