Peimine - 10mM in DMSO , CAS No.23496-41-5

CAS: 23496-41-5 Cat. No.: P422761 Formula: C₂₇H₄₅NO₃ Molecular Weight: 431.65 EC Number: 683-168-3

GRADE & PURITY 10mM in DMSO

Synonyms

34QDF8UFSY | Wanpeinine-A | Peimine,(S) | MFCD02259442 | Verticine;Dihydroisoimperialine | Cevane-3,6,20-triol, (3beta,5alpha,6alpha,25alpha)- | Spectrum_001641 | VERTICINE [MI] | Verticine (Peimine) | AKOS025311477 | A051Q2099Q | AC-7969 | CAS-78415-72-2

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Specifications

Synonyms

34QDF8UFSY | Wanpeinine-A | Peimine,(S) | MFCD02259442 | Verticine;Dihydroisoimperialine | Cevane-3,6,20-triol, (3beta,5alpha,6alpha,25alpha)- | Spectrum_001641 | VERTICINE [MI] | Verticine (Peimine) | AKOS025311477 | A051Q2099Q | AC-7969 | CAS-78415-72-2

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Anti-inflammatory agent. MAPK inhibitor. Inhibits p38, ERK and JNK phosphorylation. Inhibits NFκB activation. Shows antitussive, expectorant and anti-inflammatory effects in vivo. Orally active.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

Pubchem Sid

528775719

Canonical Smiles

CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(C6C5(CCC(C6)O)C)O)(C)O

IUPAC Name

(1R,2S,6S,9S,10S,11S,14S,15S,17S,18S,20S,23R,24S)-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosane-10,17,20-triol

InChIKey

IUKLSMSEHKDIIP-BZMYINFQSA-N

INCHI

1S/C27H45NO3/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/h15-25,29-31H,4-14H2,1-3H3/t15-,16-,17+,18+,19-,20-,21-,22-,23+,24-,25-,26+,27-/m0/s1

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]4C[C@@H]([C@@H]6[C@@]5(CC[C@@H](C6)O)C)O)(C)O

Molecular Weight

431.65

Reaxy-Rn

45008102

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=45008102&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: 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 Cyclic alcohols and derivatives 1,2-aminoalcohols Polyols Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Cerveratrum-type alkaloid - Azasteroid - Quinolizidine - Alkaloid or derivatives - Piperidine - Cyclic alcohol - Tertiary alcohol - 1,2-aminoalcohol - Tertiary aliphatic amine - Tertiary amine - Secondary alcohol - Azacycle - Polyol - Organoheterocyclic compound - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxygen compound - Organic nitrogen compound - Amine - Organopnictogen compound - Alcohol - Aliphatic heteropolycyclic compound
• Description: 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

Chemical and Physical Properties

• Sensitivity: Air Sensitive,Heat Sensitive
• Specific Rotation[α]: -20° (C=0.2,EtOH)
• Melt Point(°C): 223 °C
• Molecular Weight: 431.700 g/mol
• XLogP3: 4.100
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 431.34 Da
• Monoisotopic Mass: 431.34 Da
• Topological Polar Surface Area: 63.900 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 715.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 13
• 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