a sphingomyelin
362,296 routes · scope human · up to 3 steps · built 5 October 2026 · Reactions · API
427 compounds within 3 steps: 8 in 1, 81 in 2, 338 in 3
Three steps
- 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine = 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin
- 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + 2 H2O = sn-glycerol 3-phosphocholine + 2 hexadecanoate + 2 H(+)
- sn-glycerol 3-phosphocholine + H2O = sn-glycerol 3-phosphate + choline + H(+)
- ceramide cholinephosphotransferase (CDP-choline)
- acyl-CoA:sphingosine N-acyltransferase
- an acyl-CoA + glycine = an N-acylglycine + CoA + H(+)
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 3 moreendoplasmic reticulum, Golgi apparatus
- ceramide cholinephosphotransferase (CDP-choline)
- acyl-CoA:sphingosine N-acyltransferase
- a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + CoA
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 moreendoplasmic reticulum, Golgi apparatusOne of 5 routes
- ceramide cholinephosphotransferase (CDP-choline)
- acyl-CoA:sphingosine N-acyltransferase
- sn-glycerol 3-phosphate + an acyl-CoA = a 1-acyl-sn-glycero-3-phosphate + CoA
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 4 moreendoplasmic reticulum, Golgi apparatusOne of 3 routes
- an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
- a 1,2-diacyl-sn-glycero-3-phosphocholine + H2O = a 1-acyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
- a 1-acyl-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = a 1-acyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine + CoA
- an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
- a 1,2-diacyl-sn-glycero-3-phosphocholine + H2O = a 1,2-diacyl-sn-glycero-3-phosphate + choline + H(+)
- a 1,2-diacyl-sn-glycero-3-phosphate + CTP + H(+) = a CDP-1,2-diacyl-sn-glycerol + diphosphate
Catalysed by SGMS1, SGMS2, PLD2, PLD1 and 4 moreOne of 2 routes
- ceramide cholinephosphotransferase (CDP-choline)
- a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + an N-acylsphing-4-enine
- a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(in) + cholesterol(out)
Catalysed by GBA1, GBA2, OSBP2, OSBPL2endoplasmic reticulum, inner side of the membrane, outer side of the membraneOne of 3 routes
- an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
- a 1,2-diacyl-sn-glycero-3-phosphocholine + H2O = a 1-acyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
- (9Z,12Z)-octadecadienoyl-CoA + a 1-acyl-sn-glycero-3-phosphocholine = 1-acyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine + CoA
- ceramide cholinephosphotransferase (CDP-choline)
- acyl-CoA:sphingosine N-acyltransferase
- sphing-4-enine + ATP = sphing-4-enine 1-phosphate + ADP + H(+)
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 moreendoplasmic reticulum, Golgi apparatus
No catalyst recordedcytosol, extracellular space
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 3 morecytosol, extracellular space, endoplasmic reticulumOne of 2 routes
- ceramide cholinephosphotransferase (CDP-choline)
- acyl-CoA:sphingosine N-acyltransferase
- acyl-CoA pool formation and breakdown
Catalysed by ASAH1, ACER2, ACER1, ASAH2endoplasmic reticulum, Golgi apparatus, cytosolOne of 6 routes
- ceramide cholinephosphotransferase (CDP-choline)
- acyl-CoA:sphingosine N-acyltransferase
- acyl-CoA pool formation and breakdown
Catalysed by ASAH1, ACER2, ACER1, ASAH2endoplasmic reticulum, Golgi apparatus, cytosolOne of 3 routes
Catalysed by CYP4F8cytosol, extracellular space, endoplasmic reticulumOne of 2 routes
- an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
- a 1,2-diacyl-sn-glycero-3-phosphocholine + L-serine = a 1,2-diacyl-sn-glycero-3-phospho-L-serine + choline
- a 1,2-diacyl-sn-glycero-3-phospho-L-serine + N-(acetyl)-sphing-4-enine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 1-acyl-sn-glycero-3-phospho-L-serine
- ceramide cholinephosphotransferase (CDP-choline)
- acyl-CoA:sphingosine N-acyltransferase
- 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine + sphing-4-enine = 1-O-hexadecyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine + H(+)
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 1 moreendoplasmic reticulum, Golgi apparatus
- ceramide cholinephosphotransferase (CDP-choline)
- acyl-CoA:sphingosine N-acyltransferase
- a 1-acyl-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 4 moreendoplasmic reticulum, Golgi apparatusOne of 4 routes
- ceramide cholinephosphotransferase (CDP-choline)
- acyl-CoA:sphingosine N-acyltransferase
- an acyl-CoA + a 1,2-diacyl-sn-glycerol = a triacyl-sn-glycerol + CoA
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 6 moreendoplasmic reticulum, Golgi apparatusOne of 2 routes
- an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
- a 1,2-diacyl-sn-glycero-3-phosphocholine + H2O = a 1-acyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
- a 1-acyl-sn-glycero-3-phosphocholine + H2O = a 1-acyl-sn-glycerol + phosphocholine + H(+)
- ceramide cholinephosphotransferase (CDP-choline)
- acyl-CoA:sphingosine N-acyltransferase
- 1-acyl-sn-glycero-3-phospho-(1'-sn-glycerol) + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol) + CoA
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 3 moreendoplasmic reticulum, Golgi apparatusOne of 4 routes
- an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
- a 1,2-diacyl-sn-glycero-3-phosphocholine + H2O = a 1-acyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
- 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol + a 1,2-diacyl-sn-glycero-3-phosphocholine = a cardiolipin + a 1-acyl-sn-glycero-3-phosphocholine
Catalysed by SGMS1, SGMS2, PLA2G10, PLA2G6 and 29 moreOne of 3 routes
- ceramide cholinephosphotransferase (CDP-choline)
- acyl-CoA:sphingosine N-acyltransferase
- acyl-CoA pool formation and breakdown
Catalysed by ASAH1, ACER2, ACER1, ASAH2endoplasmic reticulum, Golgi apparatus, cytosolOne of 4 routes
- 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine = 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin
- 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + H2O = 1-hexadecanoyl-sn-glycero-3-phosphocholine + hexadecanoate + H(+)
- a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) + 1-hexadecanoyl-sn-glycero-3-phosphocholine = a 1-acyl-2-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + sn-glycerol 3-phosphocholine
- an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
- a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
- a 2-acyl-sn-glycero-3-phosphocholine + H2O = a 2-acyl-sn-glycerol 3-phosphate + choline + H(+)
- ceramide cholinephosphotransferase (CDP-choline)
- acyl-CoA:sphingosine N-acyltransferase
- acyl-CoA pool formation and breakdown
Catalysed by ASAH1, ACER2, ACER1, ASAH2endoplasmic reticulum, Golgi apparatus, cytosolOne of 7 routes
- ceramide cholinephosphotransferase (CDP-choline)
- acyl-CoA:sphingosine N-acyltransferase
- acyl-CoA pool formation and breakdown
Catalysed by ASAH1, ACER2, ACER1, ASAH2endoplasmic reticulum, Golgi apparatus, cytosolOne of 5 routes
- ceramide cholinephosphotransferase (CDP-choline)
- ceramide:phosphatidylcholine cholinephosphotransferase
- N-hexadecanoyl-(4R)-hydroxysphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine = N-hexadecanoyl-(4R)-hydroxysphinganine-phosphocholine + a 1,2-diacyl-sn-glycerol
Catalysed by SGMS1, SGMS2endoplasmic reticulum, Golgi apparatusOne of 2 routes
- an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
- a 1,2-diacyl-sn-glycero-3-phosphocholine + L-serine = a 1,2-diacyl-sn-glycero-3-phospho-L-serine + choline
- a 1,2-diacyl-sn-glycero-3-phospho-L-serine + H2O = a 2-acyl-sn-glycero-3-phospho-L-serine + a fatty acid + H(+)
Catalysed by SGMS1, SGMS2, PTDSS1, PLA1A and 2 moreOne of 2 routes
- ceramide cholinephosphotransferase (CDP-choline)
- ceramide:phosphatidylcholine cholinephosphotransferase
- N-hexadecanoylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine = N-hexadecanoyl-sphinganine-1-phosphocholine + a 1,2-diacyl-sn-glycerol
Catalysed by SGMS1, SGMS2endoplasmic reticulum, Golgi apparatusOne of 2 routes
- ceramide cholinephosphotransferase (CDP-choline)
- a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + an N-acylsphing-4-enine
- 2 reduced [adrenodoxin] + cholesterol + O2 + 2 H(+) = (22R)-hydroxycholesterol + 2 oxidized [adrenodoxin] + H2O
Catalysed by GBA1, GBA2, CYP11A1endoplasmic reticulumOne of 2 routes
- ceramide cholinephosphotransferase (CDP-choline)
- CDP-choline:1-alkyl-2-acetylglycerol cholinephosphotransferase
- a 1-organyl-2-lyso-sn-glycero-3-phospholipid + a 1-O-alkyl-2-acetyl-sn-glycero-3-phosphocholine = a 1-organyl-2-acetyl-sn-glycero-3-phospholipid + a 1-O-alkyl-sn-glycero-3-phosphocholine
Catalysed by CHPT1, CEPT1, PAFAH2endoplasmic reticulum, cytosol
Catalysed by ACSL1cytosol, extracellular space
- 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine = 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin
- 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine = hexadecanoyl-sn-glycero-3-phosphocholine + N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + H(+)
- N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + H2O = N-hexadecanoylethanolamine + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate + H(+)
- ceramide cholinephosphotransferase (CDP-choline)
- acyl-CoA:sphingosine N-acyltransferase
- acyl-CoA pool formation and breakdown
Catalysed by ASAH1, ACER2, ACER1, ASAH2endoplasmic reticulum, Golgi apparatus, cytosol
- 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine = 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin
- 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + H2O = 1-hexadecanoyl-sn-glycero-3-phosphocholine + hexadecanoate + H(+)
- 1-O-hexadecyl-sn-glycero-3-phosphocholine + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-O-hexadecyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + sn-glycerol 3-phosphocholine
- SM pool hydrolysis
- (10Z)-heptadecenoic acid formation
- 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + H2O = sn-glycero-3-phospho-(1'-sn-glycerol) + (9Z)-octadecenoate + H(+)
Catalysed by ABHD12cytosol, extracellular space
- SM pool hydrolysis
- (10Z)-heptadecenoic acid formation
- 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + H2O = 1-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + (9Z)-octadecenoate + H(+)
Catalysed by ABHD16Acytosol, extracellular space
- ceramide cholinephosphotransferase (CDP-choline)
- acyl-CoA:sphingosine N-acyltransferase
- N-dodecanoylsphing-4-enine + H2O = dodecanoate + sphing-4-enine
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 1 moreendoplasmic reticulum, Golgi apparatusOne of 4 routes
- ceramide cholinephosphotransferase (CDP-choline)
- acyl-CoA:sphingosine N-acyltransferase
- N-tetradecanoylsphing-4-enine + H2O = sphing-4-enine + tetradecanoate
Catalysed by ASAH1, ACER2, ACER1, ASAH2endoplasmic reticulum, Golgi apparatusOne of 2 routes
- ceramide cholinephosphotransferase (CDP-choline)
- acyl-CoA:sphingosine N-acyltransferase
- sphing-4-enine + hexadecanoyl-CoA = N-hexadecanoylsphing-4-enine + CoA + H(+)
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 4 moreendoplasmic reticulum, Golgi apparatusOne of 4 routes
- ceramide cholinephosphotransferase (CDP-choline)
- acyl-CoA:sphingosine N-acyltransferase
- sphing-4-enine + octadecanoyl-CoA = N-octadecanoylsphing-4-enine + CoA + H(+)
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 4 moreendoplasmic reticulum, Golgi apparatusOne of 4 routes
- ceramide cholinephosphotransferase (CDP-choline)
- acyl-CoA:sphingosine N-acyltransferase
- eicosanoyl-CoA + sphing-4-enine = N-eicosanoyl-sphing-4-enine + CoA + H(+)
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 moreendoplasmic reticulum, Golgi apparatus
- ceramide cholinephosphotransferase (CDP-choline)
- acyl-CoA:sphingosine N-acyltransferase
- tetracosanoyl-CoA + sphing-4-enine = N-tetracosanoyl-sphing-4-enine + CoA + H(+)
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 1 moreendoplasmic reticulum, Golgi apparatus
- 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine = 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin
- 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + H2O = 1-hexadecanoyl-sn-glycero-3-phosphocholine + hexadecanoate + H(+)
- octadecanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine + CoA
- a sphingomyelin + H2O = phosphocholine + an N-acylsphing-4-enine + H(+)
- phosphocholine + CTP + H(+) = CDP-choline + diphosphate
- 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol + CDP-choline = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CMP + H(+)
Catalysed by SMPD2, SMPD1, ENPP7, SMPD4 and 5 moreOne of 3 routes
- 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine = 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin
- 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + H2O = 1-hexadecanoyl-sn-glycero-3-phosphocholine + hexadecanoate + H(+)
- (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
Catalysed by SGMS2, PLA2G10, PLA2G6, PLA2G1B and 13 moreOne of 2 routes
- 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine = 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin
- 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + H2O = 1-hexadecanoyl-sn-glycero-3-phosphocholine + hexadecanoate + H(+)
- 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + sn-glycerol 3-phosphocholine