Peiminine

Base Information

• Chemical Name: Peiminine
• CAS No.: 18059-10-4
• Molecular Formula: C₂₇H₄₃NO₃
• Molecular Weight: 429.643
• Hs Code.: 29389090
• European Community (EC) Number: 683-180-9
• UNII: QUB07U6VTQ
• DSSTox Substance ID: DTXSID80939349
• Wikidata: Q27106924
• Mol file: 18059-10-4.mol

Synonyms:3beta, 20-dihydroxy-5alpha-cevan-6-one;fritillarine;imperialine;peiminine;peiminine hydrochloride, (3beta,5alpha,17beta)-isomer;peiminine nitrate salt, (3beta,5alpha,17beta)-isomer;peiminine, (3beta,5alpha,17beta)-isomer;peiminine, (3beta,5alpha,25alpha)-isomer;sipeimine;zhebeinone

Chemical Property of Peiminine

Chemical Property:

• Appearance/Colour: White powder
• Melting Point: 212-213oC
• Refractive Index: 1.585
• Boiling Point: 567.1 °C at 760 mmHg
• PKA: 14.56±0.70(Predicted)
• Flash Point: 296.8 °C
• PSA: 60.77000
• Density: 1.18 g/cm³
• LogP: 3.82420
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethanol (Slightly, Sonicated)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 429.32429423
• Heavy Atom Count: 31
• Complexity: 755

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

Peiminine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(=O)C6C5(CCC(C6)O)C)(C)O
• Isomeric SMILES: C[C@H]1CC[C@H]2[C@@]([C@H]3CC[C@@H]4[C@H]([C@@H]3CN2C1)C[C@H]5[C@H]4CC(=O)[C@@H]6[C@@]5(CC[C@@H](C6)O)C)(C)O
• Description: Peiminine is a natural product found in Fritillaria anhuiensis, Fritillaria ebeiensis, and other organisms with data available.It has been reported to have potent anti-inflammatory, antitussive, and expectorant effects. It induces autophagic cell death thus represses colorectal carcinoma tumor growth.Corydalis ochotensis var. raddeana also yields this alkaloid which must not be confused with the two bases of the same name previously isolated from Fritillaria raddeana. The structure has been determined from chemical analysis and the ultraviolet, infrared, NMR and mass spectra.
• Uses: Peiminine is a derivative of Peimine (P218375) a steroidal alkaloid compound extracted from the Fritillaria species of medicinal plants.

Technology Process of Peiminine

There total 3 articles about Peiminine 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:

→ verticinone (18059-10-4)

Guidance literature:

With potassium dichromate; sulfuric acid;

DOI:10.1021/ja01198a008

Reference yield:

C27H43NO4 (77410-35-6) → verticinone (18059-10-4)

Guidance literature:

With acetic acid; triphenylphosphine;

Reference yield:

→ verticinone (18059-10-4)

Guidance literature:

Zusammenfassende Darstellung ueber Imperialin und Fritillarin;

upstream raw materials:

C₂₇H₄₃NO₄

Refernces

• 1、 Kitajima, Junichi,Noda, Naoki,Ida, Yoshiteru,Miyahara, Kazumoto,Kwasaki, Toshio. "STEROID ALKALOIDS OF FRESH BULBS OF FRITILLARIA THUNBERGII MIQ. AND OF CRUDE DRUG "BAI-MO" PREPARED THEREFROM". . p. 791 - 796. Retrieved 2007/10/02.