Compound
an N-acyl-(4R)-4-hydroxysphinganine
A ceramide that is phytosphingosine having a fatty acyl group attached to the nitrogen.
Definition from ChEBI (CHEBI:31998), read 2026-09-23. CC BY 4.0.
Structure
- Class
- Organic compound
- Formula
- C19H38NO4R
- Mass
- 344.51 g/mol
- Charge
- 0
- SMILES
- *C(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC
- Look it up
- ChEBI
Identity from ChEBI. Not evidence.
What it touches on the way
Mechanistic reach
9 entities
9 entities reached.
0 reported hops9 assembled from the scaffold
- CERT1ProteinUNIPROT:Q9Y5P4transported byInferred only47 paths47 endpoints
- ASAH1ProteinUNIPROT:Q13510substrate ofInferred only26 paths26 endpoints
- SGMS2ProteinUNIPROT:Q8NHU3substrate ofInferred only20 paths10 endpoints
- SGMS1ProteinUNIPROT:Q86VZ5substrate ofInferred only10 paths10 endpoints
- ACER3ProteinUNIPROT:Q9NUN7substrate ofInferred only8 paths4 endpoints
- ASAH2ProteinUNIPROT:Q9NR71substrate ofInferred only7 paths7 endpoints
- ACER1ProteinUNIPROT:Q8TDN7substrate ofInferred only5 paths5 endpoints
- ACER2ProteinUNIPROT:Q5QJU3substrate ofInferred only4 paths4 endpoints
- SAMD8ProteinUNIPROT:Q96LT4substrate ofInferred only4 paths4 endpoints
What the reference databases state
Chemical structure
- an N-acyl-(4R)-4-hydroxysphinganine-1-phosphoethanolamine has the functional parent an N-acyl-(4R)-4-hydroxysphinganineCompoundChEBI CHEBI:78657Inferred only
Statements
12 statements
12 statements · 2 reference databases · Subject: an N-acyl-(4R)-4-hydroxysphinganine · Sources: Human-GEM, Rhea
- an N-acylsphinganine is converted to an N-acyl-(4R)-4-hydroxysphinganineCompoundHuman-GEM MAR00715Inferred only
- an N-acyl-(4R)-4-hydroxysphinganine is a substrate of ACER1ProteinHuman-GEM MAR00716Inferred only
- an N-acyl-(4R)-4-hydroxysphinganine is a substrate of ACER2ProteinHuman-GEM MAR00716Inferred only
- an N-acyl-(4R)-4-hydroxysphinganine is a substrate of ACER3ProteinHuman-GEM MAR00716Inferred only
- an N-acyl-(4R)-4-hydroxysphinganine is a substrate of ACER3ProteinRhea RHEA:33555Inferred only
- an N-acyl-(4R)-4-hydroxysphinganine is a substrate of ASAH1ProteinHuman-GEM MAR00716Inferred only
- an N-acyl-(4R)-4-hydroxysphinganine is a substrate of ASAH2ProteinHuman-GEM MAR00716Inferred only
- an N-acyl-(4R)-4-hydroxysphinganine is a substrate of SAMD8ProteinRhea RHEA:42148Inferred only
- an N-acyl-(4R)-4-hydroxysphinganine is a substrate of SGMS1ProteinRhea RHEA:42152Inferred only
- an N-acyl-(4R)-4-hydroxysphinganine is a substrate of SGMS2ProteinRhea RHEA:42148Inferred only
- an N-acyl-(4R)-4-hydroxysphinganine is a substrate of SGMS2ProteinRhea RHEA:42152Inferred only
- an N-acyl-(4R)-4-hydroxysphinganine is transported by CERT1ProteinRhea RHEA:86019Inferred only
Reactions
16 reactions
an N-acylsphinganine+proton+NADPH(4-)+dioxygenwater+NADP(3-)+an N-acyl-(4R)-4-hydroxysphinganine
Reaction pageLeft to rightBalance undeterminableEC 1.14.-.-cytosol
Human-GEM MAR00715CC BY 4.0Reference data
water+an N-acyl-(4R)-4-hydroxysphinganine(4R)-hydroxysphinganine+fatty acid
Catalysed by ACER3 or ASAH1 or ACER1 or ACER2 or ASAH2
Reaction pageLeft to rightBalance undeterminableEC 3.5.1.23cytosol
Human-GEM MAR00716CC BY 4.0Reference data
an N-acyl-(4R)-4-hydroxysphinganine+AH2+dioxygenCHEBI:50934+A+2water
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:25828CC BY 4.0Reference data
an N-acyl-(4R)-4-hydroxysphinganine+a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol)CHEBI:64940+a 1,2-diacyl-sn-glycerol
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:33471CC BY 4.0Reference data
an N-acyl-(4R)-4-hydroxysphinganine+water(4R)-hydroxysphinganine+a fatty acid
Catalysed by ACER3
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:33555CC BY 4.0Reference data
(4R)-hydroxysphinganine+a fatty acyl-CoAan N-acyl-(4R)-4-hydroxysphinganine+coenzyme A(4-)+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:35651CC BY 4.0Reference data
an N-acyl-(4R)-4-hydroxysphinganine+a 1,2-diacyl-sn-glycero-3-phosphoethanolaminean N-acyl-(4R)-4-hydroxysphinganine-1-phosphoethanolamine+a 1,2-diacyl-sn-glycerol
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:42148CC BY 4.0Reference data
an N-acyl-(4R)-4-hydroxysphinganine+a 1,2-diacyl-sn-glycero-3-phosphocholinean N-acyl-(4R)-4-hydroxysphinganine-phosphocholine+a 1,2-diacyl-sn-glycerol
Reaction pageReversibleBalance undeterminable
Rhea RHEA:42152CC BY 4.0Reference data
an N-acyl-(4R)-4-hydroxysphinganine+2Fe(II)-[cytochrome b5]+dioxygen+2hydronCHEBI:50934+2Fe(III)-[cytochrome b5]+2water
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:46268CC BY 4.0Reference data
an N-acyl-(4R)-4-hydroxysphinganine+2Fe(II)-[cytochrome b5]+dioxygen+2hydronCHEBI:85951+2Fe(III)-[cytochrome b5]+2water
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:46272CC BY 4.0Reference data
an N-acylsphinganine+2Fe(II)-[cytochrome b5]+dioxygen+2hydronan N-acyl-(4R)-4-hydroxysphinganine+2Fe(III)-[cytochrome b5]+water
Catalysed by DEGS2
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:46364CC BY 4.0Reference data
CHEBI:64940+water1D-myo-inositol 1-phosphate+an N-acyl-(4R)-4-hydroxysphinganine+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:55688CC BY 4.0Reference data
On the label
Labelled products
29 products
Source: NIH DSLD · Ingredient: an N-acyl-(4R)-4-hydroxysphinganine · 29 products · Declared amount per serving: 3–700 mg (23 products)
23 labels state an amount6 do not
- Absorb HealthNo Wheat Phytoceramides 350 mgPhytoceramides Note: providing350 mgper 1 Capsule(s)DSLD:216056
- Approved SciencePhytoceramides MDWheat350 mgper 1 Capsule(s)DSLD:319806
- Biotech NutritionsPhyto Ceramides40 mgper 1 Capsule(s)DSLD:244007
- Body KitchenPeptide Fortified Hair Skin Nails15 mgper 2 Capsule(s)DSLD:241140
- BRI NutritionPhytoceramides350 mgper 1 Vegetarian Capsule(s)DSLD:219130
- CodeageBeauty Tonic30 mgper 3 Capsule(s)DSLD:333460
- CodeageClearface Vitamins+Rice Extract35 mgper 3 Capsule(s)DSLD:333469
- CodeageSkin Probiotic 50 Billion CFU30 mgper 2 Capsule(s)DSLD:335406
- Fresh HealthcarePhyto Ceramides 350 mg360 mgper 2 Capsule(s)DSLD:275734
- Health LogicsGlowing Greens! Natural Berry Blast Flavorextractamount not statedper 14.23 Gram(s)DSLD:306019
- Healthy Choice NaturalsPhytoceramides ComplexWheat extract · Phytoceramides (Form: from Wheat extract)amount not statedper 1 Liquid Capsule(s)DSLD:72128
- Herbal NutritionPhytoceramidesProviding40 mgper 1 Veggie Capsule(s)DSLD:317385
Show the remaining 17
- Higher Nature Aeterna MenSkin Complex3 mgper 2 Capsule(s)DSLD:245964
- NasaBe'AhavaPhytoceramides 700 mg700 mgper 2 Capsule(s)DSLD:322011
- NusaPurePhytoceramide Complex 700 mgamount not statedper 2 Veg Capsule(s)DSLD:307380
- PhytAge LabsPhytAge Plus40 mgper 1 Veggie Capsule(s)DSLD:276436
- PlantFusionCollagen Builder Rich ChocolateCeramosides Triticum vulgare seed extract · PhytoCeramides (Form: from Ceramosides Triticum vulgare seed extract (Form: providing minimum 50% Glycoceramides Note: 15 mg, and minimum 40% Digalactosyl Diglycerides Note: 12 mg) PlantPart: seed Genus: Triticum Species: vulgare)30 mgper 2 Scoop(s)DSLD:230117
- PlantFusionComplete Plant Collagen Builder Creamy Vanilla BeanCeramosides Triticum vulgare seed extract · PhytoCeramides (Form: from Ceramosides Triticum vulgare seed extract (Form: providing minimum 50% Glycoceramides Note: 15 mg, and minimum 40% Digalactosyl Diglycerides Note: 12 mg) PlantPart: seed Genus: Triticum Species: vulgare)30 mgper 2 Scoop(s)DSLD:230120
- PlantFusionComplete Plant Collagen Builder Natural - No SteviaCeramosides Triticum vulgare seed extract30 mgper 25 Gram(s)DSLD:261993
- Premium CertifiedPhytoceramidesWheat350 mgper 1 Capsule(s)DSLD:308065
- Rise-N-ShineBeauty VitaminsWheat extractamount not statedper 1 Liquid Capsule(s)DSLD:313436
- Rise-N-ShineVitamin FacialWheat extractamount not statedper 1 Liquid Capsule(s)DSLD:297101
- SR Sports ResearchPhytoceramides 350 mgWheat Oil Extract · Non-GMO Wheat350 mgper 1 Liquid Softgel(s)DSLD:268631
- SR Sports ResearchPhytoceramides 350 mgWheat Oil Extract · non-GMO wheat350 mgper 1 Liquid Softgel(s)DSLD:299955
- SwansonPhytoCERAMIDESCeramosides Triticum vulgare (wheat) seed extract · PhytoCeramides (Form: from Ceramosides Triticum vulgare (wheat) seed extract (Form: providing minimum 50% Glycoceramides, and minimum 40% Digalactosyl Diglycerides (Alt. Name: DGDG)) PlantPart: seed Genus: Tricticum Species: vulgare)30 mgper 1 Veggie Capsule(s)DSLD:191025
- The Vitamin ShoppePhytoceramides From Lipowheatamount not statedper 1 Liquid Capsule(s)DSLD:55822
- TN Trusted NutrientsPhytoceramides350 mgper 1 Veggie Capsule(s)DSLD:70392
- Totally ProductsSkin Restore Phytoceramides350 mgper 1 Capsule(s)DSLD:294186
- youtheorySkinRice Extract40 mgper 6 Tablet(s)DSLD:253066
Label record: NIH Office of Dietary Supplements · CC0
Where it reaches
8 systems, 19 regions, 42 tissues, 42 transporter routes — routes, not measurements: transporters known to carry an N-acyl-(4R)-4-hydroxysphinganine are expressed there, and no source reports it arriving.
Loading the model…
Other names
8 names
Resolves to: an N-acyl-(4R)-4-hydroxysphinganine
- Also called
- Cer(t18:0)Ceramide (t18:0)Ceramide IIN-Acyl-4-hydroxysphinganineN-acylphytosphingosinesPhytoceramidephytoceramides
- Systematic name
- N-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]alkanamide