Np mrd loader

Record Information
Version2.0
Created at2023-10-05 12:00:27 UTC
Updated at2024-09-03 04:17:23 UTC
NP-MRD IDNP0331909
Natural Product DOIhttps://doi.org/10.57994/1021
Secondary Accession NumbersNone
Natural Product Identification
Common NameChrysanthemumside B
DescriptionChrysanthemumside B belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. Chrysanthemumside B was first documented in 2023 (PMID: 37752790). Based on a literature review very few articles have been published on Chrysanthemumside B.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC21H27NO9
Average Mass437.4450 Da
Monoisotopic Mass437.16858 Da
IUPAC Name4-methoxy-3-(3-methyl-2-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-1,2-dihydroquinolin-2-one
Traditional Name4-methoxy-3-(3-methyl-2-oxo-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-1H-quinolin-2-one
CAS Registry NumberNot Available
SMILES
COC1=C(CC(=O)C(C)(C)OC2OC(CO)C(O)C(O)C2O)C(=O)NC2=CC=CC=C12
InChI Identifier
InChI=1/C21H27NO9/c1-21(2,31-20-17(27)16(26)15(25)13(9-23)30-20)14(24)8-11-18(29-3)10-6-4-5-7-12(10)22-19(11)28/h4-7,13,15-17,20,23,25-27H,8-9H2,1-3H3,(H,22,28)
InChI KeyNDWBWOWZMBNWRL-UHFFFAOYNA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
Predicted Spectra
Not Available
Chemical Shift Submissions
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500.11, CD3OD, simulated)267222870@qq.comXinyang Agriculture and Forestry Universitynailiang zhu2024-05-09View Spectrum
Species
Species of Origin
Species NameSourceReference
indicum
      Not Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. These are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acyl glycosides
Direct ParentFatty acyl glycosides of mono- and disaccharides
Alternative Parents
Substituents
  • Fatty acyl glycoside of mono- or disaccharide
  • Alkyl glycoside
  • Dihydroquinolone
  • Quinoline
  • Dihydroquinoline
  • Polyhalopyridine
  • Methylpyridine
  • Hydroxypyridine
  • Pyridinone
  • Alkyl aryl ether
  • Benzenoid
  • Pyridine
  • Oxane
  • N-acyl-amine
  • Monosaccharide
  • Fatty amide
  • Heteroaromatic compound
  • Vinylogous ester
  • Secondary alcohol
  • Lactam
  • Ketone
  • Carboxamide group
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Ether
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • 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
logP-0.78ChemAxon
pKa (Strongest Acidic)12.1ChemAxon
pKa (Strongest Basic)-1.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area154.78 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity109.42 m³·mol⁻¹ChemAxon
Polarizability43.67 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
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. Zhu Q, Liu S, Zhai M, Qiao X, Chen Q, Zhu N: Two new quinolinone glycoalkaloids from Chrysanthemum indicum L. and their antimicrobial activity. Nat Prod Res. 2023 Sep 26:1-8. doi: 10.1080/14786419.2023.2262719. [PubMed:37752790 ]