Compound

N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-(4R)-hydroxysphinganine

A phytoceramide in which the N-acyl group is specified as arachidonoyl.

Definition from ChEBI (CHEBI:85207), read 2026-09-23. CC BY 4.0.

CHEBI:85207ChEBI

Open in the graph

Structure

2D depiction

Class: Organic compound
Formula: C38H69NO4
Mass: 603.973 g/mol
Charge: 0
InChIKey: MYFWOINCQDEQRM-RGSGCEEESA-N
SMILES: CCCCC/C=CC/C=CC/C=CC/C=CCCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC
Look it up: ChEBI By InChIKey

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

1 entity

1 entities reached.

0 reported hops1 assembled from the scaffold

ACER3ProteinUNIPROT:Q9NUN7substrate ofInferred only12 paths4 endpoints

What the reference databases state

Chemical structure

N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-(4R)-hydroxysphinganine has the functional parent arachidonic acidCompoundChEBI CHEBI:85207Inferred only

Statements

3 statements

3 statements · 2 reference databases · Subject: N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-(4R)-hydroxysphinganine · Sources: Human-GEM, Rhea

Order

N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-(4R)-hydroxysphinganine is a substrate of ACER3ProteinRhea RHEA:45380Inferred only
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-(4R)-hydroxysphinganine is a substrate of ACER3ProteinHuman-GEM MAR20075Inferred only
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-(4R)-hydroxysphinganine is a substrate of ACER3ProteinHuman-GEM MAR20076Inferred only

Reactions

3 reactions

water+N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-(4R)-hydroxysphinganine(5Z,8Z,11Z,14Z)-eicosatetraenoate+(4R)-hydroxysphinganine
Catalysed by ACER3
Reaction pageLeft to rightBalancedEC 3.5.1.23GO:0005783
Human-GEM MAR20075CC BY 4.0Reference data
water+N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-(4R)-hydroxysphinganine(5Z,8Z,11Z,14Z)-eicosatetraenoate+(4R)-hydroxysphinganine
Catalysed by ACER3
Reaction pageLeft to rightBalancedEC 3.5.1.23GO:0005794
Human-GEM MAR20076CC BY 4.0Reference data
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-(4R)-hydroxysphinganine+water(4R)-hydroxysphinganine+(5Z,8Z,11Z,14Z)-eicosatetraenoate
Catalysed by ACER3
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:45380CC BY 4.0Reference data

Other names

7 names

Resolves to: N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-(4R)-hydroxysphinganine

Also called: Cer(t18:0/20:4(5Z,8Z,11Z,14Z))N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-4-hydroxysphinganineN-(5Z,8Z,11Z,14Z-eicosatetraenoyl)phytosphingosineN-(5Z,8Z,11Z,14Z-icosatetraenoyl)-4-hydroxysphinganineN-(5Z,8Z,11Z,14Z-icosatetraenoyl)phytosphingosineN-arachidonoyl-4-hydroxysphinganine
Systematic name: (5Z,8Z,11Z,14Z)-N-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]icosa-5,8,11,14-tetraenamide