Methyllycaconitine citrate (MLA) - Moligand™, ≥98% , Antagonist of nicotinic acetylcholine receptor α10 subunit;Antagonist of nicotinic acetylcholine receptor α7 subunit;Antagonist of nicotinic acetylcholine receptor α9 subunit, CAS No.21019-30-7, Antagonist of nicotinic acetylcholine receptor α10 subunit;Antagonist of nicotinic acetylcholine receptor α7 subunit;Antagonist of nicotinic acetylcholine receptor α9 subunit

CAS: 21019-30-7 Cat. No.: M275613 Molecular Weight: 874.92

GRADE & PURITY Moligand™, ≥98%

Synonyms

[1α,4(S),6β,14α,16β]-20-Ethyl-1,6,14,16-tetramethoxy-4-[[[2-(3-methyl-2,5-dioxo-1-pyrrolidinyl)benzoyl]oxy]methyl]aconitane-7,8-diolcitrate

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.

Specifications

Synonyms

[1α, 4(S), 6β, 14α, 16β]-20-Ethyl-1, 6, 14, 16-tetramethoxy-4-[[[2-(3-methyl-2, 5-dioxo-1-pyrrolidinyl)benzoyl]oxy]methyl]aconitane-7, 8-diolcitrate

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Potent, selective antagonist at α7-containing nicotinic receptors. Soluble in 1 ml water to give specified mM/ml concentration.

Storage

Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Action Type

ANTAGONIST

Mechanism of action

Antagonist of nicotinic acetylcholine receptor α10 subunit;Antagonist of nicotinic acetylcholine receptor α7 subunit;Antagonist of nicotinic acetylcholine receptor α9 subunit

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7N8C(=O)CC(C8=O)C
• IUPAC Name: [(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[(3S)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate
• InChIKey: XLTANAWLDBYGFU-VTLKBQQISA-N
• INCHI: 1S/C37H50N2O10/c1-7-38-17-34(18-49-32(42)20-10-8-9-11-23(20)39-26(40)14-19(2)31(39)41)13-12-25(46-4)36-22-15-21-24(45-3)16-35(43,27(22)28(21)47-5)37(44,33(36)38)30(48-6)29(34)36/h8-11,19,21-22,24-25,27-30,33,43-44H,7,12-18H2,1-6H3/t19-,21+,22+,24-,25-,27+,28-,29+,30-,33-,34-,35+,36-,37+/m0/s1
• Isomeric SMILES: CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@@H]([C@@]([C@H]31)([C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@H]6OC)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7N8C(=O)C[C@@H](C8=O)C
• MeSH Entry Terms: methyllycaconitine;methyllycaconitine hydrochloride;methyllycaconitine hydroiodide
• Molecular Weight: 874.92
• Reaxy-Rn: 24710001
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24710001&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Diterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Diterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Aconitane-type diterpenoid alkaloids
• Alternative Parents: Acylaminobenzoic acid and derivatives Phenylpyrrolidines Quinolidines Benzoic acid esters Alkaloids and derivatives Benzoyl derivatives Azepanes Pyrrolidine-2-ones Piperidines N-substituted carboxylic acid imides Tertiary alcohols Pyrroles Dicarboximides Trialkylamines Cyclic alcohols and derivatives Carboxylic acid esters 1,2-diols Amino acids and derivatives 1,2-aminoalcohols Lactams Dialkyl ethers Azacyclic compounds Monocarboxylic acids and derivatives Carbonyl compounds Organic oxides Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Aconitane-type diterpenoid alkaloid - Acylaminobenzoic acid or derivatives - 1-phenylpyrrolidine - Benzoate ester - Quinolidine - Benzoic acid or derivatives - Alkaloid or derivatives - Benzoyl - Azepane - Piperidine - Pyrrolidone - 2-pyrrolidone - Monocyclic benzene moiety - Benzenoid - Carboxylic acid imide, n-substituted - Tertiary alcohol - Cyclic alcohol - Pyrrolidine - Carboxylic acid imide - Dicarboximide - Pyrrole - 1,2-aminoalcohol - Carboxylic acid ester - 1,2-diol - Amino acid or derivatives - Lactam - Tertiary aliphatic amine - Tertiary amine - Ether - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Dialkyl ether - Azacycle - Organic nitrogen compound - Carbonyl group - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Amine - Alcohol - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as aconitane-type diterpenoid alkaloids. These are alkaloid diterpenoids with a structure based on the hexacyclic aconitane skeleton. These compounds have no oxygen functionality at the C7 atom.
• External Descriptors: diterpenoid

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

Associated Targets(Human)

CHRNA7 Tchem Neuronal acetylcholine receptor subunit alpha-7 (1 Activities)

Discover Target: CHRNA7

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CHRNA10 Tchem Neuronal acetylcholine receptor subunit alpha-10 (1 Activities)

Discover Target: CHRNA10

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CHRNA9 Tchem Neuronal acetylcholine receptor subunit alpha-9 (1 Activities)

Discover Target: CHRNA9

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in 1 ml water to give specified mM/ml concentration
• Molecular Weight: 682.800 g/mol
• XLogP3: 1.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 10
• Exact Mass: 682.347 Da
• Monoisotopic Mass: 682.347 Da
• Topological Polar Surface Area: 144.000 Ų
• Heavy Atom Count: 49
• Formal Charge: 0
• Complexity: 1380.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 14
• 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