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Record Information
Version1.0
Created at2022-09-04 13:15:11 UTC
Updated at2022-09-04 13:15:11 UTC
NP-MRD IDNP0195398
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2s,3r,4s,5r,6s)-4,5-dihydroxy-6-[4-({[methoxy(sulfanyl)methylidene]amino}methyl)phenoxy]-2-methyloxan-3-yl acetate
DescriptionNiazicin belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. (2s,3r,4s,5r,6s)-4,5-dihydroxy-6-[4-({[methoxy(sulfanyl)methylidene]amino}methyl)phenoxy]-2-methyloxan-3-yl acetate is found in Moringa oleifera. Niazicin is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
Synonyms
ValueSource
(2S,3R,4S,5R,6S)-4,5-Dihydroxy-6-[4-({[methoxy(sulfanyl)methylidene]amino}methyl)phenoxy]-2-methyloxan-3-yl acetic acidHMDB
(2S,3R,4S,5R,6S)-4,5-Dihydroxy-6-[4-({[methoxy(sulphanyl)methylidene]amino}methyl)phenoxy]-2-methyloxan-3-yl acetateHMDB
(2S,3R,4S,5R,6S)-4,5-Dihydroxy-6-[4-({[methoxy(sulphanyl)methylidene]amino}methyl)phenoxy]-2-methyloxan-3-yl acetic acidHMDB
(e)-O-Methyl 4-[(4'-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamateHMDB
(e)-O-Methyl 4-[(4’-O-acetyl-α-L-rhamnosyloxy)benzyl]thiocarbamateHMDB
(e)-O-Methyl-4-[(4'-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamateHMDB
(e)-O-Methyl-4-[(4’-O-acetyl-α-L-rhamnosyloxy)benzyl]thiocarbamateHMDB
(Z)-O-Methyl 4-[(4'-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamateHMDB
(Z)-O-Methyl 4-[(4’-O-acetyl-α-L-rhamnosyloxy)benzyl]thiocarbamateHMDB
(Z)-O-Methyl-4-[(4'-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamateHMDB
(Z)-O-Methyl-4-[(4’-O-acetyl-α-L-rhamnosyloxy)benzyl]thiocarbamateHMDB
Niazicin aHMDB
Niazicin bHMDB
O-Methyl 4-[(4'-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamateHMDB
O-Methyl 4-[(4’-O-acetyl-α-L-rhamnosyloxy)benzyl]thiocarbamateHMDB
O-Methyl-4-[(4'-O-acetyl-alpha-L-rhamnosyloxy)benzyl]thiocarbamateHMDB
O-Methyl-4-[(4’-O-acetyl-α-L-rhamnosyloxy)benzyl]thiocarbamateHMDB
Chemical FormulaC17H23NO7S
Average Mass385.4300 Da
Monoisotopic Mass385.11952 Da
IUPAC Name(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-(4-{[(methoxymethanethioyl)amino]methyl}phenoxy)-2-methyloxan-3-yl acetate
Traditional Name(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-(4-{[(methoxymethanethioyl)amino]methyl}phenoxy)-2-methyloxan-3-yl acetate
CAS Registry NumberNot Available
SMILES
COC(=S)NCC1=CC=C(O[C@@H]2O[C@@H](C)[C@H](OC(C)=O)[C@@H](O)[C@H]2O)C=C1
InChI Identifier
InChI=1S/C17H23NO7S/c1-9-15(24-10(2)19)13(20)14(21)16(23-9)25-12-6-4-11(5-7-12)8-18-17(26)22-3/h4-7,9,13-16,20-21H,8H2,1-3H3,(H,18,26)/t9-,13-,14+,15-,16-/m0/s1
InChI KeyHMXLIRAHSHWREJ-QOYUQHOESA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Moringa oleiferaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPhenolic glycosides
Alternative Parents
Substituents
  • Phenolic glycoside
  • Hexose monosaccharide
  • O-glycosyl compound
  • Phenoxy compound
  • Phenol ether
  • Monocyclic benzene moiety
  • Monosaccharide
  • Oxane
  • Benzenoid
  • Thiocarbamic acid ester
  • 1,2-diol
  • Carboxylic acid ester
  • Secondary alcohol
  • Thiocarbamic acid derivative
  • Monocarboxylic acid or derivatives
  • Acetal
  • Carboxylic acid derivative
  • Oxacycle
  • Organoheterocyclic compound
  • Organosulfur compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Alcohol
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic 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
logP1.15ALOGPS
logP1.34ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)8.76ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area106.48 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity95.32 m³·mol⁻¹ChemAxon
Polarizability39.32 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0038952
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB018432
KNApSAcK IDNot Available
Chemspider ID8244197
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10068657
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]