CHEBI:16393 - sphingosine

ChEBI IDCHEBI:16393
ChEBI Namesphingosine
Stars
DefinitionA sphing-4-enine in which the double bond is trans.
Secondary ChEBI IDsCHEBI:9224, CHEBI:15102, CHEBI:26741, CHEBI:207585
Last Modified26 February 2018
DownloadsMolfile
FormulaC18H37NO2
Net Charge0
Average Mass299.499
Monoisotopic Mass299.28243
SMILESCCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](N)CO
InChIInChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m0/s1
InChIKeyWWUZIQQURGPMPG-KRWOKUGFSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - PubMed (24731183)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
ChEBI Ontology
Outgoing Relation(s)
sphingosine (CHEBI:16393) has role human metabolite (CHEBI:77746)
sphingosine (CHEBI:16393) has role mouse metabolite (CHEBI:75771)
sphingosine (CHEBI:16393) is a sphing-4-enine (CHEBI:26743)
sphingosine (CHEBI:16393) is conjugate base of sphingosine(1+) (CHEBI:57756)
sphingosine (CHEBI:16393) is enantiomer of L-erythro-sphingosine (CHEBI:46967)
Incoming Relation(s)
N-acyl-β-D-galactosylsphingosine (CHEBI:18390) has functional parent sphingosine (CHEBI:16393)
N-acylsphingosine (CHEBI:52639) has functional parent sphingosine (CHEBI:16393)
N-decanoylsphingosine 1-phosphate (CHEBI:73147) has functional parent sphingosine (CHEBI:16393)
N-docosanoylsphingosine-1-phosphate (CHEBI:73138) has functional parent sphingosine (CHEBI:16393)
N-dodecanoylsphingosine 1-phosphate (CHEBI:72718) has functional parent sphingosine (CHEBI:16393)
N-hexacosanoylsphingosine 1-phosphate (CHEBI:73135) has functional parent sphingosine (CHEBI:16393)
N-hexadecanoylsphingosine 1-phosphate (CHEBI:73145) has functional parent sphingosine (CHEBI:16393)
N-icosanoylsphingosine 1-phosphate (CHEBI:73140) has functional parent sphingosine (CHEBI:16393)
N-octadecanoylsphingosine 1-phosphate (CHEBI:73144) has functional parent sphingosine (CHEBI:16393)
N-tetracosanoylsphingosine 1-phosphate (CHEBI:73137) has functional parent sphingosine (CHEBI:16393)
N-tetradecanoylsphingosine 1-phosphate (CHEBI:73146) has functional parent sphingosine (CHEBI:16393)
N,N-dimethylsphingosine (CHEBI:78759) has functional parent sphingosine (CHEBI:16393)
D-glucosylsphingosine (CHEBI:4177) has functional parent sphingosine (CHEBI:16393)
1-O-acyl-N-acylsphingosine (CHEBI:76222) has functional parent sphingosine (CHEBI:16393)
2-(2-hydroxyacyl)sphingosine (CHEBI:16456) has functional parent sphingosine (CHEBI:16393)
3-dehydrosphingosine (CHEBI:20096) has functional parent sphingosine (CHEBI:16393)
6-hydroxysphing-4E-enine (CHEBI:73900) has functional parent sphingosine (CHEBI:16393)
hexosyl-(1↔1')-N-acylsphingosine (CHEBI:82917) has functional parent sphingosine (CHEBI:16393)
psychosine (CHEBI:16874) has functional parent sphingosine (CHEBI:16393)
sphinga-4E,14Z-dienine (CHEBI:73889) has functional parent sphingosine (CHEBI:16393)
sphinga-4E,8E-dienine (CHEBI:72800) has functional parent sphingosine (CHEBI:16393)
sphingosine 1-phosphate (CHEBI:37550) has functional parent sphingosine (CHEBI:16393)
sphingosine-1-phosphocholine (CHEBI:17689) has functional parent sphingosine (CHEBI:16393)
sphingosine-based sphingolipid (CHEBI:82830) has functional parent sphingosine (CHEBI:16393)
sphingosylphosphocholine acid (CHEBI:52897) has functional parent sphingosine (CHEBI:16393)
α-psychosine (CHEBI:140280) has functional parent sphingosine (CHEBI:16393)
β-D-Gal-(1→3)-β-D-GalNAc-(1→4)-[α-Neu5Ac-(2→3)]-β-D-Gal-(1→4)-β-D-Glc-(1↔1')-Sph (CHEBI:61814) has functional parent sphingosine (CHEBI:16393)
sphingosine(1+) (CHEBI:57756) is conjugate acid of sphingosine (CHEBI:16393)
L-erythro-sphingosine (CHEBI:46967) is enantiomer of sphingosine (CHEBI:16393)
IUPAC Name 
(2S,3R,4E)-2-aminooctadec-4-ene-1,3-diol
Synonyms  Source
SphingosineKEGG COMPOUND
SphingenineKEGG COMPOUND
SphingoidKEGG COMPOUND
Sphing-4-enineKEGG COMPOUND
(4E)-sphing-4-enineIUPAC
(2S,3R,4E)-2-amino-4-octadecene-1,3-diolIUBMB
Manual XrefsDatabases
C00319KEGG COMPOUND
LMSP01010001LIPID MAPS
DB03203DrugBank
HMDB0000252HMDB
SQSPDBeChem
Registry NumbersSources
Beilstein:4676153Beilstein
Reaxys:1727294Reaxys
CAS:123-78-4KEGG COMPOUND
CAS:123-78-4ChemIDplus
Citations