Record Information
Version1.0
Creation date2011-09-21 00:16:35 UTC
Update date2019-11-26 03:21:04 UTC
Primary IDFDB022594
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameSphinganine 1-phosphate
DescriptionSphinganine 1-phosphate is an intermediate in the metabolism of Glycosphingolipids and sphingolipids. It is a substrate for Sphingosine kinase 1, Lipid phosphate phosphohydrolase 2, Sphingosine kinase 2, Sphingosine-1-phosphate lyase 1, Lipid phosphate phosphohydrolase 1 and Lipid phosphate phosphohydrolase 3. [HMDB]. Sphinganine 1-phosphate is found in many foods, some of which are winter squash, chicory roots, star fruit, and butternut squash.
CAS Number19794-97-9
Structure
Thumb
Synonyms
SynonymSource
(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
(2S,3R)-2-amino-3-Hydroxyoctadecyl dihydrogen ateChEBI
(2S,3R)-2-amino-3-Hydroxyoctadecyl dihydrogen ic acidGenerator
2-amino-3-Hydroxyoctadecyl dihydrogen ateHMDB
2-amino-3-hydroxyoctadecyl dihydrogen phosphatehmdb
Dihydrosphingosine 1-ateChEBI
Dihydrosphingosine 1-ic acidGenerator
Dihydrosphingosine-1-ateChEBI
Dihydrosphingosine-1-ic acidGenerator
dihydrosphingosine-1-phosphatehmdb
Sphinganine 1-ateChEBI
Sphinganine 1-ic acidGenerator
Sphinganine 1-phosphatehmdb
Sphinganine 1-phosphic acidhmdb
Predicted Properties
PropertyValueSource
Water Solubility0.0057 g/LALOGPS
logP3.8ALOGPS
logP3.64ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)1.52ChemAxon
pKa (Strongest Basic)9.75ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area113.01 ŲChemAxon
Rotatable Bond Count18ChemAxon
Refractivity101.8 m³·mol⁻¹ChemAxon
Polarizability45.32 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC18H40NO5P
IUPAC name{[(2S,3R)-2-amino-3-hydroxyoctadecyl]oxy}phosphonic acid
InChI IdentifierInChI=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
Isomeric SMILESCCCCCCCCCCCCCCC[C@@H](O)[C@@H](N)COP(O)(O)=O
Average Molecular Weight381.4877
Monoisotopic Molecular Weight381.264409907
Classification
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
Physiological effect

Organoleptic effect:

Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSSphinganine 1-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-4910000000-711eb3339b5799f5551fSpectrum
Predicted GC-MSSphinganine 1-phosphate, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9712000000-d3f905278b0c98d96e21Spectrum
Predicted GC-MSSphinganine 1-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-001i-0092000000-c380cef639a76f98b5d22021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-001i-0091000000-cd799d86547cdbc576fd2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-001i-0092000000-ca0e502c70b5513a4d0e2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-02ai-0096000000-dbafed0491e9c794b6532016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0159-1191000000-8eba0bc6a08b306ade372016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dm-6980000000-5d1a644d3395595f3a2e2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-003s-8019000000-89a5c40259a01d528cfe2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9010000000-c58d4e7b8dd266ebb8002016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-67c93080b619a8be70dc2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-2009000000-f0dd423d086ac14ad6d62021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-e1f5b79920ef4f1ff1092021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-a5e502a2627af2048a1f2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-2179000000-80cef27c29d75c429aa82021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-2190000000-46af6fd14fe789f145f92021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9110000000-3a5962a17ce1beb8cda72021-09-24View Spectrum
NMRNot Available
ChemSpider ID559277
ChEMBL IDCHEMBL78494
KEGG Compound IDC01120
Pubchem Compound ID644260
Pubchem Substance IDNot Available
ChEBI ID16893
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB01383
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID1485322
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Ganglioside GM2 activatorGM2AP17900
Sphingosine-1-phosphate lyase 1SGPL1O95470
N-acetylglucosaminyl-phosphatidylinositol de-N-acetylasePIGLQ9Y2B2
Phosphatidylinositol N-acetylglucosaminyltransferase subunit QPIGQQ9BRB3
Phosphatidylinositol N-acetylglucosaminyltransferase subunit APIGAP37287
Phosphatidylinositol N-acetylglucosaminyltransferase subunit HPIGHQ14442
Phosphatidylinositol N-acetylglucosaminyltransferase subunit PPIGPP57054
Phosphatidylinositol N-acetylglucosaminyltransferase subunit CPIGCQ92535
T-cell surface glycoprotein CD1e, membrane-associatedCD1EP15812
Epididymal secretory protein E1NPC2P61916
Antigen-presenting glycoprotein CD1dCD1DP15813
GPI mannosyltransferase 1PIGMQ9H3S5
Phosphatidylinositol-glycan biosynthesis class W proteinPIGWQ7Z7B1
Phosphatidylinositol-glycan biosynthesis class X proteinPIGXQ8TBF5
GPI mannosyltransferase 4PIGZQ86VD9
Lactosylceramide 1,3-N-acetyl-beta-D-glucosaminyltransferaseB3GNT5Q9BYG0
Beta-1,3-galactosyltransferase 5B3GALT5Q9Y2C3
GPI mannosyltransferase 3PIGBQ92521
Phosphatidylinositol-glycan biosynthesis class F proteinPIGFQ07326
GPI ethanolamine phosphate transferase 2PIGGQ5H8A4
GPI ethanolamine phosphate transferase 1PIGNO95427
GPI ethanolamine phosphate transferase 3PIGOQ8TEQ8
GPI transamidase component PIG-SPIGSQ96S52
GPI transamidase component PIG-TPIGTQ969N2
Phosphatidylinositol glycan anchor biosynthesis class U proteinPIGUQ9H490
GPI mannosyltransferase 2PIGVQ9NUD9
Phosphatidylinositol N-acetylglucosaminyltransferase subunit YPIGYQ3MUY2
Non-lysosomal glucosylceramidaseGBA2Q9HCG7
GPI-anchor transamidasePIGKQ92643
Sphingosine-1-phosphate phosphatase 2SGPP2Q8IWX5
Sphingosine kinase 1SPHK1Q96GK1
Pathways
NameSMPDB LinkKEGG Link
Sphingolipid MetabolismSMP00034 map00500
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference