Lochnerine , CAS No.522-47-4

CAS: 522-47-4 Cat. No.: L1257170 PubChem CID: 6436184

Storage

Room temperature

Shipped In

Normal

Specifications

Storage

Room temperature

Shipped In

Normal

Names and Identifiers

• Canonical Smiles: CC=C1CN2C3CC1C(C2CC4=C3NC5=C4C=C(C=C5)OC)CO
• IUPAC Name: [(1S,12S,13R,14R,15E)-15-ethylidene-7-methoxy-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4(9),5,7-tetraen-13-yl]methanol
• InChIKey: YTIVOMMYBBBYFH-BOPWJTLDSA-N
• INCHI: 1S/C20H24N2O2/c1-3-11-9-22-18-8-15-14-6-12(24-2)4-5-17(14)21-20(15)19(22)7-13(11)16(18)10-23/h3-6,13,16,18-19,21,23H,7-10H2,1-2H3/b11-3-/t13-,16+,18-,19-/m0/s1
• Isomeric SMILES: C/C=C\1/CN2[C@H]3C[C@@H]1[C@H]([C@@H]2CC4=C3NC5=C4C=C(C=C5)OC)CO
• Alternate CAS: 522-47-4
• PubChem CID: 6436184

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Alkaloids and derivatives
    • Class Macroline alkaloids

• Kingdom: Organic compounds
• Superclass: Alkaloids and derivatives
• Class: Macroline alkaloids
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Macroline alkaloids
• Alternative Parents: Vobasan alkaloids Ajmaline-sarpagine alkaloids Beta carbolines 3-alkylindoles Quinuclidines Anisoles Alkyl aryl ethers Aralkylamines Piperidines 1,3-aminoalcohols Pyrroles Heteroaromatic compounds Trialkylamines Azacyclic compounds Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Macroline skeleton - Sarpagine-skeleton - Vobasan skeleton - Beta-carboline - Pyridoindole - 3-alkylindole - Indole - Indole or derivatives - Anisole - Quinuclidine - Phenol ether - Aralkylamine - Alkyl aryl ether - Benzenoid - Piperidine - Heteroaromatic compound - 1,3-aminoalcohol - Pyrrole - Tertiary aliphatic amine - Tertiary amine - Azacycle - Ether - Organoheterocyclic compound - Organonitrogen compound - Organic nitrogen compound - Organic oxygen compound - Amine - Hydrocarbon derivative - Alcohol - Organooxygen compound - Primary alcohol - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as macroline alkaloids. These are alkaloids with a structure that is based on the tetracyclic macroline skeleton. The macroline skeleton arises by scission of the C-21 to N-4 bond of the akuammilan skeleton, and mostly occurs in bisindole alkaloids.
• 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

Chemical and Physical Properties

• Molecular Weight: 324.400 g/mol
• XLogP3: 2.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 324.184 Da
• Monoisotopic Mass: 324.184 Da
• Topological Polar Surface Area: 48.500 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 536.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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