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Record Information
Version2.0
Created at2022-09-05 20:32:27 UTC
Updated at2022-09-05 20:32:27 UTC
NP-MRD IDNP0219526
Secondary Accession NumbersNone
Natural Product Identification
Common Namemethyl 5-(hydroxymethyl)-6-methyl-4-{9h-pyrido[3,4-b]indol-1-ylmethyl}-5,6-dihydro-4h-pyran-3-carboxylate
DescriptionMethyl 3-(hydroxymethyl)-2-methyl-4-({9H-pyrido[3,4-b]indol-1-yl}methyl)-3,4-dihydro-2H-pyran-5-carboxylate belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole. Based on a literature review very few articles have been published on methyl 3-(hydroxymethyl)-2-methyl-4-({9H-pyrido[3,4-b]indol-1-yl}methyl)-3,4-dihydro-2H-pyran-5-carboxylate.
Structure
Thumb
Synonyms
ValueSource
Methyl 3-(hydroxymethyl)-2-methyl-4-({9h-pyrido[3,4-b]indol-1-yl}methyl)-3,4-dihydro-2H-pyran-5-carboxylic acidGenerator
Chemical FormulaC21H22N2O4
Average Mass366.4170 Da
Monoisotopic Mass366.15796 Da
IUPAC Namemethyl 3-(hydroxymethyl)-2-methyl-4-({9H-pyrido[3,4-b]indol-1-yl}methyl)-3,4-dihydro-2H-pyran-5-carboxylate
Traditional Namemethyl 5-(hydroxymethyl)-6-methyl-4-{9H-pyrido[3,4-b]indol-1-ylmethyl}-5,6-dihydro-4H-pyran-3-carboxylate
CAS Registry NumberNot Available
SMILES
COC(=O)C1=COC(C)C(CO)C1CC1=NC=CC2=C1NC1=C2C=CC=C1
InChI Identifier
InChI=1S/C21H22N2O4/c1-12-16(10-24)15(17(11-27-12)21(25)26-2)9-19-20-14(7-8-22-19)13-5-3-4-6-18(13)23-20/h3-8,11-12,15-16,23-24H,9-10H2,1-2H3
InChI KeyHNPBJGUAULGPHG-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassHarmala alkaloids
Sub ClassNot Available
Direct ParentHarmala alkaloids
Alternative Parents
Substituents
  • Harman
  • Beta-carboline
  • Pyridoindole
  • Indole
  • Indole or derivatives
  • Pyridine
  • Benzenoid
  • Heteroaromatic compound
  • Pyrrole
  • Methyl ester
  • Enoate ester
  • Alpha,beta-unsaturated carboxylic ester
  • Vinylogous ester
  • Carboxylic acid ester
  • Azacycle
  • Organoheterocyclic compound
  • Oxacycle
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Primary alcohol
  • Hydrocarbon derivative
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.83ChemAxon
pKa (Strongest Acidic)13.6ChemAxon
pKa (Strongest Basic)5.67ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area84.44 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity100.81 m³·mol⁻¹ChemAxon
Polarizability38.98 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound162901548
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]