Showing metabocard for Lactosyceramide (d18:1/18:1(9Z)) (BMDB0011592)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:21:23 UTC
Update Date2020-04-22 15:45:29 UTC
BMDB IDBMDB0011592
Secondary Accession Numbers
  • BMDB11592
Metabolite Identification
Common NameLactosyceramide (d18:1/18:1(9Z))
DescriptionLactosyceramide (d18:1/18:1(9Z)), also known as laccer(D18:1/18:1(9Z)), belongs to the class of organic compounds known as glycosyl-n-acylsphingosines. Glycosyl-N-acylsphingosines are compounds containing a sphingosine linked to a simple glucosyl moiety. Thus, lactosyceramide (D18:1/18:1(9Z)) is considered to be a neutral glycosphingolipid. Based on a literature review very few articles have been published on Lactosyceramide (d18:1/18:1(9Z)).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
beta-D-Galactosyl-(1->4)-beta-D-glucosyl-(11)-N-[(9Z)-octadecenoyl]-sphing-4-enineChEBI
beta-D-Galactosyl-(1->4)-beta-D-glucosyl-(11)-N-[(9Z)-octadecenoyl]-sphingosineChEBI
beta-D-Galactosyl-(1->4)-beta-D-glucosyl-(11)-N-oleoylsphing-4-enineChEBI
LacCer(D18:1/18:1(9Z))ChEBI
N-(9Z-Octadecenoyl)-1-beta-lactosyl-sphing-4-enineChEBI
N-(9Z-Octadecenoyl)-1-beta-lactosyl-sphingosineChEBI
b-D-Galactosyl-(1->4)-b-D-glucosyl-(11)-N-[(9Z)-octadecenoyl]-sphing-4-enineGenerator
Β-D-galactosyl-(1->4)-β-D-glucosyl-(11)-N-[(9Z)-octadecenoyl]-sphing-4-enineGenerator
b-D-Galactosyl-(1->4)-b-D-glucosyl-(11)-N-[(9Z)-octadecenoyl]-sphingosineGenerator
Β-D-galactosyl-(1->4)-β-D-glucosyl-(11)-N-[(9Z)-octadecenoyl]-sphingosineGenerator
b-D-Galactosyl-(1->4)-b-D-glucosyl-(11)-N-oleoylsphing-4-enineGenerator
Β-D-galactosyl-(1->4)-β-D-glucosyl-(11)-N-oleoylsphing-4-enineGenerator
N-(9Z-Octadecenoyl)-1-b-lactosyl-sphing-4-enineGenerator
N-(9Z-Octadecenoyl)-1-β-lactosyl-sphing-4-enineGenerator
N-(9Z-Octadecenoyl)-1-b-lactosyl-sphingosineGenerator
N-(9Z-Octadecenoyl)-1-β-lactosyl-sphingosineGenerator
1-O-(4-O-b-D-Galactopyranosyl-b-D-glucopyranosyl)-ceramideHMDB
1-O-(4-O-beta-D-Galactopyranosyl-beta-glucopyranosyl)ceramideHMDB
1-O-(4-O-beta-delta-Galactopyranosyl-beta-delta-glucopyranosyl)-ceramideHMDB
1-O-(4-O-beta-delta-Galactopyranosyl-beta-glucopyranosyl)ceramideHMDB
1Ylce-O-(4-O-beta-delta-galactopyranosyl-beta-glucopyranosyl)ceramideHMDB
beta-D-Galactosyl-1,4-beta-D-glucosylceramideHMDB
beta-delta-Galactosyl-1,4-beta-delta-glucosramideHMDB
beta-delta-Galactosyl-1,4-beta-delta-glucosylceramideHMDB
CDHHMDB
CDW17 AntigenHMDB
Cytolipin HHMDB
D-Galactosyl-1,4-beta-D-glucosylceramideHMDB
delta-Galactosyl-1,4-beta-delta-glucosylceramideHMDB
Gal-beta1->4GLC-beta1->1'cerHMDB
LacCerHMDB
LacCer(D18:1/18:1)HMDB
Lactosyl ceramide (D18:1/18:1(9Z))HMDB
Lactosyl-N-acylsphingosineHMDB
LactosylceramideHMDB
Lactosylceramide (D18:1/18:1)HMDB
N-(Oleoyl)-1-b-lactosyl-sphing-4-enineHMDB
N-(Oleoyl)-1-beta-lactosyl-sphing-4-enineHMDB
N-Lignoceryl sphingosyl lactosideHMDB
b-D-Galactosyl-(1->4)-b-D-glucosyl-(11)-N-oleoylsphingosineGenerator, HMDB
Β-D-galactosyl-(1->4)-β-D-glucosyl-(11)-N-oleoylsphingosineGenerator, HMDB
beta-D-Galactosyl-(1->4)-beta-D-glucosyl-(11)-N-oleoylsphingosineGenerator, HMDB
Chemical FormulaC48H89NO13
Average Molecular Weight888.2192
Monoisotopic Molecular Weight887.633391939
IUPAC Name(9Z)-N-[(2S,3R,4E)-1-{[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3-hydroxyoctadec-4-en-2-yl]octadec-9-enamide
Traditional Name(9Z)-N-[(2S,3R,4E)-1-{[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3-hydroxyoctadec-4-en-2-yl]octadec-9-enamide
CAS Registry NumberNot Available
SMILES
[H][C@@](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)(NC(=O)CCCCCCC\C=C/CCCCCCCC)[C@]([H])(O)\C=C\CCCCCCCCCCCCC
InChI Identifier
InChI=1S/C48H89NO13/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(53)49-36(37(52)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2)35-59-47-45(58)43(56)46(39(34-51)61-47)62-48-44(57)42(55)41(54)38(33-50)60-48/h17-18,29,31,36-39,41-48,50-52,54-58H,3-16,19-28,30,32-35H2,1-2H3,(H,49,53)/b18-17-,31-29+/t36-,37+,38+,39+,41-,42-,43+,44+,45+,46+,47+,48-/m0/s1
InChI KeyYVBUQOZKCCPFCZ-HSVHIEHGSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as glycosyl-n-acylsphingosines. Glycosyl-N-acylsphingosines are compounds containing a sphingosine linked to a simple glucosyl moiety.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSphingolipids
Sub ClassGlycosphingolipids
Direct ParentGlycosyl-N-acylsphingosines
Alternative Parents
Substituents
  • Glycosyl-n-acylsphingosine
  • Fatty acyl glycoside
  • Fatty acyl glycoside of mono- or disaccharide
  • Alkyl glycoside
  • Disaccharide
  • Glycosyl compound
  • O-glycosyl compound
  • Fatty amide
  • N-acyl-amine
  • Oxane
  • Fatty acyl
  • Secondary carboxylic acid amide
  • Secondary alcohol
  • Carboxamide group
  • Organoheterocyclic compound
  • Polyol
  • Oxacycle
  • Carboxylic acid derivative
  • Acetal
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Alcohol
  • Organonitrogen compound
  • Carbonyl group
  • Organooxygen compound
  • Primary alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Endosome
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP6.24ALOGPS
logP7.85ChemAxon
logS-5.2ALOGPS
pKa (Strongest Acidic)11.92ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count13ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area227.86 ŲChemAxon
Rotatable Bond Count37ChemAxon
Refractivity240.92 m³·mol⁻¹ChemAxon
Polarizability105.82 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0adi-0120033790-71f3ef58b41c7b419216View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0140251920-2bed52a9da05ddc7f02dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-08g0-1690721530-823f8c3e54d8af0a9395View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00ri-0311031590-d6834701069a888036afView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0600-3633153940-fdece24178953f1ad714View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00c0-4920111200-defd723e60d70b12077fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0001000190-59c5ebc5001b558de665View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05mx-4592020320-51e23f5cafe9374e8e68View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ab9-6289030000-72efe06143bea41caa00View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01rb-2500090840-7d89f7559f706cda3c71View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-3800090310-3a152d728f4c4e9ceb67View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-090u-3900031000-d19a8ca95def6652c884View in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Endosome
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0011592
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID24765751
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53480999
PDB IDNot Available
ChEBI ID131557
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available