Sarpagine , CAS No.482-68-8

CAS: 482-68-8 Cat. No.: S985589 EC Number: 207-583-2 PubChem CID: 12314884

Storage

Room temperature

Specifications

Storage

Room temperature

Names and Identifiers

• Canonical Smiles: CC=C1CN2C3CC1C(C2CC4=C3NC5=C4C=C(C=C5)O)CO
• IUPAC Name: (1S,12S,13R,14R,15E)-15-ethylidene-13-(hydroxymethyl)-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4(9),5,7-tetraen-7-ol
• InChIKey: VTVQHYQGTTVKDE-CCUKBNNFSA-N
• INCHI: 1S/C19H22N2O2/c1-2-10-8-21-17-7-14-13-5-11(23)3-4-16(13)20-19(14)18(21)6-12(10)15(17)9-22/h2-5,12,15,17-18,20,22-23H,6-9H2,1H3/b10-2-/t12-,15+,17-,18-/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)O)CO
• Alternate CAS: 482-68-8
• PubChem CID: 12314884
• MeSH Entry Terms: sarpagine

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 Hydroxyindoles 3-alkylindoles Quinuclidines 1-hydroxy-2-unsubstituted benzenoids Aralkylamines Piperidines Pyrroles 1,3-aminoalcohols Heteroaromatic compounds Trialkylamines Azacyclic compounds Hydrocarbon derivatives Organopnictogen compounds Primary alcohols
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Macroline skeleton - Sarpagine-skeleton - Vobasan skeleton - Beta-carboline - Pyridoindole - Hydroxyindole - 3-alkylindole - Indole - Indole or derivatives - Quinuclidine - 1-hydroxy-2-unsubstituted benzenoid - Aralkylamine - Benzenoid - Piperidine - Heteroaromatic compound - Pyrrole - 1,3-aminoalcohol - Tertiary aliphatic amine - Tertiary amine - Organoheterocyclic compound - Azacycle - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Primary alcohol - Amine - Alcohol - Hydrocarbon derivative - 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: tertiary amino compound - phenols - indole alkaloid - secondary amino compound - primary alcohol

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: 310.400 g/mol
• XLogP3: 1.700
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 310.168 Da
• Monoisotopic Mass: 310.168 Da
• Topological Polar Surface Area: 59.500 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 521.000
• 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