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Record Information
Version2.0
Created at2022-09-11 08:28:22 UTC
Updated at2022-09-11 08:28:22 UTC
NP-MRD IDNP0312039
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2s)-2-(tetradecanoyloxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl hexadecanoate
DescriptionMgdg(16:0/14:0) Belongs to the class of organic compounds known as 1,2-diacyl-3-o-beta-d-galactosyl-sn-glycerols. These are glycosyldiacylglycerols carrying a beta-D-galactose at the 3-position of the glycerol moiety. Thus, MGDG(16:0/14:0) Is considered to be a glycosyldiradylglycerol. (2s)-2-(tetradecanoyloxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl hexadecanoate is found in Leptolyngbya tenuis. Based on a literature review very few articles have been published on Mgdg(16:0/14:0).
Structure
Thumb
SynonymsNot Available
Chemical FormulaC39H74O10
Average Mass703.0110 Da
Monoisotopic Mass702.52820 Da
IUPAC Name(2S)-2-(tetradecanoyloxy)-3-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl hexadecanoate
Traditional Name(2S)-2-(tetradecanoyloxy)-3-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl hexadecanoate
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCCCCC(=O)OC[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCCCCCCCC
InChI Identifier
InChI=1S/C39H74O10/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-34(41)46-30-32(31-47-39-38(45)37(44)36(43)33(29-40)49-39)48-35(42)28-26-24-22-20-17-14-12-10-8-6-4-2/h32-33,36-40,43-45H,3-31H2,1-2H3/t32-,33-,36+,37+,38-,39-/m1/s1
InChI KeyCKBIDVMLGPCBEK-VMCAWQEMSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Leptolyngbya tenuisLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1,2-diacyl-3-o-beta-d-galactosyl-sn-glycerols. These are glycosyldiacylglycerols carrying a beta-D-galactose at the 3-position of the glycerol moiety.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerolipids
Sub ClassGlycosylglycerols
Direct Parent1,2-diacyl-3-O-beta-D-galactosyl-sn-glycerols
Alternative Parents
Substituents
  • 1,2-diacyl-3-o-beta-d-galactosyl-sn-glycerol
  • Fatty acyl glycoside
  • Fatty acyl glycoside of mono- or disaccharide
  • Hexose monosaccharide
  • Glycosyl compound
  • O-glycosyl compound
  • Fatty acid ester
  • Fatty acyl
  • Dicarboxylic acid or derivatives
  • Monosaccharide
  • Oxane
  • Carboxylic acid ester
  • Secondary alcohol
  • Polyol
  • Acetal
  • Organoheterocyclic compound
  • Oxacycle
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Primary alcohol
  • Carbonyl group
  • Alcohol
  • Organooxygen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic 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
logP9.34ChemAxon
pKa (Strongest Acidic)12.21ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area151.98 ŲChemAxon
Rotatable Bond Count35ChemAxon
Refractivity190.91 m³·mol⁻¹ChemAxon
Polarizability86.35 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID26325670
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound50904898
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]