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Record Information
Version2.0
Created at2022-09-12 15:17:27 UTC
Updated at2022-09-12 15:17:28 UTC
NP-MRD IDNP0330185
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2r,3s,4s,5r,6s)-2-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol
Description2-(Hydroxymethyl)phenyl 6-O-(D-apio-beta-D-furanosyl)-beta-D-glucopyranoside 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. (2r,3s,4s,5r,6s)-2-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol is found in Alangium platanifolium. Based on a literature review very few articles have been published on 2-(Hydroxymethyl)phenyl 6-O-(D-apio-beta-D-furanosyl)-beta-D-glucopyranoside.
Structure
Thumb
Synonyms
ValueSource
2-(Hydroxymethyl)phenyl 6-O-(D-apio-b-D-furanosyl)-b-D-glucopyranosideGenerator
2-(Hydroxymethyl)phenyl 6-O-(D-apio-β-D-furanosyl)-β-D-glucopyranosideGenerator
Chemical FormulaC18H26O11
Average Mass418.3950 Da
Monoisotopic Mass418.14751 Da
IUPAC Name(2R,3S,4S,5R,6S)-2-({[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol
Traditional Name(2R,3S,4S,5R,6S)-2-({[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol
CAS Registry NumberNot Available
SMILES
OCC1=CC=CC=C1O[C@@H]1O[C@H](CO[C@@H]2OC[C@](O)(CO)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O
InChI Identifier
InChI=1S/C18H26O11/c19-5-9-3-1-2-4-10(9)28-16-14(23)13(22)12(21)11(29-16)6-26-17-15(24)18(25,7-20)8-27-17/h1-4,11-17,19-25H,5-8H2/t11-,12-,13+,14-,15+,16-,17-,18-/m1/s1
InChI KeyLREJRSFSOHVXFP-FQXXIRCGSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Alangium platanifoliumLOTUS 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
  • Disaccharide
  • O-glycosyl compound
  • Phenoxy compound
  • Benzyl alcohol
  • Phenol ether
  • Monocyclic benzene moiety
  • Oxane
  • Benzenoid
  • Oxolane
  • Tertiary alcohol
  • Secondary alcohol
  • Polyol
  • Organoheterocyclic compound
  • Oxacycle
  • Acetal
  • Primary alcohol
  • Alcohol
  • Hydrocarbon derivative
  • Aromatic 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-2.6ChemAxon
pKa (Strongest Acidic)11.7ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area178.53 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity93.67 m³·mol⁻¹ChemAxon
Polarizability39.89 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 ID8725320
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10549929
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]