Compound

N-(9Z-octadecenoyl)-sphing-4-enine

A N-acylsphingosine in which the ceramide N-acyl group is specified as oleoyl.

Definition from ChEBI (CHEBI:77996), read 2026-09-23. CC BY 4.0.

CHEBI:77996ChEBI

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Structure

2D depiction

Class: Organic compound
Formula: C36H69NO3
Mass: 563.952 g/mol
Charge: 0
InChIKey: OBFSLMQLPNKVRW-RHPAUOISSA-N
SMILES: CCCCCCCC/C=CCCCCCCCC(=O)N[C@@H](CO)[C@H](O)/C=C/CCCCCCCCCCCCC
Look it up: ChEBI By InChIKey

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

8 entities

8 entities reached.

0 reported hops8 assembled from the scaffold

What the reference databases state

Chemical structure

beta-D-xylosyl-(1<->1')-N-(9Z-octadecenoyl)-sphing-4-enine has the functional parent N-(9Z-octadecenoyl)-sphing-4-enineCompoundChEBI CHEBI:189081Inferred only

Statements

10 statements

10 statements · 2 reference databases · Subject: N-(9Z-octadecenoyl)-sphing-4-enine · Sources: Human-GEM, Rhea

Order

N-(9Z-octadecenoyl)-sphing-4-enine is a substrate of ACER1ProteinRhea RHEA:41299Inferred only
N-(9Z-octadecenoyl)-sphing-4-enine is a substrate of ACER2ProteinRhea RHEA:41299Inferred only
N-(9Z-octadecenoyl)-sphing-4-enine is a substrate of ACER3ProteinRhea RHEA:41299Inferred only
N-(9Z-octadecenoyl)-sphing-4-enine is a substrate of ACER3ProteinHuman-GEM MAR20084Inferred only
N-(9Z-octadecenoyl)-sphing-4-enine is a substrate of ACER3ProteinHuman-GEM MAR20083Inferred only
N-(9Z-octadecenoyl)-sphing-4-enine is a substrate of ASAH1ProteinRhea RHEA:41299Inferred only
N-(9Z-octadecenoyl)-sphing-4-enine is a substrate of ASAH2ProteinRhea RHEA:41299Inferred only
N-(9Z-octadecenoyl)-sphing-4-enine is a substrate of GBA1ProteinRhea RHEA:58324Inferred only
N-(9Z-octadecenoyl)-sphing-4-enine is a substrate of GBA2ProteinRhea RHEA:58324Inferred only
N-(9Z-octadecenoyl)-sphing-4-enine is a substrate of UGCGProteinRhea RHEA:70247Inferred only

Reactions

6 reactions

water+N-(9Z-octadecenoyl)-sphing-4-enine(9Z)-octadecenoate+sphing-4-enine
Catalysed by ACER3
Reaction pageLeft to rightBalancedEC 3.5.1.23endoplasmic reticulum
Human-GEM MAR20083CC BY 4.0Reference data
water+N-(9Z-octadecenoyl)-sphing-4-enineelaidic acid+sphing-4-enine
Catalysed by ACER3
Reaction pageLeft to rightBalancedEC 3.5.1.23Golgi apparatus
Human-GEM MAR20084CC BY 4.0Reference data
N-(9Z-octadecenoyl)-sphing-4-enine+watersphing-4-enine+(9Z)-octadecenoate
Catalysed by ASAH1 or ACER2 or ACER1 or ASAH2 or ACER3
Reaction pageReversibleBalanced
Rhea RHEA:41299CC BY 4.0Reference data
beta-D-glucosyl-N-(9Z-octadecenoyl)-sphing-4E-enine+cholesterolN-(9Z-octadecenoyl)-sphing-4-enine+cholesteryl 3-beta-D-glucoside
Catalysed by GBA1 or GBA2
Reaction pageReversibleBalanced
Rhea RHEA:58324CC BY 4.0Reference data
N-(9Z-octadecenoyl)-sphing-4-enine+UDP-alpha-D-xylosebeta-D-xylosyl-(1<->1')-N-(9Z-octadecenoyl)-sphing-4-enine+UDP+hydron
Catalysed by UGCG
Reaction pageLeft to rightBalanced
Rhea RHEA:70247CC BY 4.0Reference data
beta-D-xylosyl-(1<->1')-N-(9Z-octadecenoyl)-sphing-4-enine+cholesterolcholesteryl 3-beta-D-xyloside+N-(9Z-octadecenoyl)-sphing-4-enine
Catalysed by GBA1
Reaction pageLeft to rightBalanced
Rhea RHEA:70251CC BY 4.0Reference data

Other names

12 names

Resolves to: N-(9Z-octadecenoyl)-sphing-4-enine

Also called: C18:1 CerCer 36:2;O2Cer(d18:1(4E)/18:1(9Z))Cer(d18:1/18:1(9Z))Cer[NS]N-(9Z-octadecenoyl)-ceramideN-(oleoyl)-ceramideN-[(9Z)-octadecenoyl]sphing-4-enineN-[(9Z)-octadecenoyl]sphingosineN-oleoyl-sphingosineN-oleoylsphing-4-enine
Systematic name: (9Z)-N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]octadec-9-enamide