CHEBI:16566 - sphinganine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name sphinganine
ChEBI ID CHEBI:16566
Definition A 2-aminooctadecane-1,3-diol having (2S,3R)-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:15099, CHEBI:9221, CHEBI:26736, CHEBI:26737, CHEBI:549953
Supplier Information No supplier information found for this compound.
Download Molfile XML SDF
more structures >>
Formula C18H39NO2
Net Charge 0
Average Mass 301.50780
Monoisotopic Mass 301.29808
InChI InChI=1S/C18H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17-18,20-21H,2-16,19H2,1H3/t17-,18+/m0/s1
InChIKey OTKJDMGTUTTYMP-ZWKOTPCHSA-N
SMILES CCCCCCCCCCCCCCC[C@@H](O)[C@@H](N)CO
Metabolite of Species Details
Mus musculus (NCBI:txid10090) See: MetaboLights Study
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): EC 2.7.11.13 (protein kinase C) inhibitor
An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of protein kinase C (EC 2.7.11.13).
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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sphinganine (CHEBI:16566) has role EC 2.7.11.13 (protein kinase C) inhibitor (CHEBI:37700)
sphinganine (CHEBI:16566) has role human metabolite (CHEBI:77746)
sphinganine (CHEBI:16566) has role mouse metabolite (CHEBI:75771)
sphinganine (CHEBI:16566) is a 2-aminooctadecane-1,3-diol (CHEBI:46968)
sphinganine (CHEBI:16566) is conjugate base of sphinganine(1+) (CHEBI:57817)
Incoming β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1ʼ)-N-acylsphinganine (CHEBI:82926) has functional parent sphinganine (CHEBI:16566)
1-deoxymethylsphinganine (CHEBI:67187) has functional parent sphinganine (CHEBI:16566)
1-deoxysphinganine (CHEBI:67106) has functional parent sphinganine (CHEBI:16566)
3-dehydrosphinganine (CHEBI:17862) has functional parent sphinganine (CHEBI:16566)
N-(2-hydroxytetracosanoyl)sphinganine (CHEBI:52371) has functional parent sphinganine (CHEBI:16566)
N-acylsphinganine (CHEBI:31488) has functional parent sphinganine (CHEBI:16566)
N-acylsphinganine-1-phosphocholine (CHEBI:67090) has functional parent sphinganine (CHEBI:16566)
N-hexacosanoylsphinganine (CHEBI:52962) has functional parent sphinganine (CHEBI:16566)
D-glucosylsphinganine (CHEBI:27423) has functional parent sphinganine (CHEBI:16566)
hexosyl-(1↔1ʼ)-N-acylsphinganine (CHEBI:82918) has functional parent sphinganine (CHEBI:16566)
inositol phosphomannosylinositol-1-phosphodihydroceramide (CHEBI:139531) has functional parent sphinganine (CHEBI:16566)
phytosphingosine (CHEBI:46961) has functional parent sphinganine (CHEBI:16566)
sphinganine 1-phosphate (CHEBI:16893) has functional parent sphinganine (CHEBI:16566)
sphinganine-1-phosphocholine (CHEBI:132478) has functional parent sphinganine (CHEBI:16566)
sphinganine-based sphingolipid (CHEBI:82829) has functional parent sphinganine (CHEBI:16566)
sphinganine(1+) (CHEBI:57817) is conjugate acid of sphinganine (CHEBI:16566)
IUPAC Name
sphinganine
Synonyms Sources
(2S,3R)-2-amino-1,3-octadecanediol ChemIDplus
(2S,3R)-2-aminooctadecane-1,3-diol JCBN
(R-(R*,S*))-2-aminooctadecane-1,3-diol ChemIDplus
2-Amino-1,3-dihydroxyoctadecane KEGG COMPOUND
C18-dihydrosphingosine ChemIDplus
C18-sphinganine ChEBI
D-erythro-1,3-dihydroxy-2-aminooctadecane ChemIDplus
D-erythro-2-amino-1,3-octadecanediol ChemIDplus
D-erythro-C18-dihydrosphingosine ChemIDplus
d18:0 ChEBI
Dihydrosphingosine KEGG COMPOUND
octadecasphinganine ChemIDplus
Safingol ChemIDplus
Sphinganine KEGG COMPOUND
Manual Xrefs Databases
C00007540 KNApSAcK
C00836 KEGG COMPOUND
CPD-13612 MetaCyc
HMDB0000269 HMDB
LMSP01020001 LIPID MAPS
View more database links
Registry Numbers Types Sources
1724230 Reaxys Registry Number Reaxys
764-22-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations
Last Modified
26 January 2018