Record Information
Version3.6
Creation Date2008-08-06 10:44:15 UTC
Update Date2013-02-09 00:15:14 UTC
HMDB IDHMDB06752
Secondary Accession Numbers
  • HMDB04608
Metabolite Identification
Common NameDihydroceramide
DescriptionDihydroceramide is an intermediate in sphingolipid metabolism. Dihydroceramide is the third to last step in the synthesis of beta-D-Galactosyl-1,4-beta-D glucosylceramide and is converted from sphinganine via the enzyme acyl-CoA-dependent ceramide synthase (EC 2.3.1.24). It is then converted to N-acylsphingosine via the enzyme fatty acid desaturase (EC 1.14.-.-).
Structure
Thumb
Synonyms
  1. N-Acylsphinganine
  2. N-[(2S,3R)-1,3-Dihydroxyoctadecan-2-yl]formamide
Chemical FormulaC19H39NO3
Average Molecular Weight329.5179
Monoisotopic Molecular Weight329.292994119
IUPAC NameN-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]formamide
Traditional IUPAC NameN-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]formamide
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC=O
InChI Identifier
InChI=1S/C19H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(23)18(16-21)20-17-22/h17-19,21,23H,2-16H2,1H3,(H,20,22)/t18-,19+/m0/s1
InChI KeyXSDVOEIEBUGRQX-RBUKOAKNSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassLipids
ClassSphingolipids
Sub ClassN/A
Other Descriptors
  • Aliphatic Acyclic Compounds
Substituents
  • Primary Alcohol
  • Secondary Alcohol
  • Secondary Carboxylic Acid Amide
Direct ParentSphingolipids
Ontology
StatusExpected 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
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
water solubility0.0046 g/LALOGPS
logP4.68ALOGPS
logP4.54ChemAxon
logS-4.8ALOGPS
pKa (strongest acidic)14.11ChemAxon
pKa (strongest basic)-0.41ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count3ChemAxon
hydrogen donor count3ChemAxon
polar surface area69.56ChemAxon
rotatable bond count17ChemAxon
refractivity95.88ChemAxon
polarizability42.49ChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biofluid LocationsNot Available
Tissue LocationNot Available
Pathways
NameSMPDB LinkKEGG Link
Sphingolipid MetabolismSMP00034map00500
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB024056
KNApSAcK IDNot Available
Chemspider ID21436314
KEGG Compound IDC12126
BioCyc IDNot Available
BiGG ID2263543
Wikipedia LinkNot Available
NuGOwiki LinkHMDB06752
Metagene LinkHMDB06752
METLIN IDNot Available
PubChem Compound16755624
PDB IDNot Available
ChEBI ID31488
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Only showing the first 50 proteins. There are 68 proteins in total.

Enzymes

Gene Name:
GALC
Uniprot ID:
P54803
Gene Name:
SMPD1
Uniprot ID:
P17405
Gene Name:
UGCG
Uniprot ID:
Q16739
Gene Name:
SGPL1
Uniprot ID:
O95470
Gene Name:
SPHK1
Uniprot ID:
Q9NYA1
Gene Name:
ASAH1
Uniprot ID:
Q13510
Gene Name:
SMPD2
Uniprot ID:
O60906
Gene Name:
COL4A3BP
Uniprot ID:
Q9Y5P4
Gene Name:
CERK
Uniprot ID:
Q8TCT0
Gene Name:
GM2A
Uniprot ID:
P17900
Gene Name:
GBA
Uniprot ID:
P04062
Gene Name:
NPC2
Uniprot ID:
P61916
Gene Name:
CERS1
Uniprot ID:
P27544
Gene Name:
CD1D
Uniprot ID:
P15813
Gene Name:
PIGM
Uniprot ID:
Q9H3S5
Gene Name:
PIGZ
Uniprot ID:
Q86VD9
Gene Name:
SMPD3
Uniprot ID:
Q9NY59
Gene Name:
B3GALT5
Uniprot ID:
Q9Y2C3
Gene Name:
PIGB
Uniprot ID:
Q92521
Gene Name:
PIGS
Uniprot ID:
Q96S52
Gene Name:
PIGT
Uniprot ID:
Q969N2
Gene Name:
PIGV
Uniprot ID:
Q9NUD9
Gene Name:
ACER3
Uniprot ID:
Q9NUN7
Gene Name:
SMPD4
Uniprot ID:
Q9NXE4
Gene Name:
ASAH2C
Uniprot ID:
P0C7U2
Gene Name:
ACER2
Uniprot ID:
Q5QJU3
Gene Name:
ASAH2
Uniprot ID:
Q9NR71

Only showing the first 50 proteins. There are 68 proteins in total.