CHEBI:16874 - psychosine

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ChEBI Name psychosine
ChEBI ID CHEBI:16874
Definition A glycosylsphingoid consisting of sphingosine having a β-D-galactosyl residue attached at the 1-position.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:8619, CHEBI:14966, CHEBI:26370
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Formula C24H47NO7
Net Charge 0
Average Mass 461.63250
Monoisotopic Mass 461.33525
InChI InChI=1S/C24H47NO7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)18(25)17-31-24-23(30)22(29)21(28)20(16-26)32-24/h14-15,18-24,26-30H,2-13,16-17,25H2,1H3/b15-14+/t18-,19+,20+,21-,22-,23+,24+/m0/s1
InChIKey HHJTWTPUPVQKNA-PIIMIWFASA-N
SMILES CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing psychosine (CHEBI:16874) has functional parent sphing-4-enine (CHEBI:26743)
psychosine (CHEBI:16874) has functional parent sphingosine (CHEBI:16393)
psychosine (CHEBI:16874) has role human metabolite (CHEBI:77746)
psychosine (CHEBI:16874) is a glycosylsphingoid (CHEBI:36527)
psychosine (CHEBI:16874) is conjugate base of psychosine(1+) (CHEBI:57934)
Incoming psychosine sulfate (CHEBI:17507) has functional parent psychosine (CHEBI:16874)
psychosine(1+) (CHEBI:57934) is conjugate acid of psychosine (CHEBI:16874)
IUPAC Name
(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-en-1-yl β-D-galactopyranoside
Synonyms Sources
(2S,3R,4E)-2-amino-1-(β-D-galactopyranosyloxy)-3-hydroxyoctadec-4-ene ChEBI
1-β-D-galactosphingosine ChEBI
1-β-D-galactosylsphingosine ChEBI
1-O-β-D-galactopyranosylsphingosine ChEBI
1-O-β-D-galactosylsphingosine ChEBI
β-psychosine ChEBI
Galactosylsphingosine KEGG COMPOUND
O-galactosylsphingosine ChEBI
O-Galactosylsphingosine KEGG COMPOUND
Psychosine KEGG COMPOUND
sphingosine galactoside ChemIDplus
Manual Xrefs Databases
C01747 KEGG COMPOUND
HMDB0000648 HMDB
LMSP07000001 LIPID MAPS
Psychosine Wikipedia
PSYCHOSINE MetaCyc
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Registry Numbers Types Sources
2238-90-6 CAS Registry Number KEGG COMPOUND
2238-90-6 CAS Registry Number ChemIDplus
52571 Reaxys Registry Number Reaxys
52571 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
20209561 PubMed citation Europe PMC
21259322 PubMed citation Europe PMC
29351991 PubMed citation Europe PMC
7542630 PubMed citation Europe PMC
Last Modified
26 February 2018