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Record Information
Version1.0
Creation Date2016-09-30 22:45:06 UTC
Update Date2020-05-21 16:28:58 UTC
BMDB IDBMDB0001383
Secondary Accession Numbers
  • BMDB01383
Metabolite Identification
Common NameSphinganine 1-phosphate
DescriptionSphinganine 1-phosphate belongs to the class of organic compounds known as phosphosphingolipids. These are sphingolipids with a structure based on a sphingoid base that is attached to a phosphate head group. They differ from phosphonospingolipids which have a phosphonate head group. Sphinganine 1-phosphate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
Synonyms
ValueSource
(2S,3R)-2-Amino-3-hydroxyoctadecyl dihydrogen phosphateChEBI
Dihydrosphingosine 1-phosphateChEBI
Dihydrosphingosine-1-phosphateChEBI
(2S,3R)-2-Amino-3-hydroxyoctadecyl dihydrogen phosphoric acidGenerator
Dihydrosphingosine 1-phosphoric acidGenerator
Dihydrosphingosine-1-phosphoric acidGenerator
Sphinganine 1-phosphoric acidGenerator
2-Amino-3-hydroxyoctadecyl dihydrogen phosphateHMDB
Chemical FormulaC18H40NO5P
Average Molecular Weight381.4877
Monoisotopic Molecular Weight381.264409907
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number19794-97-9
SMILESNot Available
InChI Identifier
InChI=1S/C18H40NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23/h17-18,20H,2-16,19H2,1H3,(H2,21,22,23)/t17-,18+/m0/s1
InChI KeyYHEDRJPUIRMZMP-ZWKOTPCHSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phosphosphingolipids. These are sphingolipids with a structure based on a sphingoid base that is attached to a phosphate head group. They differ from phosphonospingolipids which have a phosphonate head group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSphingolipids
Sub ClassPhosphosphingolipids
Direct ParentPhosphosphingolipids
Alternative Parents
Substituents
  • Sphingoid-1-phosphate or derivatives
  • Phosphoethanolamine
  • Monoalkyl phosphate
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • 1,2-aminoalcohol
  • Secondary alcohol
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Organic oxide
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Primary aliphatic amine
  • Amine
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Endoplasmic reticulum
  • Endosome
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted PropertiesNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Endoplasmic reticulum
  • Endosome
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0001383
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022594
KNApSAcK IDC00007541
Chemspider ID559277
KEGG Compound IDC01120
BioCyc IDCPD-649
BiGG ID1485322
Wikipedia LinkNot Available
METLIN ID3512
PubChem Compound644260
PDB IDNot Available
ChEBI ID16893
References
Synthesis ReferenceSchick, Andreas; Kolter, Thomas; Giannis, Athanassios; Sandhoff, Konrad. Synthesis of phosphoramide analogs of sphinganine-1-phosphate. Tetrahedron (1996), 52(8), 2945-56.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Amino acid transport and metabolism
Specific function:
Not Available
Gene Name:
SGPL1
Uniprot ID:
A5D788
Molecular weight:
63567.0
Reactions
Sphinganine 1-phosphate → O-Phosphoethanolamine + Palmitaldehydedetails
General function:
Not Available
Specific function:
Magnesium-independent phospholipid phosphatase that catalyzes the dephosphorylation of a variety of glycerolipid and sphingolipid phosphate esters including phosphatidate/PA, lysophosphatidate/LPA, sphingosine 1-phosphate/S1P and ceramide 1-phosphate/C1P. Has no apparent extracellular phosphatase activity and therefore most probably acts intracellularly. Also acts on N-oleoyl ethanolamine phosphate/N-(9Z-octadecenoyl)-ethanolamine phosphate, a potential physiological compound. Through dephosphorylation of these bioactive lipid mediators produces new bioactive compounds and may regulate signal transduction in different cellular processes (By similarity). Indirectly regulates, for instance, cell cycle G1/S phase transition through its phospholipid phosphatase activity (By similarity).
Gene Name:
PLPP2
Uniprot ID:
Q2HJ61
Molecular weight:
32328.0
Reactions
Sphinganine 1-phosphate + Water → Sphinganine + Hydrogen phosphatedetails
General function:
Not Available
Specific function:
Not Available
Gene Name:
SPHK2
Uniprot ID:
E1BJM1
Molecular weight:
69343.0
Reactions
Adenosine triphosphate + Sphinganine → ADP + Sphinganine 1-phosphatedetails
General function:
Not Available
Specific function:
Not Available
Gene Name:
SGPP2
Uniprot ID:
G3MXX9
Molecular weight:
44782.0
Reactions
Sphinganine 1-phosphate + ADP → Sphinganine + Adenosine triphosphatedetails