Hmp_logo

Human Metabolome Database Version 3.5

HMDB has recently undergone some major changes, if you are experiencing problems please click here to provide us with feedback.

Showing metabocard for 1,2-Dioctadecanoyl-3-(galactosyl-B-1-6-galactosyl-B-1)-glycerol (HMDB11132)

Record Information
Version 3.5
Creation Date 2008-10-29 03:13:14 -0600
Update Date 2013-02-08 17:25:44 -0700
HMDB ID HMDB11132
Secondary Accession Numbers None
Metabolite Identification
Common Name 1,2-Dioctadecanoyl-3-(galactosyl-B-1-6-galactosyl-B-1)-glycerol
Description Digalactosyldiacylglycerol (DGDG) is an intermediate in glycerolipid metabolism. Digalactosyl-diacylglycerol is irreversibly converted to monogalactosyl-diacylglycerol via the enzyme alpha-galactosidase (EC:3.2.1.22).
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 1,2-Dioctadecanoyl-3-(GlcB1-6GlcB1)-sn-glycerol
  2. DGDG
  3. Digalactosyl diacyl glycerol
  4. [(2S)-1-octadecanoyloxy-3-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropan-2-yl] octadecanoate
  5. [(2S)-1-octadecanoyloxy-3-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropan-2-yl] octadecanoic acid
  6. [1-(octadecanoyloxymethyl)-2-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-ethyl] octadecanoate
  7. [1-(octadecanoyloxymethyl)-2-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-ethyl] octadecanoic acid
Chemical Formula C51H96O15
Average Molecular Weight 949.2989
Monoisotopic Molecular Weight 948.674922402
IUPAC Name (2S)-1-(octadecanoyloxy)-3-{[(2R,3R,4S,5S)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}propan-2-yl octadecanoate
Traditional IUPAC Name (2S)-1-(octadecanoyloxy)-3-{[(2R,3R,4S,5S)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}propan-2-yl octadecanoate
CAS Registry Number Not Available
SMILES CCCCCCCCCCCCCCCCCC(=O)OC[C@H](CO[C@@H]1OC(CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCCCCCCCCCCCC
InChI Identifier InChI=1S/C51H96O15/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-42(53)61-36-39(64-43(54)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)37-62-50-49(60)47(58)45(56)41(66-50)38-63-51-48(59)46(57)44(55)40(35-52)65-51/h39-41,44-52,55-60H,3-38H2,1-2H3/t39-,40-,41?,44-,45-,46+,47+,48-,49-,50-,51-/m1/s1
InChI Key LDQFLSUQYHBXSX-HPPMYKKZSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Lipids
Class Glycerolipids
Sub Class Glycosylglycerols
Other Descriptors
  • Aliphatic Heteropolycyclic Compounds
  • Dihdexoses
Substituents
  • 1,2 Diol
  • Acetal
  • Carboxylic Acid Ester
  • Dicarboxylic Acid Derivative
  • Fatty Acid Ester
  • Glycosyl Compound
  • O Glycosyl Compound
  • Oxane
  • Primary Alcohol
  • Secondary Alcohol
Direct Parent Glycosylglycerols
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
  • Food
Biofunction
  • Cell signaling
  • Fuel and energy storage
  • Fuel or energy source
  • Membrane integrity/stability
Application
  • Nutrients
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • Extracellular
  • Membrane
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 0.0021 g/L ALOGPS
LogP 7.09 ALOGPS
LogP 10.24 ChemAxon
LogS -5.66 ALOGPS
pKa (strongest acidic) 11.91 ChemAxon
pKa (strongest basic) -3 ChemAxon
Hydrogen Acceptor Count 13 ChemAxon
Hydrogen Donor Count 7 ChemAxon
Polar Surface Area 231.13 A2 ChemAxon
Rotatable Bond Count 44 ChemAxon
Refractivity 250.93 ChemAxon
Polarizability 115.73 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB027911
KNApSAcK ID Not Available
Chemspider ID Not Available
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB11132 Link_out
Metagene Link HMDB11132 Link_out
METLIN ID Not Available
PubChem Compound 53480668 Link_out
PDB ID Not Available
ChEBI ID Not Available
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available
Enzymes
Name: Alpha-galactosidase A
Reactions:
  • Hydrolysis of terminal, non-reducing alpha-D-galactose residues in alpha-D-galactosides, including galactose oligosaccharides, galactomannans and galactolipids ALL_REAC (other) R01101 R01103 R01104 R01194 R01329 R02926 R03618 R03634 R04019 R04470 R05549 R05961(G) R06070(G) R06091(G) R06093(G) R06094(G) R06096(G) R06142(G) R06152(G)
Gene Name: GLA
Uniprot ID: P06280 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Galactosidase, alpha
Reactions:
    Gene Name: GLA
    Uniprot ID: Q53Y83 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA