CHEBI:16566 - sphinganine

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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
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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 Types Sources
17085324 PubMed citation Europe PMC
1817037 PubMed citation Europe PMC
7654391 PubMed citation Europe PMC
7819132 PubMed citation Europe PMC
Last Modified
26 January 2018