Np mrd loader

Record Information
Version2.0
Created at2023-12-26 12:00:40 UTC
Updated at2025-12-21 23:41:03 UTC
NP-MRD IDNP0332293
Natural Product DOIhttps://doi.org/10.57994/1493
Secondary Accession NumbersNone
Natural Product Identification
Common Nameendolide F
DescriptionEndolide F belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. endolide F was first documented in 2024 (PMID: 38385767). Based on a literature review very few articles have been published on endolide F.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC25H32N4O6
Average Mass484.5530 Da
Monoisotopic Mass484.23218 Da
IUPAC Name(3S,6S,9S,14aS)-6,9-bis[(furan-3-yl)methyl]-5-methyl-3-(propan-2-yl)-tetradecahydropyrrolo[1,2-a]1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrone
Traditional Name(3S,6S,9S,14aS)-6,9-bis(furan-3-ylmethyl)-3-isopropyl-5-methyl-octahydro-2H-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrone
CAS Registry NumberNot Available
SMILES
CC(C)[C@@H]1NC(=O)[C@@H]2CCCN2C(=O)[C@H](CC2=COC=C2)NC(=O)[C@H](CC2=COC=C2)N(C)C1=O
InChI Identifier
InChI=1S/C25H32N4O6/c1-15(2)21-25(33)28(3)20(12-17-7-10-35-14-17)23(31)26-18(11-16-6-9-34-13-16)24(32)29-8-4-5-19(29)22(30)27-21/h6-7,9-10,13-15,18-21H,4-5,8,11-12H2,1-3H3,(H,26,31)(H,27,30)/t18-,19-,20-,21-/m0/s1
InChI KeyINUAEEFSGGEQCW-TUFLPTIASA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMRCarbon13 NMR Spectrum (1D, 101 MHz, C3D6O, experimental)raphael.reher@pharmazie.uni-marburg.deNot AvailableNot Available2023-12-26View Spectrum
HSQC NMR[1H, Carbon13] NMR Spectrum (2D, 400 MHz, C3D6O, experimental)raphael.reher@pharmazie.uni-marburg.deNot AvailableNot Available2023-12-26View Spectrum
HMBC NMR[1H, Carbon13] NMR Spectrum (2D, 400 MHz, C3D6O, experimental)raphael.reher@pharmazie.uni-marburg.deNot AvailableNot Available2023-12-26View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 400 MHz, C3D6O, experimental)raphael.reher@pharmazie.uni-marburg.deNot AvailableNot Available2023-12-26View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, C3D6O, experimental)raphael.reher@pharmazie.uni-marburg.deNot AvailableNot Available2023-12-26View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentOligopeptides
Alternative Parents
Substituents
  • Alpha-oligopeptide
  • Valine or derivatives
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Pyrrolidine-2-carboxamide
  • Pyrrolidine carboxylic acid or derivatives
  • N-acylpyrrolidine
  • Fatty acyl
  • N-acyl-amine
  • Fatty amide
  • Heteroaromatic compound
  • Tertiary carboxylic acid amide
  • Pyrrolidine
  • Furan
  • Lactam
  • Carboxamide group
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • 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
logP0.83ChemAxon
pKa (Strongest Acidic)10.36ChemAxon
pKa (Strongest Basic)-2.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area125.1 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity125.04 m³·mol⁻¹ChemAxon
Polarizability48.96 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
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. Berger T, Alenfelder J, Steinmuller S, Heimann D, Gohain N, Petras D, Wang M, Berger R, Kostenis E, Reher R: A MassQL-Integrated Molecular Networking Approach for the Discovery and Substructure Annotation of Bioactive Cyclic Peptides. J Nat Prod. 2024 Apr 26;87(4):692-704. doi: 10.1021/acs.jnatprod.3c00750. Epub 2024 Feb 22. [PubMed:38385767 ]
  2. DOI: 10.1021/acs.jnatprod.3c00750
  3. PMID: 38385767