Rotundic acid

Base Information

• Chemical Name: Rotundic acid
• CAS No.: 20137-37-5
• Molecular Formula: C₃₀H₄₈O₅
• Molecular Weight: 488.708
• ChEMBL ID: CHEMBL1271052
• DSSTox Substance ID: DTXSID80173963
• Metabolomics Workbench ID: 123146
• Nikkaji Number: J15.541A
• Wikidata: Q27139015
• Mol file: 20137-37-5.mol

Synonyms:rotundic acid

Chemical Property of Rotundic acid

Chemical Property:

• Melting Point: 272-274℃
• Boiling Point: 622.8±55.0 °C(Predicted)
• PKA: 4.47±0.70(Predicted)
• PSA: 97.99000
• Density: 1.19
• LogP: 5.17680
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 488.35017463
• Heavy Atom Count: 35
• Complexity: 945

Purity/Quality:

99%, ^*data from raw suppliers

Rotundic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)O)C)C)C2C1(C)O)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(CC[C@@H]([C@@]5(C)CO)O)C)C)[C@@H]2[C@]1(C)O)C)C(=O)O

Technology Process of Rotundic acid

There total 3 articles about Rotundic 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:

pedunculoside → rotundic acid (20137-37-5,42483-17-0,64199-78-6,121467-43-4)

Guidance literature:

With potassium carbonate; In methanol; for 10h; Yield given; Heating;

DOI:10.1246/bcsj.62.469

Reference yield:

→ Barbinervin-Saeure (20137-37-5,42483-17-0,64199-78-6,121467-43-4)

Guidance literature:

Acetamid IV, Δ;

DOI:10.1248/cpb.25.981

Reference yield:

→ (6aS,8aR,9R,12bR)-1,10-Dihydroxy-9-hydroxymethyl-1,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid (20137-37-5,42483-17-0,64199-78-6,121467-43-4)

Guidance literature:

Pendunculosid 1, NaOH, Hydrolyse;

Refernces

• 1、 Takani,Kubota,Nozawa,Ushiki,Takahashi. "Studies on constituents of medicinal plants. XVIII. Constituents of the leaves of Clethra barbinervis Sieb. et Zucc.". . p. 981 - 985. Retrieved 2007/10/11.