Peiminine - analytischer Standard, ≥98% , CAS No.18059-10-4

CAS: 18059-10-4 Cat. No.: P110194 Summenformel: C₂₇H₄₃NO₃ Molekulargewicht: 429.64 EG-Nummer: 683-180-9

GRADE & PURITY Analytical standard, ≥98%

Synonyms

IMPERIALINE [MI] | 3beta,20-Dihydroxy-5alpha-cevan-6-one | Cevan-6-one, 3,20-dihydroxy-, (3.beta.,5.alpha.)- | QUB07U6VTQ | CCG-208360 | Fritillarine | HY-N0213 | Verticinone;Raddeanine | P2609 | Peininine ,(S) | UNII-QUB07U6VTQ | DTXSID80939349 | Peimini

Storage

Lagerung bei 2-8°C

Shipped In

Nasses Eis

Specifications

Synonyme

IMPERIALINE [MI] | 3beta,20-Dihydroxy-5alpha-cevan-6-one | Cevan-6-one, 3,20-dihydroxy-, (3.beta.,5.alpha.)- | QUB07U6VTQ | CCG-208360 | Fritillarine | HY-N0213 | Verticinone;Raddeanine | P2609 | Peininine ,(S) | UNII-QUB07U6VTQ | DTXSID80939349 | Peimini

Spezifikationen & Reinheit

analytischer Standard, ≥98%

Biochemische und physiologische Mechanismen

Entzündungshemmendes Mittel. Hemmt TGF-β, CTGF, ERK1/2, NF-κB und FasL-Signalwege. Zeigt antitussive und entzündungshemmende Wirkungen in vivo.

Storage

Lagerung bei 2-8°C

Verschickt in

Nasses Eis

Note

Analytischer Standard

Hinweis

Wenn möglich, sollten Sie die Lösungen noch am selben Tag zubereiten und verwenden. Wenn Sie jedoch Stammlösungen im Voraus herstellen müssen, empfehlen wir Ihnen, die Lösung als Aliquote in dicht verschlossenen Fläschchen bei -20 °C zu lagern. Diese sind in der Regel bis zu einem Monat haltbar. Vor der Verwendung und vor dem Öffnen des Fläschchens empfehlen wir, das Produkt mindestens 1 Stunde lang auf Raumtemperatur kommen zu lassen. Benötigen Sie weitere Ratschläge zur Löslichkeit, Verwendung und Handhabung? Besuchen Sie unsere Seite mit den häufig gestellten Fragen (FAQ) für weitere Informationen.

Reinheit

≥98%

Namen und Kennungen

• Pubchem Sid: 528775717
• Kanonisches Lächeln: CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(=O)C6C5(CCC(C6)O)C)(C)O
• IUPAC Name: (1R,2S,6S,9S,10S,11S,14S,15S,18S,20S,23R,24S)-10,20-dihydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-17-one
• InChIKey: IQDIERHFZVCNRZ-YUYPDVIUSA-N
• INCHI: 1S/C27H43NO3/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2/h15-23,25,29,31H,4-14H2,1-3H3/t15-,16-,17+,18+,19-,20-,21-,22-,23+,25-,26+,27-/m0/s1
• Isomere 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
• Molekulargewicht: 429.64
• Reaxy-Rn: 40284069
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=40284069&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Klasse Steroids and steroid derivatives
      • Subclass Steroidal alkaloids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Klasse: Steroids and steroid derivatives
• Subclass: Steroidal alkaloids
• Intermediate Tree Nodes: Not available
• Direct Parent: Cerveratrum-type alkaloids
• Alternative Parents: Azasteroids and derivatives Quinolizidines Alkaloids and derivatives Piperidines Tertiary alcohols Trialkylamines Secondary alcohols Ketones Cyclic alcohols and derivatives 1,2-aminoalcohols Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Cerveratrum-type alkaloid - Azasteroid - Quinolizidine - Alkaloid or derivatives - Piperidine - Cyclic alcohol - Tertiary alcohol - Ketone - 1,2-aminoalcohol - Secondary alcohol - Tertiary amine - Tertiary aliphatic amine - Azacycle - Organoheterocyclic compound - Alcohol - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxide - Organic oxygen compound - Carbonyl group - Amine - Organic nitrogen compound - Aliphatic heteropolycyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as cerveratrum-type alkaloids. These are steroidal alkaloids containing the cevane (23-methyl-4- azahexacyclo[12.11.0.0^{2,11}.0^{4,9}.0^{15,24}.0^{18,23}]pentacosane) moiety, which is a six ring system. Cerveratrum alkaloids have 7-9 oxygen atoms and occur as free alkamines or esters of simple aliphatic or aromatic acids.
• External Descriptors: Steroidal alkaloids

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemische und physikalische Eigenschaften

• Empfindlichkeit: Heat sensitive
• Spezifische Drehung [α]: -72° (C=0.5,MeOH)
• Schmelzpunkt (°C): 137 °C
• Molekulargewicht: 429.600 g/mol
• XLogP3: 3.900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 429.324 Da
• Monoisotopic Mass: 429.324 Da
• Topological Polar Surface Area: 60.800 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 755.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 12
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referenzen

1. Ma Xiaoyao, Liu Aina, Liu Wenjuan, Wang Zhihua, Chang Nianwei, Li Suyun, Li Jiansheng, Hou Yuanyuan, Bai Gang.  (2019)  Analyze and Identify Peiminine Target EGFR Improve Lung Function and Alleviate Pulmonary Fibrosis to Prevent Exacerbation of Chronic Obstructive Pulmonary Disease by Phosphoproteomics Analysis.  Frontiers in Pharmacology,      [PMID:31333459] [10.3389/fphar.2019.00737]

2. Ma Jingwei, Kan Hong, Ma Yinghui, Men Lihui, Pi Zifeng, Liu Zhiqiang, Liu Zhongying.  (2014)  Qualitative and quantitative analysis of drug interactions: Fritillary mediating the transport of alkaloids in caco-2 cells by p-glycoprotein.  CHEMICAL RESEARCH IN CHINESE UNIVERSITIES,  30  (5): (731-737).  [PMID:] [10.1007/s40242-014-4066-2]

3. Jiajin Xu, Zeyi Zhang, Hongtao Hu, Yaqin Yang, Chenghong Xiao, Luyi Xi, Jiahui Lu, Shasha Tian, Huajun Zhao.  (2024)  Synergistic antitumor effects of Peiminine and Doxorubicin on breast cancer through enhancing DNA damage via ZEB1.  BIOMEDICINE & PHARMACOTHERAPY,      [PMID:38432128] [10.1016/j.biopha.2024.116353]