Paraherquamide A - Moligand™, ≥95% , CAS No.77392-58-6

CAS: 77392-58-6 Cat. No.: P329400 Formule: C₂₈H₃₅N₃O₅ Poids moléculaire: 493.6 Beilstein Registry Number: 3599562 PubChem CID: 156934

GRADE & PURITY Moligand™, ≥95%

Synonyms

(-)-Paraherquamide A | (1'S,6'R,7'R,8R,9'S)-6'-hydroxy-4,4,6',10',10',13'-hexamethylspiro[10H-[1,4]dioxepino[2,3-g]indole-8,11'-3,13-diazatetracyclo[5.5.2.01,9.03,7]tetradecane]-9,14'-dione | Q27287870 | NSC784317 | NSC-784317 | Paraherquamide | R72VB4E4K

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Vue d’ensemble

Paraherquamide A is a mycotoxin anthelmintic originally isolated from P. paraherquei. It binds to acetylcholine receptors (IC50 = 0.5 nM for head homogenates of M. domestica) and acts as an antagonist. Paraherquamide A is toxic to C. elegans (LD50 = 2.5 µg/ml) and effective against T. colubriformis infection in gerbils when used at doses ranging from 0.39 to 200 mg/kg. It is toxic to mice (LD50 = 14.9 mg/kg).

Specifications

Synonymes

(-)-Paraherquamide A | (1'S,6'R,7'R,8R,9'S)-6'-hydroxy-4,4,6',10',10',13'-hexamethylspiro[10H-[1,4]dioxepino[2,3-g]indole-8,11'-3,13-diazatetracyclo[5.5.2.01,9.03,7]tetradecane]-9,14'-dione | Q27287870 | NSC784317 | NSC-784317 | Paraherquamide | R72VB4E4K

Spécifications et pureté

Moligand™, ≥95%

Conditions de stockage de stockage

Store at -20°C

Expédié en

Ice chest + Ice pads

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Grade

Moligand™

Pureté

≥95%

Noms et identifiants

• Sourires canoniques: CC1(C=COC2=C(O1)C=CC3=C2NC(=O)C34CC56CN7CCC(C7(CC5C4(C)C)C(=O)N6C)(C)O)C
• IUPAC Name: (1'S,6'R,7'R,8R,9'S)-6'-hydroxy-4,4,6',10',10',13'-hexamethylspiro[10H-[1,4]dioxepino[2,3-g]indole-8,11'-3,13-diazatetracyclo[5.5.2.01,9.03,7]tetradecane]-9,14'-dione
• InChIKey: UVZZDDLIOJPDKX-ITKQZBBDSA-N
• INCHI: 1S/C28H35N3O5/c1-23(2)10-12-35-20-17(36-23)8-7-16-19(20)29-21(32)27(16)14-26-15-31-11-9-25(5,34)28(31,22(33)30(26)6)13-18(26)24(27,3)4/h7-8,10,12,18,34H,9,11,13-15H2,1-6H3,(H,29,32)/t18-,25+,26+,27+,28-/m0/s1
• Isomères SMILES: C[C@]1(CCN2[C@]13C[C@@H]4[C@](C2)(C[C@@]5(C4(C)C)C6=C(C7=C(C=C6)OC(C=CO7)(C)C)NC5=O)N(C3=O)C)O
• RTECS: RV0545000
• PubChem CID: 156934
• Poids moléculaire: 493.6
• Beilstein: 3599562

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Classe Azaspirodecane derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: Azaspirodecane derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Azaspirodecane derivatives
• Alternative Parents: Alpha amino acids and derivatives Indolines Indolizidines 1,4-dioxepines Alkyl aryl ethers Aralkylamines Piperidinones Delta lactams N-methylpiperazines Benzenoids N-alkylpyrrolidines Tertiary alcohols Tertiary carboxylic acid amides Trialkylamines Secondary carboxylic acid amides Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives Carbonyl compounds Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-amino acid or derivatives - Azaspirodecane - Indole or derivatives - Dihydroindole - Indolizidine - 1,4-dioxepine - Alkyl aryl ether - Delta-lactam - Dioxepine - Aralkylamine - N-alkylpiperazine - N-methylpiperazine - Piperidinone - 1,4-diazinane - Benzenoid - N-alkylpyrrolidine - Piperazine - Piperidine - Tertiary carboxylic acid amide - Tertiary alcohol - Pyrrolidine - Tertiary aliphatic amine - Tertiary amine - Secondary carboxylic acid amide - Lactam - Amino acid or derivatives - Carboxamide group - Azacycle - Ether - Oxacycle - Carboxylic acid derivative - Amine - Hydrocarbon derivative - Organic nitrogen compound - Carbonyl group - Organic oxide - Alcohol - Organic oxygen compound - Organonitrogen compound - Organooxygen compound - Organopnictogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as azaspirodecane derivatives. These are organic compounds containing a spirodecane moiety with at least one nitrogen atom.
• External Descriptors: Not available

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

Propriétés chimiques et physiques

• Solubilité: Soluble in ethanol, methanol, DMF, DMSO, and water (poorly).
• Indice de réfraction: n20D1.67 (Predicted)
• Point d'ébullition (°C): 682.78° C at 760 mmHg (Predicted)
• Point de fusion (°C): 290.08° C (Predicted)
• Poids moléculaire: 493.600 g/mol
• XLogP3: 1.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 493.258 Da
• Monoisotopic Mass: 493.258 Da
• Topological Polar Surface Area: 91.300 Ų
• Heavy Atom Count: 36
• Formal Charge: 0
• Complexity: 1090.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• 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