Cucurbitacin IIb

Base Information

• Chemical Name: Cucurbitacin IIb
• CAS No.: 50298-90-3
• Molecular Formula: C30H48O7
• Molecular Weight: 520.707
• DSSTox Substance ID: DTXSID901314928
• Nikkaji Number: J40.412H
• Wikidata: Q104253150
• Metabolomics Workbench ID: 138492
• ChEMBL ID: CHEMBL486260
• Mol file: 50298-90-3.mol

Synonyms:cucurbitacin IIb

Chemical Property of Cucurbitacin IIb

Chemical Property:

• Vapor Pressure: 1.01E-20mmHg at 25°C
• Melting Point: 158-159oC
• Boiling Point: 668.4oC at 760 mmHg
• PKA: 12.86±0.29(Predicted)
• Flash Point: 372oC
• PSA: 135.29000
• Density: 1.22g/cm3
• LogP: 2.94430
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 520.34000387
• Heavy Atom Count: 37
• Complexity: 1020

Purity/Quality:

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

Cucurbitacin IIb ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(C(CC2C1=CCC3C2(C(=O)CC4(C3(CC(C4C(C)(C(=O)CCC(C)(C)O)O)O)C)C)C)O)O)C
• Isomeric SMILES: C[C@@]12C[C@H]([C@@H]([C@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3C[C@@H]([C@H](C4(C)C)O)O)C)C)[C@](C)(C(=O)CCC(C)(C)O)O)O
• Description: Cucurbitacin IIa and cucurbitacin IIb are the characteristic chemical constituents of the hemsleya. Hemsleyadinum are extracted from the Cucurbitaceae, Chrysanthemum, and Hemsleya, which have the function of clearing heat and removing toxicity and antisepsis and anti-inflammation. There are 31 species of Hemsleya in the world, most of which are distributed in China’s Yunnan, Guizhou, and Sichuan provinces, besides the 2 species distributed in India and Vietnam. The main species are H. emiensis, H. pengxianensis, H. amabilis, H. dolichocarpa, H. graciliflora, and H. gigantha . Hemsleya plants are commonly used as Chinese herbal medicines.
• Physical properties: Appearance: rhombohedral or flaky crystals, Solubility: soluble in methanol, ethanol, and acetone, slightly soluble in chloroform, insoluble in water.
• Indications: Its dosage forms and indications are available at the Pharmacopoeia of the People’s Republic of China (1977). The current clinical use of hemsleyadinum includes tablets and capsules, which are suitable for bacillary dysentery, enteritis, bronchitis, and acute tonsillitis.
• Clinical Use: At present, hemsleyadinum mainly are used as antibacterial and anti-inflammatory drugs, suitable for treatment of upper respiratory tract infection, acute tonsillitis, mumps, pharyngitis, acute and chronic bronchitis, pneumonia etc. Generally speaking, hemsleyadinum and its preparations have less side effects, such as diarrhea, abdominal pain, and other gastrointestinal reactions.

Technology Process of Cucurbitacin IIb

There total 7 articles about Cucurbitacin IIb 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:

cucurbitacin F (5939-57-1) → 23,24-dihydrocucurbitacin F (50298-90-3)

Guidance literature:

With hydrogen; Lindlar's catalyst; In methanol; at 25 ℃; for 1h;

Reference yield:

→ 2ξ,3ξ,16α,20,25-pentahydroxy-10α-cucurbit-5-ene-11,22-dione (25383-26-0,50298-90-3,67991-98-4,99529-81-4)

Guidance literature:

With ethanol; nickel; Hydrogenation;

DOI:10.1021/ja01536a047

Reference yield:

→ 2β,3ξ,16α,20,25-pentahydroxy-10α-cucurbit-5-ene-11,22-dione (25383-26-0,50298-90-3,67991-98-4,99529-81-4)

Guidance literature:

With ethanol; platinum; Hydrogenation;

DOI:10.1021/ja01521a037

upstream raw materials:

cucurbitacin F

Refernces