Np mrd loader

Record Information
Version2.0
Created at2022-03-17 21:24:25 UTC
Updated at2022-03-17 21:24:25 UTC
NP-MRD IDNP0050170
Secondary Accession NumbersNone
Natural Product Identification
Common NameZizyberenalic acid
DescriptionDG(14:0/0:0/14:0), Also known as diacylglycerol(28:0) Or diglyceride, belongs to the class of organic compounds known as 1,3-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 3. Phosphatidic acid is then de-phosphorylated to form diacylglycerol. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-3 position. DG(14:0/0:0/14:0) Is an extremely weak basic (essentially neutral) compound (based on its pKa). DG(14:0/0:0/14:0) Exists in all living organisms, ranging from bacteria to humans. Synthesis of DG(14:0/0:0/14:0) Begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). DG(14:0/0:0/14:0), In particular, consists of two chains of myristic acid at the C-1 and C-3 positions. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. DG(14:0/0:0/14:0) Is a diglyceride, or a DG(14:0/0:0/14:0) (DAG). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. The myristic acid moieties are derived from nutmeg and butter. Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the DG(14:0/0:0/14:0) Under the catalysis of DG(14:0/0:0/14:0) Acyltransferase. Zizyberenalic acid was first documented in 1997 (PMID: 9034165). Diacylglycerols can have many different combinations of fatty acids attached at the C-1 C-2, or C-3 positions.
Structure
Thumb
Synonyms
ValueSource
Diacylglycerol(28:0)HMDB
DAG(14:0/0:0/14:0)HMDB
1-Myristoyl-3-myristoyl-sn-glycerolHMDB
DiglycerideHMDB
Diacylglycerol(14:0/0:0/14:0)HMDB
DAG(28:0)HMDB
DiacylglycerolHMDB
DG(28:0)HMDB
1-Tetradecanoyl-3-tetradecanoyl-sn-glycerolHMDB
DG(14:0/0:0/14:0)Lipid Annotator
2-Hydroxy-3-(tetradecanoyloxy)propyl tetradecanoic acidGenerator
Chemical FormulaC31H60O5
Average Mass512.8051 Da
Monoisotopic Mass512.44408 Da
IUPAC Name2-hydroxy-3-(tetradecanoyloxy)propyl tetradecanoate
Traditional Name2-hydroxy-3-(tetradecanoyloxy)propyl tetradecanoate
CAS Registry NumberNot Available
SMILES
[H]C(O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCC
InChI Identifier
InChI=1S/C31H60O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(33)35-27-29(32)28-36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h29,32H,3-28H2,1-2H3
InChI KeyJADYBWICRJWGBW-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Ziziphus zizyphusFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1,3-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 3.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerolipids
Sub ClassDiradylglycerols
Direct Parent1,3-diacylglycerols
Alternative Parents
Substituents
  • 1,3-acyl-sn-glycerol
  • Fatty acid ester
  • Fatty acyl
  • Dicarboxylic acid or derivatives
  • Secondary alcohol
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic 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
logP9.21ALOGPS
logP10.22ChemAxon
logS-7.3ALOGPS
pKa (Strongest Acidic)13.63ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.83 ŲChemAxon
Rotatable Bond Count30ChemAxon
Refractivity149.29 m³·mol⁻¹ChemAxon
Polarizability67.39 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0055952
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 Compound82201
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Ghosh S, Strum JC, Bell RM: Lipid biochemistry: functions of glycerolipids and sphingolipids in cellular signaling. FASEB J. 1997 Jan;11(1):45-50. [PubMed:9034165 ]