Obacunone

Base Information

• Chemical Name: Obacunone
• CAS No.: 751-03-1
• Molecular Formula: C26H30O7
• Molecular Weight: 454.52
• Hs Code.: 29322090
• DSSTox Substance ID: DTXSID20996592
• Nikkaji Number: J37.085A
• Wikidata: Q27107562
• Metabolomics Workbench ID: 68117
• ChEMBL ID: CHEMBL404140
• Mol file: 751-03-1.mol

Synonyms:obacunone

Chemical Property of Obacunone

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 4.54E-19mmHg at 25°C
• Melting Point: 229～230℃
• Refractive Index: 1.614
• Boiling Point: 626.2 °C at 760 mmHg
• Flash Point: 332.514 °C
• PSA: 95.34000
• Density: 1.322 g/cm³
• LogP: 3.92460
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 454.19915329
• Heavy Atom Count: 33
• Complexity: 985

Purity/Quality:

98%, ^*data from raw suppliers

Obacunone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CC(=O)C3(C(C2(C=CC(=O)O1)C)CCC4(C35C(O5)C(=O)OC4C6=COC=C6)C)C)C
• Isomeric SMILES: C[C@@]12CC[C@@H]3[C@]4(C=CC(=O)OC([C@@H]4CC(=O)[C@]3([C@@]15[C@H](O5)C(=O)O[C@H]2C6=COC=C6)C)(C)C)C
• Uses: OBACUNON can be used for content determination, identification and pharmacological experiments. It has the functions of antipyretic and dysentery, and at the same time can enhance the cytotoxic effect of antitumor drugs.

Technology Process of Obacunone

There total 2 articles about Obacunone 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:

→ obacunone (751-03-1)

Guidance literature:

With picoline;

DOI:10.1021/jo01098a024

Reference yield:

nomilin (1063-77-0) → Obacunon (751-03-1)

Guidance literature:

biosynthesis, Citrus limon;

DOI:10.1016/S0031-9422(00)83102-7

Reference yield: 76.0%

obacunone (751-03-1) → Limonin (1180-71-8,42867-83-4)

Guidance literature:

obacunone; With chromium(VI) oxide; acetic anhydride; at 60 ℃; for 3h;

With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0 ℃; for 1h; Further stages;

upstream raw materials:

nomilin

Downstream raw materials:

7α-obacunol

7β-obakunol

Refernces