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Record Information
Version2.0
Created at2024-03-21 17:26:45 UTC
Updated at2025-12-21 21:41:03 UTC
NP-MRD IDNP0332703
Natural Product DOIhttps://doi.org/10.57994/1963
Secondary Accession NumbersNone
Natural Product Identification
Common Nametepuazine C
DescriptionTepuazine C belongs to the class of organic compounds known as phenazines and derivatives. These are polycyclic aromatic compounds containing a phenazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a pyrazine ring. Based on a literature review very few articles have been published on tepuazine C.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC26H25N3O7
Average Mass491.5000 Da
Monoisotopic Mass491.16925 Da
IUPAC Name4-[methyl(6-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}phenazin-1-yl)amino]benzoic acid
Traditional Name4-[methyl(6-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}phenazin-1-yl)amino]benzoic acid
CAS Registry NumberNot Available
SMILES
C[C@@H]1O[C@@H](OC2=C3N=C4C=CC=C(N(C)C5=CC=C(C=C5)C(O)=O)C4=NC3=CC=C2)[C@H](O)[C@H](O)[C@H]1O
InChI Identifier
InChI=1S/C26H25N3O7/c1-13-22(30)23(31)24(32)26(35-13)36-19-8-4-6-17-21(19)28-16-5-3-7-18(20(16)27-17)29(2)15-11-9-14(10-12-15)25(33)34/h3-13,22-24,26,30-32H,1-2H3,(H,33,34)/t13-,22-,23+,24+,26-/m0/s1
InChI KeyOOVNFEKVSYHPFG-WJOLNTGFSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)[email protected]The University of QueenslandSarani Kankanamge2024-03-21View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)[email protected]The University of QueenslandSarani Kankanamge2024-03-21View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)[email protected]The University of QueenslandSarani Kankanamge2024-03-21View Spectrum
ROESY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)[email protected]The University of QueenslandSarani Kankanamge2024-03-21View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)[email protected]The University of QueenslandSarani Kankanamge2024-03-21View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Streptomyces virginiae
      Not Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as phenazines and derivatives. These are polycyclic aromatic compounds containing a phenazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a pyrazine ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazanaphthalenes
Sub ClassBenzodiazines
Direct ParentPhenazines and derivatives
Alternative Parents
Substituents
  • Phenazine
  • Alkyldiarylamine
  • Aminobenzoic acid or derivatives
  • Benzoic acid
  • Benzoic acid or derivatives
  • Aniline or substituted anilines
  • Tertiary aliphatic/aromatic amine
  • Quinonimine
  • O-quinonimine
  • Benzoyl
  • Hydroxy fatty acid
  • Heterocyclic fatty acid
  • Branched fatty acid
  • Fatty acyl
  • Fatty acid
  • Benzenoid
  • Unsaturated fatty acid
  • Pyrazine
  • Oxane
  • Monosaccharide
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Secondary ketimine
  • Amino acid
  • Tertiary aliphatic amine
  • Tertiary amine
  • Secondary alcohol
  • Ketimine
  • Amino acid or derivatives
  • Oxacycle
  • Azacycle
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Monocarboxylic acid or derivatives
  • Enamine
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Imine
  • Amine
  • 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
logP2.86ChemAxon
pKa (Strongest Acidic)4.63ChemAxon
pKa (Strongest Basic)1.75ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area145.47 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity126.38 m³·mol⁻¹ChemAxon
Polarizability49.74 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 References
  1. DOI: 10.1021/acs.jnatprod.4c00042
  2. PMID: 38517947