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Record Information
Version2.0
Created at2023-10-04 16:29:23 UTC
Updated at2024-09-03 04:18:02 UTC
NP-MRD IDNP0331906
Natural Product DOIhttps://doi.org/10.57994/1260
Secondary Accession NumbersNone
Natural Product Identification
Common Name(+)-(6S) sulphonyl-7,8-dehydrodiscorhabdin E
Description(+)-(6S) sulphonyl-7,8-dehydrodiscorhabdin E belongs to the class of organic compounds known as phenanthrolines. These are aromatic polycyclic compounds containing the phenanthroline skeleton, which is a derivative of phenanthrene, and consists of two pyridine rings non-linearly joined by a benzene ring. (+)-(6S) sulphonyl-7,8-dehydrodiscorhabdin E was first documented in 2023 (PMID: 37755087). Based on a literature review very few articles have been published on (+)-(6S) sulphonyl-7,8-dehydrodiscorhabdin E.
Structure
Thumb
Synonyms
ValueSource
(+)-(6S) Sulfonyl-7,8-dehydrodiscorhabdin eGenerator
Chemical FormulaC18H13BrN3O5S
Average Mass463.2800 Da
Monoisotopic Mass461.97538 Da
IUPAC Name(1S)-3-bromo-4,8'-dioxo-6-sulfo-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadecane]-1'(15'),2,2'(7'),4',5,9'(16'),11'-heptaen-15'-ium
Traditional Name(1S)-3-bromo-4,8'-dioxo-6-sulfo-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadecane]-1'(15'),2,2'(7'),4',5,9'(16'),11'-heptaen-15'-ium
CAS Registry NumberNot Available
SMILES
OS(=O)(=O)C1=CC(=O)C(Br)=C[C@]11C=CNC2=C1C1=[NH+]CCC3=CNC(=C13)C2=O
InChI Identifier
InChI=1S/C18H12BrN3O5S/c19-9-6-18(11(5-10(9)23)28(25,26)27)2-4-21-16-13(18)14-12-8(1-3-20-14)7-22-15(12)17(16)24/h2,4-7,21-22H,1,3H2,(H,25,26,27)/p+1/t18-/m1/s1
InChI KeyMXNFEJLNYOVSOW-GOSISDBHSA-O
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)maria.orfanoudaki@nih.govNational Cancer Institute, MD, USAMaria Orfanoudaki2024-05-03View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)maria.orfanoudaki@nih.govNational Cancer Institute, MD, USAMaria Orfanoudaki2024-05-03View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)maria.orfanoudaki@nih.govNational Cancer Institute, MD, USAMaria Orfanoudaki2024-05-03View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)maria.orfanoudaki@nih.govNational Cancer Institute, MD, USAMaria Orfanoudaki2024-05-03View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)maria.orfanoudaki@nih.govNational Cancer Institute, MD, USAMaria Orfanoudaki2024-05-03View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600.314502325, C2D6OS, simulated)maria.orfanoudaki@nih.govNational Cancer Institute, MD, USAMaria Orfanoudaki2024-05-03View Spectrum
2D NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, DMSO, simulated)maria.orfanoudaki@nih.govNational Cancer Institute, MD, USAMaria Orfanoudaki2023-10-04View Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, DMSO, simulated)maria.orfanoudaki@nih.govNational Cancer Institute, MD, USAMaria Orfanoudaki2023-10-04View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, DMSO, simulated)maria.orfanoudaki@nih.govNational Cancer Institute, MD, USAMaria Orfanoudaki2023-10-04View Spectrum
Species
Species of Origin
Species NameSourceReference
brevis
      Not Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as phenanthrolines. These are aromatic polycyclic compounds containing the phenanthroline skeleton, which is a derivative of phenanthrene, and consists of two pyridine rings non-linearly joined by a benzene ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPhenanthrolines
Sub ClassNot Available
Direct ParentPhenanthrolines
Alternative Parents
Substituents
  • 1,7-phenanthroline
  • Pyrroloquinoline
  • Pyrrolo[4,3,2-de]quinoline
  • Indole or derivatives
  • Aryl ketone
  • Tetrahydropyridine
  • Dihydropyridine
  • Alpha-branched alpha,beta-unsaturated-ketone
  • Substituted pyrrole
  • Alpha-haloketone
  • Heteroaromatic compound
  • Alpha,beta-unsaturated ketone
  • Sulfonyl
  • Organosulfonic acid
  • Organosulfonic acid or derivatives
  • Organic sulfonic acid or derivatives
  • Secondary ketimine
  • Pyrrole
  • Enone
  • Acryloyl-group
  • Cyclic ketone
  • Ketone
  • Azacycle
  • Bromoalkene
  • Haloalkene
  • Vinyl halide
  • Vinyl bromide
  • Secondary amine
  • Secondary aliphatic amine
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organobromide
  • Organohalogen compound
  • Carbonyl group
  • Amine
  • Organic cation
  • 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
logP-1.3ChemAxon
pKa (Strongest Acidic)-1.3ChemAxon
pKa (Strongest Basic)7.38ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area130.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity120.01 m³·mol⁻¹ChemAxon
Polarizability39.38 ųChemAxon
Number of Rings5ChemAxon
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 ReferencesNot Available