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Record Information
Version2.0
Created at2023-06-21 04:05:24 UTC
Updated at2024-09-03 04:16:31 UTC
NP-MRD IDNP0331689
Natural Product DOIhttps://doi.org/10.57994/0696
Secondary Accession NumbersNone
Natural Product Identification
Common NameIlliciumphenolicacid B
DescriptionIlliciumphenolicacid 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. Illiciumphenolicacid B was first documented in 2024 (PMID: 37265095). Based on a literature review very few articles have been published on Illiciumphenolicacid B.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC20H28O12
Average Mass460.4320 Da
Monoisotopic Mass460.15808 Da
IUPAC Namemethyl 4-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}benzoate
Traditional Namemethyl 4-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}benzoate
CAS Registry NumberNot Available
SMILES
COC(=O)C1=CC=C(O[C@H]2O[C@@H](CO[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@H](O)[C@@H](O)[C@@H]2O)C=C1
InChI Identifier
InChI=1S/C20H28O12/c1-8-12(21)14(23)16(25)19(30-8)29-7-11-13(22)15(24)17(26)20(32-11)31-10-5-3-9(4-6-10)18(27)28-2/h3-6,8,11-17,19-26H,7H2,1-2H3/t8-,11-,12-,13-,14+,15+,16+,17-,19+,20-/m0/s1
InChI KeyWKMXVUCNQHFWPW-KCBZIPGKSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)lihaibo1985124@sina.comNot AvailableNot Available2023-06-21View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)lihaibo1985124@sina.comNot AvailableNot Available2023-06-21View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)lihaibo1985124@sina.comNot AvailableNot Available2023-06-21View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)lihaibo1985124@sina.comNot AvailableNot Available2023-06-21View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)lihaibo1985124@sina.comNot AvailableNot Available2023-06-21View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)lihaibo1985124@sina.comNot AvailableNot Available2023-06-21View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Not Available
Species
Species of OriginNot 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
  • Benzoate ester
  • Benzoic acid or derivatives
  • Phenoxy compound
  • Phenol ether
  • Benzoyl
  • Fatty acid ester
  • Benzenoid
  • Oxane
  • Monosaccharide
  • Monocyclic benzene moiety
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Methyl ester
  • Secondary alcohol
  • Carboxylic acid ester
  • Oxacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen 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
logP-1.3ChemAxon
pKa (Strongest Acidic)11.91ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area184.6 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity103.08 m³·mol⁻¹ChemAxon
Polarizability44.62 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
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. He XQ, Li HB, Li T, Chen XY, Wang ZZ, Yao XS, Xiao W, Yu Y: One undescribed glycoside benzofuran derivative and a new p-hydroxybenzoate glycoside from the leaves of Illicium dunnianum Tutcher. Nat Prod Res. 2024 Sep;38(18):3130-3139. doi: 10.1080/14786419.2023.2216348. Epub 2023 Jun 2. [PubMed:37265095 ]