2,3-bis[(3R)-3-hydroxymyristoyl]-α-D-glucosaminyl 1-phosphate (PAMDB110084)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB110084
Identification
Name: 2,3-bis[(3R)-3-hydroxymyristoyl]-α-D-glucosaminyl 1-phosphate
Description:Dianion of lipid X arising from deprotonation of the phosphate OH groups; major species at pH 7.3.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • 2,3-bis(3-hydroxytetradecanoyl)-α-D-glucosaminyl 1-phosphate
  • 2,3-bis(β-hydroxymyristoyl)-α-D-glucosaminyl 1-phosphate
  • lipid X
  • 2,3-bis(3-hydroxymyristoyl)-α-D-glucosaminyl 1-phosphate
Chemical Formula: C34H64NO12P
Average Molecular Weight: 709.85
Monoisotopic Molecular Weight: 711.432263099
InChI Key: HEHQDWUWJVPREQ-XQJZMFRCSA-L
InChI: InChI=1S/C34H66NO12P/c1-3-5-7-9-11-13-15-17-19-21-26(37)23-29(39)35-31-33(32(41)28(25-36)45-34(31)47-48(42,43)44)46-30(40)24-27(38)22-20-18-16-14-12-10-8-6-4-2/h26-28,31-34,36-38,41H,3-25H2,1-2H3,(H,35,39)(H2,42,43,44)/p-2/t26-,27-,28-,31-,32-,33-,34-/m1/s1
CAS number: Not Available
IUPAC Name:2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-{[(3R)-3-hydroxytetradecanoyl]amino}-1-O-phosphonato-α-D-glucopyranose
Traditional IUPAC Name: Not Available
SMILES:CCCCCCCCCCCC(CC(NC1(C(C(C(OC1OP([O-])(=O)[O-])CO)O)OC(CC(CCCCCCCCCCC)O)=O))=O)O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group.
Kingdom Organic compounds
Super ClassOrganic oxygen compounds
Class Organooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct Parent Acylaminosugars
Alternative Parents
Substituents
  • Acylaminosugar
  • Saccharolipid
  • N-acyl-alpha-hexosamine
  • Monosaccharide phosphate
  • Beta-hydroxy acid
  • Fatty acid ester
  • Fatty amide
  • Hydroxy acid
  • Monosaccharide
  • N-acyl-amine
  • Organic phosphoric acid derivative
  • Oxane
  • Phosphoric acid ester
  • Alkyl phosphate
  • Fatty acyl
  • Carboxylic acid ester
  • Secondary carboxylic acid amide
  • Secondary alcohol
  • Carboxamide group
  • Organoheterocyclic compound
  • Oxacycle
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Organonitrogen compound
  • Organic nitrogen compound
  • Alcohol
  • Hydrocarbon derivative
  • Primary alcohol
  • Organopnictogen compound
  • Carbonyl group
  • Organic anion
  • Aliphatic heteromonocyclic compound
Molecular Framework Aliphatic heteromonocyclic compounds
External Descriptors
  • a small molecule (BISOHMYR-GLUCOSAMINYL-1P)
Physical Properties
State: Not Available
Charge:-2
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Molecular Weight709.855 g/molPubChem
XLogP3-AA7.1 PubChem
Hydrogen Bond Donor Count5 PubChem
Hydrogen Bond Acceptor Count12 PubChem
Rotatable Bond Count29 PubChem
Exact Mass709.417 g/molPubChem
Monoisotopic Mass709.417 g/molPubChem
Topological Polar Surface Area218 A^2PubChem
Heavy Atom Count48 PubChem
Formal Charge-2 PubChem
Complexity879 PubChem
Isotope Atom Count0 PubChem
Defined Atom Stereocenter Count7 PubChem
Undefined Atom Stereocenter Count0 PubChem
Defined Bond Stereocenter Count0 PubChem
Undefined Bond Stereocenter Count0 PubChem
Covalently-Bonded Unit Count1 PubChem
Biological Properties
Cellular Locations: Not Available
Reactions:
Pathways:
Spectra
Spectra: Not Available
References
References: Not Available
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
ChEBI57957
IAF126044628
KEGGC04824
PubChem25244842