Human Metabolome Database Version 3.5

Showing metabocard for Dihydroceramide (HMDB06752)

Record Information
Version 3.5
Creation Date 2008-08-06 04:44:15 -0600
Update Date 2013-02-08 17:15:14 -0700
HMDB ID HMDB06752
Secondary Accession Numbers
  • HMDB04608
Metabolite Identification
Common Name Dihydroceramide
Description Dihydroceramide 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
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. N-Acylsphinganine
  2. N-[(2S,3R)-1,3-Dihydroxyoctadecan-2-yl]formamide
Chemical Formula C19H39NO3
Average Molecular Weight 329.5179
Monoisotopic Molecular Weight 329.292994119
IUPAC Name N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]formamide
Traditional IUPAC Name N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]formamide
CAS Registry Number Not 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 Key XSDVOEIEBUGRQX-RBUKOAKNSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Lipids
Class Sphingolipids
Sub Class N/A
Other Descriptors
  • Aliphatic Acyclic Compounds
Substituents
  • Primary Alcohol
  • Secondary Alcohol
  • Secondary Carboxylic Acid Amide
Direct Parent Sphingolipids
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 0.0046 g/L ALOGPS
LogP 4.68 ALOGPS
LogP 4.54 ChemAxon
LogS -4.85 ALOGPS
pKa (strongest acidic) 14.11 ChemAxon
pKa (strongest basic) -0.41 ChemAxon
Hydrogen Acceptor Count 3 ChemAxon
Hydrogen Donor Count 3 ChemAxon
Polar Surface Area 69.56 A2 ChemAxon
Rotatable Bond Count 17 ChemAxon
Refractivity 95.88 ChemAxon
Polarizability 42.49 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
Name SMPDB Link KEGG Link
Sphingolipid Metabolism SMP00034 map00500 Link_out
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB024056
KNApSAcK ID Not Available
Chemspider ID 21436314 Link_out
KEGG Compound ID C12126 Link_out
BioCyc ID Not Available
BiGG ID 2263543 Link_out
Wikipedia Link Not Available
NuGOwiki Link HMDB06752 Link_out
Metagene Link HMDB06752 Link_out
METLIN ID Not Available
PubChem Compound 16755624 Link_out
PDB ID Not Available
ChEBI ID 31488 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available

Enzymes

Show all enzymes and transporters Important Only showing the first 50 enzymes. There are 68 enzymes in total.

Name: Galactocerebrosidase
Reactions: Not Available
Gene Name: GALC
Uniprot ID: P54803 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Globoside alpha-1,3-N-acetylgalactosaminyltransferase 1
Reactions: Not Available
Gene Name: GBGT1
Uniprot ID: Q8N5D6 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: N-acetylglucosaminyl-phosphatidylinositol de-N-acetylase
Reactions: Not Available
Gene Name: PIGL
Uniprot ID: Q9Y2B2 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylcholine:ceramide cholinephosphotransferase 2
Reactions: Not Available
Gene Name: SGMS2
Uniprot ID: Q8NHU3 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylcholine:ceramide cholinephosphotransferase 1
Reactions: Not Available
Gene Name: SGMS1
Uniprot ID: Q86VZ5 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Sphingomyelin phosphodiesterase
Reactions: Not Available
Gene Name: SMPD1
Uniprot ID: P17405 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Ceramide glucosyltransferase
Reactions: Not Available
Gene Name: UGCG
Uniprot ID: Q16739 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol N-acetylglucosaminyltransferase subunit Q
Reactions: Not Available
Gene Name: PIGQ
Uniprot ID: Q9BRB3 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol N-acetylglucosaminyltransferase subunit A
Reactions: Not Available
Gene Name: PIGA
Uniprot ID: P37287 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol N-acetylglucosaminyltransferase subunit H
Reactions: Not Available
Gene Name: PIGH
Uniprot ID: Q14442 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol N-acetylglucosaminyltransferase subunit P
Reactions: Not Available
Gene Name: PIGP
Uniprot ID: P57054 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol N-acetylglucosaminyltransferase subunit C
Reactions: Not Available
Gene Name: PIGC
Uniprot ID: Q92535 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Sphingosine-1-phosphate lyase 1
Reactions: Not Available
Gene Name: SGPL1
Uniprot ID: O95470 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Sphingosine kinase 1
Reactions: Not Available
Gene Name: SPHK1
Uniprot ID: Q9NYA1 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Acid ceramidase
Reactions: Not Available
Gene Name: ASAH1
Uniprot ID: Q13510 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Ectonucleotide pyrophosphatase/phosphodiesterase family member 7
Reactions: Not Available
Gene Name: ENPP7
Uniprot ID: Q6UWV6 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Sphingomyelin phosphodiesterase 2
Reactions: Not Available
Gene Name: SMPD2
Uniprot ID: O60906 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 2-hydroxyacylsphingosine 1-beta-galactosyltransferase
Reactions: Not Available
Gene Name: UGT8
Uniprot ID: Q16880 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Collagen type IV alpha-3-binding protein
Reactions: Not Available
Gene Name: COL4A3BP
Uniprot ID: Q9Y5P4 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Ceramide kinase
Reactions: Not Available
Gene Name: CERK
Uniprot ID: Q8TCT0 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Ganglioside GM2 activator
Reactions: Not Available
Gene Name: GM2A
Uniprot ID: P17900 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Glucosylceramidase
Reactions: Not Available
Gene Name: GBA
Uniprot ID: P04062 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: T-cell surface glycoprotein CD1e, membrane-associated
Reactions: Not Available
Gene Name: CD1E
Uniprot ID: P15812 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Epididymal secretory protein E1
Reactions: Not Available
Gene Name: NPC2
Uniprot ID: P61916 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Ceramide synthase 1
Reactions: Not Available
Gene Name: CERS1
Uniprot ID: P27544 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Antigen-presenting glycoprotein CD1d
Reactions: Not Available
Gene Name: CD1D
Uniprot ID: P15813 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: GPI mannosyltransferase 1
Reactions: Not Available
Gene Name: PIGM
Uniprot ID: Q9H3S5 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol-glycan biosynthesis class W protein
Reactions: Not Available
Gene Name: PIGW
Uniprot ID: Q7Z7B1 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol-glycan biosynthesis class X protein
Reactions: Not Available
Gene Name: PIGX
Uniprot ID: Q8TBF5 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: GPI mannosyltransferase 4
Reactions: Not Available
Gene Name: PIGZ
Uniprot ID: Q86VD9 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Lactosylceramide 1,3-N-acetyl-beta-D-glucosaminyltransferase
Reactions: Not Available
Gene Name: B3GNT5
Uniprot ID: Q9BYG0 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Sphingomyelin phosphodiesterase 3
Reactions: Not Available
Gene Name: SMPD3
Uniprot ID: Q9NY59 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Beta-1,3-galactosyltransferase 5
Reactions: Not Available
Gene Name: B3GALT5
Uniprot ID: Q9Y2C3 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: GPI mannosyltransferase 3
Reactions: Not Available
Gene Name: PIGB
Uniprot ID: Q92521 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol-glycan biosynthesis class F protein
Reactions: Not Available
Gene Name: PIGF
Uniprot ID: Q07326 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: GPI ethanolamine phosphate transferase 2
Reactions: Not Available
Gene Name: PIGG
Uniprot ID: Q5H8A4 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: GPI ethanolamine phosphate transferase 1
Reactions: Not Available
Gene Name: PIGN
Uniprot ID: O95427 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: GPI ethanolamine phosphate transferase 3
Reactions: Not Available
Gene Name: PIGO
Uniprot ID: Q8TEQ8 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: GPI transamidase component PIG-S
Reactions: Not Available
Gene Name: PIGS
Uniprot ID: Q96S52 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: GPI transamidase component PIG-T
Reactions: Not Available
Gene Name: PIGT
Uniprot ID: Q969N2 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol glycan anchor biosynthesis class U protein
Reactions: Not Available
Gene Name: PIGU
Uniprot ID: Q9H490 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: GPI mannosyltransferase 2
Reactions: Not Available
Gene Name: PIGV
Uniprot ID: Q9NUD9 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylinositol N-acetylglucosaminyltransferase subunit Y
Reactions: Not Available
Gene Name: PIGY
Uniprot ID: Q3MUY2 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Pleckstrin homology domain-containing family A member 8
Reactions: Not Available
Gene Name: PLEKHA8
Uniprot ID: Q96JA3 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alkaline ceramidase 3
Reactions: Not Available
Gene Name: ACER3
Uniprot ID: Q9NUN7 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Sphingolipid delta(4)-desaturase/C4-hydroxylase DES2
Reactions: Not Available
Gene Name: DEGS2
Uniprot ID: Q6QHC5 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Sphingomyelin phosphodiesterase 4
Reactions: Not Available
Gene Name: SMPD4
Uniprot ID: Q9NXE4 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Putative neutral ceramidase C
Reactions: Not Available
Gene Name: ASAH2C
Uniprot ID: P0C7U2 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alkaline ceramidase 2
Reactions: Not Available
Gene Name: ACER2
Uniprot ID: Q5QJU3 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Neutral ceramidase
Reactions: Not Available
Gene Name: ASAH2
Uniprot ID: Q9NR71 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA