Compound

heptadecasphing-4-enine

A cationic sphingoid that is the conjugate acid of C17 sphingosine, obtained by protonation of the primary amino function; major species at pH 7.3.

Definition from ChEBI (CHEBI:74166), read 2026-09-23. CC BY 4.0.

CHEBI:74166ChEBI

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Structure

2D depiction · 3D model shown

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A generated conformer of heptadecasphing-4-enine — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound, cation
Formula: C17H36NO2
Mass: 286.48 g/mol
Charge: +1
InChIKey: RBEJCQPPFCKTRZ-LHMZYYNSSA-O
SMILES: CCCCCCCCCCCC/C=C/[C@@H](O)[C@@H]([NH3+])CO
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

2 entities

2 entities reached.

0 reported hops2 assembled from the scaffold

What the reference databases state

Chemical structure

N-octadecanoyl-heptadecasphing-4-enine has the functional parent heptadecasphing-4-enineCompoundChEBI CHEBI:172405Inferred only
N-tetracosanoyl-heptadecasphing-4-enine has the functional parent heptadecasphing-4-enineCompoundChEBI CHEBI:74167Inferred only

Statements

2 statements

2 statements · 1 reference database · Subject: heptadecasphing-4-enine · Sources: Rhea

Order

heptadecasphing-4-enine is a substrate of CERS1ProteinRhea RHEA:67596Inferred only
heptadecasphing-4-enine is a substrate of CERS2ProteinRhea RHEA:36739Inferred only

Reactions

4 reactions

heptadecasphing-4-enine+tetracosanoyl-CoAN-tetracosanoyl-heptadecasphing-4-enine+coenzyme A(4-)+hydron
Catalysed by CERS2
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:36739CC BY 4.0Reference data
tetracosenoyl-CoA+heptadecasphing-4-enineCHEBI:74185+coenzyme A(4-)+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:36743CC BY 4.0Reference data
heptadecasphing-4-enine+a fatty acyl-CoACHEBI:84445+coenzyme A(4-)+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:44424CC BY 4.0Reference data
heptadecasphing-4-enine+octadecanoyl-CoAN-octadecanoyl-heptadecasphing-4-enine+coenzyme A(4-)+hydron
Catalysed by CERS1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:67596CC BY 4.0Reference data

Other names

1 name

Resolves to: heptadecasphing-4-enine

Systematic name: (2S,3R,4E)-1,3-dihydroxyheptadec-4-en-2-aminium