Np mrd loader

Record Information
Version2.0
Created at2021-01-05 20:44:53 UTC
Updated at2021-07-15 17:07:33 UTC
NP-MRD IDNP0010956
Secondary Accession NumbersNone
Natural Product Identification
Common NameExfoliazone
Provided ByNPAtlasNPAtlas Logo
Description Exfoliazone is found in Streptomyces and Streptomyces venezuelae. Exfoliazone was first documented in 1990 (PMID: 2276978). Based on a literature review very few articles have been published on N-[8-(hydroxymethyl)-3-oxo-3H-phenoxazin-2-yl]ethanimidic acid.
Structure
Thumb
Synonyms
ValueSource
N-[8-(Hydroxymethyl)-3-oxo-3H-phenoxazin-2-yl]ethanimidateGenerator
Chemical FormulaC15H12N2O4
Average Mass284.2710 Da
Monoisotopic Mass284.07971 Da
IUPAC NameN-[8-(hydroxymethyl)-3-oxo-3H-phenoxazin-2-yl]acetamide
Traditional NameN-[8-(hydroxymethyl)-3-oxophenoxazin-2-yl]acetamide
CAS Registry NumberNot Available
SMILES
CC(=O)NC1=CC2=NC3=C(OC2=CC1=O)C=CC(CO)=C3
InChI Identifier
InChI=1S/C15H12N2O4/c1-8(19)16-10-5-12-15(6-13(10)20)21-14-3-2-9(7-18)4-11(14)17-12/h2-6,18H,7H2,1H3,(H,16,19)
InChI KeyAUBMZQABQDPFKS-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
StreptomycesNPAtlas
Streptomyces venezuelaeLOTUS Database
Species Where Detected
Species NameSourceReference
Streptomyces exfoliatus BT-38KNApSAcK Database
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as phenoxazines. These are polycyclic aromatic compounds containing a phenoxazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a 1,4-oxazine ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzoxazines
Sub ClassPhenoxazines
Direct ParentPhenoxazines
Alternative Parents
Substituents
  • Phenoxazine
  • N-acetylarylamine
  • N-arylamide
  • Benzenoid
  • Heteroaromatic compound
  • Acetamide
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Cyclic ketone
  • Carboxylic acid derivative
  • Oxacycle
  • Azacycle
  • Alcohol
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Organic oxide
  • Primary alcohol
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • 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
logP1.05ALOGPS
logP0.25ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)12.88ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area87.99 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity79.83 m³·mol⁻¹ChemAxon
Polarizability29.33 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
NPAtlas IDNPA020684
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00017063
Chemspider ID116238
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131529
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Imai S, Shimazu A, Furihata K, Furihata K, Hayakawa Y, Seto H: Isolation and structure of a new phenoxazine antibiotic, exfoliazone, produced by Streptomyces exfoliatus. J Antibiot (Tokyo). 1990 Dec;43(12):1606-7. doi: 10.7164/antibiotics.43.1606. [PubMed:2276978 ]