Np mrd loader

Record Information
Version2.0
Created at2024-05-12 13:49:32 UTC
Updated at2024-09-03 04:21:34 UTC
NP-MRD IDNP0333205
Natural Product DOIhttps://doi.org/10.57994/2530
Secondary Accession NumbersNone
Natural Product Identification
Common NameGlenthamide A
DescriptionGlenthamide A belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone. Glenthamide A was first documented in 2021 (PMID: 34652159). Based on a literature review very few articles have been published on Glenthamide A.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC22H23NO9
Average Mass445.4240 Da
Monoisotopic Mass445.13728 Da
IUPAC Name(3S,9bS)-9b-[(2S,6S)-6-(carboxymethyl)-2-methyl-3-oxo-3,6-dihydro-2H-pyran-4-yl]-7-hydroxy-3-[(1R)-1-hydroxyethyl]-5-oxo-1H,2H,3H,5H,9bH-benzo[a]pyrrolizine-6-carboxylic acid
Traditional Name(3S,9bS)-9b-[(2S,6S)-6-(carboxymethyl)-2-methyl-3-oxo-2,6-dihydropyran-4-yl]-7-hydroxy-3-[(1R)-1-hydroxyethyl]-5-oxo-1H,2H,3H-benzo[a]pyrrolizine-6-carboxylic acid
CAS Registry NumberNot Available
SMILES
[H][C@]1(CC[C@@]2(N1C(=O)C1=C2C=CC(O)=C1C(O)=O)C1=C[C@H](CC(O)=O)O[C@@H](C)C1=O)[C@@H](C)O
InChI Identifier
InChI=1S/C22H23NO9/c1-9(24)14-5-6-22(13-7-11(8-16(26)27)32-10(2)19(13)28)12-3-4-15(25)18(21(30)31)17(12)20(29)23(14)22/h3-4,7,9-11,14,24-25H,5-6,8H2,1-2H3,(H,26,27)(H,30,31)/t9-,10+,11-,14+,22+/m1/s1
InChI KeyKJRMMRDBARVKFY-LVRHPHSYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
ROESY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)taizong.wu@uq.edu.auNot AvailableNot Available2024-05-12View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)taizong.wu@uq.edu.auNot AvailableNot Available2024-05-12View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)taizong.wu@uq.edu.auNot AvailableNot Available2024-05-12View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)taizong.wu@uq.edu.auNot AvailableNot Available2024-05-12View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)taizong.wu@uq.edu.auNot AvailableNot Available2024-05-12View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)taizong.wu@uq.edu.auNot AvailableNot Available2024-05-12View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)taizong.wu@uq.edu.auNot AvailableNot Available2024-05-12View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Streptomyces sp. CMB-PB042
      Not Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIsoindoles and derivatives
Sub ClassIsoindolines
Direct ParentIsoindolones
Alternative Parents
Substituents
  • Salicylic acid or derivatives
  • Isoindolone
  • Hydroxybenzoic acid
  • 1-carboxy-2-haloaromatic compound
  • Pyrrolizine
  • N-acylpyrrolidine
  • 1-hydroxy-2-unsubstituted benzenoid
  • Hydroxy fatty acid
  • Heterocyclic fatty acid
  • Dihydropyranone
  • Branched fatty acid
  • Fatty acyl
  • Fatty acid
  • Alpha-branched alpha,beta-unsaturated-ketone
  • Benzenoid
  • Unsaturated fatty acid
  • Pyran
  • N-acyl-amine
  • Dicarboxylic acid or derivatives
  • Vinylogous acid
  • Alpha,beta-unsaturated ketone
  • Tertiary carboxylic acid amide
  • Pyrroline
  • Pyrrolidine
  • Enone
  • Acryloyl-group
  • Cyclic ketone
  • Secondary alcohol
  • Lactam
  • Ketone
  • Carboxamide group
  • Oxacycle
  • Azacycle
  • Ether
  • Dialkyl ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • 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
logP1.49ChemAxon
pKa (Strongest Acidic)2.29ChemAxon
pKa (Strongest Basic)-1.6ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area161.67 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity109.5 m³·mol⁻¹ChemAxon
Polarizability43.16 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 CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. DOI: 10.1021/acs.orglett.1c02954