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Record Information
Version1.0
Created at2021-01-06 07:59:18 UTC
Updated at2021-07-15 17:40:06 UTC
NP-MRD IDNP0022825
Secondary Accession NumbersNone
Natural Product Identification
Common NameDidemethylallosamidin
Provided ByNPAtlasNPAtlas Logo
Description Didemethylallosamidin is found in Streptomyces. It was first documented in 1993 (PMID: 8244887). Based on a literature review very few articles have been published on N-{4,5-dihydroxy-2-[(4-hydroxy-6-{[4-hydroxy-6-(hydroxymethyl)-2-imino-hexahydro-2H-cyclopenta[d][1,3]oxazol-5-yl]oxy}-5-[(1-hydroxyethylidene)amino]-2-(hydroxymethyl)oxan-3-yl)oxy]-6-(hydroxymethyl)oxan-3-yl}ethanimidic acid.
Structure
Thumb
Synonyms
ValueSource
N-{4,5-dihydroxy-2-[(4-hydroxy-6-{[4-hydroxy-6-(hydroxymethyl)-2-imino-hexahydro-2H-cyclopenta[D][1,3]oxazol-5-yl]oxy}-5-[(1-hydroxyethylidene)amino]-2-(hydroxymethyl)oxan-3-yl)oxy]-6-(hydroxymethyl)oxan-3-yl}ethanimidateGenerator
Chemical FormulaC23H38N4O14
Average Mass594.5710 Da
Monoisotopic Mass594.23845 Da
IUPAC NameN-[(2R,3R,4S,5R,6S)-2-{[(2S,3S,4R,5R,6S)-6-{[(3aR,4R,5S,6R,6aS)-2-amino-4-hydroxy-6-(hydroxymethyl)-3aH,4H,5H,6H,6aH-cyclopenta[d][1,3]oxazol-5-yl]oxy}-5-acetamido-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
Traditional NameN-[(2R,3R,4S,5R,6S)-2-{[(2S,3S,4R,5R,6S)-6-{[(3aR,4R,5S,6R,6aS)-2-amino-4-hydroxy-6-(hydroxymethyl)-3aH,4H,5H,6H,6aH-cyclopenta[d][1,3]oxazol-5-yl]oxy}-5-acetamido-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
CAS Registry NumberNot Available
SMILES
CC(=O)NC1C(O)C(O)C(CO)OC1OC1C(O)C(NC(C)=O)C(OC2C(O)C3N=C(N)OC3C2CO)OC1CO
InChI Identifier
InChI=1S/C23H38N4O14/c1-6(31)25-12-15(34)14(33)9(4-29)37-21(12)40-20-10(5-30)38-22(13(17(20)36)26-7(2)32)39-19-8(3-28)18-11(16(19)35)27-23(24)41-18/h8-22,28-30,33-36H,3-5H2,1-2H3,(H2,24,27)(H,25,31)(H,26,32)
InChI KeySJBDYZNJEJAEND-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
Species Where Detected
Species NameSourceReference
Streptomyces sp.KNApSAcK Database
Streptomyces sp. AJ9463KNApSAcK Database
Chemical Taxonomy
ClassificationNot classified
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-2.7ALOGPS
logP-6.4ChemAxon
logS-0.94ALOGPS
pKa (Strongest Acidic)11.84ChemAxon
pKa (Strongest Basic)6.61ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count16ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area284.34 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity128.64 m³·mol⁻¹ChemAxon
Polarizability58.46 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
NPAtlas IDNPA002064
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID78443910
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound85047286
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Zhou ZY, Sakuda S, Kinoshita M, Yamada Y: Biosynthetic studies of allosamidin. 2. Isolation of didemethylallosamidin, and conversion experiments of 14C-labeled demethylallosamidin, didemethylallosamidin and their related compounds. J Antibiot (Tokyo). 1993 Oct;46(10):1582-8. doi: 10.7164/antibiotics.46.1582. [PubMed:8244887 ]