Himbacine - Moligand™, ≥98% , Antagonist of M 1 receptor;Antagonist of M 2 receptor;Antagonist of M 3 receptor;Antagonist of M 4 receptor;Antagonist of M 5 receptor, CAS No.6879-74-9, Antagonist of M 1 receptor;Antagonist of M 2 receptor;Antagonist of M 3 receptor;Antagonist of M 4 receptor;Antagonist of M 5 receptor

CAS: 6879-74-9 Cat. No.: H329511 Formule: C₂₂H₃₅NO₂ Poids moléculaire: 345.52 Numéro CE: 205-938-6

QUALITÉ & PURETÉ Moligand™, ≥98%

Synonyms

(3S,3aR,4R,4aS,8aR,9aS)-4-[(E)-2-[(2R,6S)-1,6-dimethylpiperidin-2-yl]ethenyl]-3-methyl-3a,4,4a,5,6,7,8,8a,9,9a-decahydro-3H-benzo[f][2]benzofuran-1-one | CHEBI:5720 | NSC-23969 | (+)-himbacine | 4-[2-[1,6-diméthyl-(2R,6S)-hexahydro-2-pyridinyl]-(E)-1-étiq

Storage

Conserver à -20°C

Shipped In

Glacière + blocs de glace

Vue d’ensemble

L'himbacine est un antagoniste alcaloïde des récepteurs muscariniques présentant une activité plus puissante associée aux sous-types M2 et M2 qu'aux sous-types M1 ou M3. Les observations montrent que l'himbacine se lie étroitement à divers récepteurs chimériques dans les cellules COS-7 et qu'elle possède la capacité de se lier aux récepteurs muscariniques cardiaques de manière allostérique. Des études récentes ont produit une série d'antagonistes du récepteur de la thrombine (PAR1) dérivés de l'himbacine. L'himbacine est un inhibiteur du mAChR M2 et du mAChR M4.

Spécifications

Synonymes

(3S,3aR,4R,4aS,8aR,9aS)-4-[(E)-2-[(2R,6S)-1,6-dimethylpiperidin-2-yl]ethenyl]-3-methyl-3a,4,4a,5,6,7,8,8a,9,9a-decahydro-3H-benzo[f][2]benzofuran-1-one | CHEBI:5720 | NSC-23969 | (+)-himbacine | 4-[2-[1,6-diméthyl-(2R,6S)-hexahydro-2-pyridinyl]-(E)-1-étiq

Spécifications et pureté

Moligand™, ≥98%

Conditions de stockage de stockage

Conserver à -20°C

Expédié en

Glacière + blocs de glace

Grade

Moligand™

Type d'action

ANTAGONIST

Mécanisme d'action

Antagonist of M 1 receptor;Antagonist of M 2 receptor;Antagonist of M 3 receptor;Antagonist of M 4 receptor;Antagonist of M 5 receptor

Pureté

≥98%

Propriétés du produit

pKa

pKa: 10.14

Ki Data

Muscarinic acetylcholine receptor M1: Ki= 4.5 nM (human/CHO-KI cells); Cloned muscarinic acetylcholine receptor M2: Ki= 4.5 nM (human); Muscarinic acetylcholine receptor M2: Ki= 48.4 nM (human/CHO-KI cells); Cloned muscarinic acetylcholine receptor M1: Ki

Noms et identifiants

Sourires canoniques

CC1CCCC(N1C)C=CC2C3CCCCC3CC4C2C(OC4=O)C

IUPAC Name

(3S,3aR,4R,4aS,8aR,9aS)-4-[(E)-2-[(2R,6S)-1,6-dimethylpiperidin-2-yl]ethenyl]-3-methyl-3a,4,4a,5,6,7,8,8a,9,9a-decahydro-3H-benzo[f][2]benzofuran-1-one

InChIKey

FMPNFDSPHNUFOS-LPJDIUFZSA-N

INCHI

1S/C22H35NO2/c1-14-7-6-9-17(23(14)3)11-12-19-18-10-5-4-8-16(18)13-20-21(19)15(2)25-22(20)24/h11-12,14-21H,4-10,13H2,1-3H3/b12-11+/t14-,15-,16+,17+,18-,19+,20-,21+/m0/s1

Isomères SMILES

C[C@H]1CCC[C@@H](N1C)/C=C/[C@@H]2[C@H]3CCCC[C@@H]3C[C@H]4[C@@H]2[C@@H](OC4=O)C

WGK Allemagne

3

RTECS

QL0843500

Poids moléculaire

345.52

Reaxy-Rn

8132846

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8132846&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Classe Naphthofurans

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: Naphthofurans
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Naphthofurans
• Alternative Parents: Piperidines Gamma butyrolactones Tetrahydrofurans Trialkylamines Carboxylic acid esters Amino acids and derivatives Oxacyclic compounds Monocarboxylic acids and derivatives Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Naphthofuran - Gamma butyrolactone - Piperidine - Tetrahydrofuran - Amino acid or derivatives - Carboxylic acid ester - Lactone - Tertiary amine - Tertiary aliphatic amine - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Oxacycle - Azacycle - Hydrocarbon derivative - Amine - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organonitrogen compound - Organooxygen compound - Organic nitrogen compound - Carbonyl group - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as naphthofurans. These are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.
• External Descriptors: organic heterotricyclic compound - piperidine alkaloid - gamma-lactone

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

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CHRM5 Tclin Muscarinic acetylcholine receptor M5 (0 Activities)

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

CHRM3 Tclin Muscarinic acetylcholine receptor M3 (2 Activities)

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CHRM4 Tclin Muscarinic acetylcholine receptor M4 (3 Activities)

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CHRM2 Tclin Muscarinic acetylcholine receptor M2 (7 Activities)

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CHRM1 Tclin Muscarinic acetylcholine receptor M1 (2 Activities)

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CHRM2 Tclin Muscarinic acetylcholine receptor M2 (10671 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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CHRM4 Tclin Muscarinic acetylcholine receptor M4 (6041 Activities)

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CHRM5 Tclin Muscarinic acetylcholine receptor M5 (4677 Activities)

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CHRM3 Tclin Muscarinic acetylcholine receptor M3 (7750 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

BCHE Tclin Butyrylcholinesterase (7174 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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CHRM1 Tclin Muscarinic acetylcholine receptors; M1 & M2 (498 Activities)

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Rattus norvegicus (775804 Activities)

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Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: Soluble in ethanol (50 mg/ml), methanol, and dichloromethane. Insoluble in water.
• Indice de réfraction: n20D1.57
• Rotation spécifique [α]: α20/D +51.4°, c = 1.01 in chloroform
• Point d'ébullition (°C): ~469.6° C at 760 mmHg (Predicted)
• Point de fusion (°C): 168.05° C (Predicted)
• Poids moléculaire: 345.500 g/mol
• XLogP3: 5.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 345.267 Da
• Monoisotopic Mass: 345.267 Da
• Topological Polar Surface Area: 29.500 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 530.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 8
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1