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sphingosine (CHEBI:16393)

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ChEBI Name sphingosine
ChEBI ID CHEBI:16393
Definition A sphing-4-enine in which the double bond is trans.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:9224, CHEBI:15102, CHEBI:26741, CHEBI:207585
Supplier Information
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Formula Source
C18H37NO2 KEGG COMPOUND
Net Charge 0
Average Mass 299.49190
InChI
InChI=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
InChIKey
WWUZIQQURGPMPG-KRWOKUGFSA-N
SMILES
CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)CO
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing sphingosine (CHEBI:16393) has role human metabolite (CHEBI:77746)
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 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)
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)
N,N-dimethylsphingosine (CHEBI:78759) 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)
D-galactosyl-N-acylsphingosine (CHEBI:18390) has functional parent sphingosine (CHEBI:16393)
D-glucosylsphingosine (CHEBI:4177) 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)
sphingosylphosphocholine (CHEBI:17689) has functional parent sphingosine (CHEBI:16393)
sphingosylphosphocholine acid (CHEBI:52897) 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 Sources
(2S,3R)-(E)-2-amino-1,3-dihydroxy-4-octadecene ChEBI
(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-ene-1-ol ChEBI
(2S,3R,4E)-2-amino-4-octadecene-1,3-diol CBN
(2S,3R,E)-2-aminooctadec-4-ene-1,3-diol ChEMBL
(4E)-sphing-4-enine IUPAC
(4E)-sphingenine CBN
(E)-2-amino-4-octadecan-1,3-diol ChemIDplus
(E)-D-erythro-4-octadecene-1,3-diol ChEBI
2-amino-4-octadecene-1,3-diol ChEBI
D-(+)-erythro-1,3-dihydroxy-2-amino-4-trans-octadecene ChEBI
D-erythro-sphingosine ChEBI
Sph CBN
Sphing-4-enine KEGG COMPOUND
Sphingenine KEGG COMPOUND
Sphingoid KEGG COMPOUND
Sphingosine KEGG COMPOUND
trans-4-sphingenine CBN
trans-D-erythro-2-amino-4-octadecene-1,3-diol ChEBI
Database Links Databases
C00319 KEGG COMPOUND
DB03203 DrugBank
HMDB00252 HMDB
LMSP01010001 LIPID MAPS
SQS PDBeChem
View more database links
Registry Numbers Types Sources
123-78-4 CAS Registry Number ChemIDplus
1727294 Beilstein Registry Number Beilstein
1727294 Reaxys Registry Number Reaxys
4676153 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
10453988 PubMed citation CiteXplore
16341241 PubMed citation CiteXplore
24731183 PubMed citation CiteXplore
8482346 PubMed citation CiteXplore
General Comment
2014-07-21 Species Info: Homo sapiens; Tax id: NCBI: 9606; Citation: MED:24731183
 
Last Modified
21 July 2014

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