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

Two steps

sphing-4-enineReach from here →
1. ceramide cholinephosphotransferase (CDP-choline)
2. acyl-CoA:sphingosine N-acyltransferase
Catalysed by ASAH1, ACER2, ACER1, ASAH2endoplasmic reticulum, Golgi apparatusOne of 4 routes
a 2-acyl-sn-glycero-3-phosphocholineReach from here →
1. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
2. a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
Catalysed by SGMS1, SGMS2, LPGAT1One of 12 routes
a 1-acyl-sn-glycero-3-phosphocholineReach from here →
1. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
2. a 1,2-diacyl-sn-glycero-3-phosphocholine + H2O = a 1-acyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
Catalysed by SGMS1, SGMS2, PLA2G10, PLA2G6 and 28 moreOne of 12 routes
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)Reach from here →
1. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
2. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + a 1,2-diacyl-sn-glycero-3-phosphocholine(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + a 1,2-diacyl-sn-glycero-3-phosphocholine(out)
Catalysed by SGMS1, SGMS2, OSBPL3inner side of the membrane, outer side of the membraneOne of 2 routes
an acyl-CoAReach from here →
1. ceramide cholinephosphotransferase (CDP-choline)
2. acyl-CoA:sphingosine N-acyltransferase
Catalysed by ASAH1, ACER2, ACER1, ASAH2endoplasmic reticulum, Golgi apparatusOne of 3 routes
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoateReach from here →
1. SM pool hydrolysis
2. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
a 1,2-diacyl-sn-glycero-3-phosphateReach from here →
1. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
2. a 1,2-diacyl-sn-glycero-3-phosphocholine + H2O = a 1,2-diacyl-sn-glycero-3-phosphate + choline + H(+)
Catalysed by SGMS1, SGMS2, PLD2, PLD1 and 1 more
CDP-cholineReach from here →
1. a sphingomyelin + H2O = phosphocholine + an N-acylsphing-4-enine + H(+)
2. phosphocholine + CTP + H(+) = CDP-choline + diphosphate
Catalysed by SMPD2, SMPD1, ENPP7, SMPD4 and 3 moreOne of 2 routes
a cardiolipinReach from here →
1. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
2. 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, TAFAZZIN
an N-acyl-1,2-diacyl-sn-glycero-3-phosphoethanolamineReach from here →
1. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
2. a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + a 1,2-diacyl-sn-glycero-3-phosphocholine = an N-acyl-1,2-diacyl-sn-glycero-3-phosphoethanolamine + a 2-acyl-sn-glycero-3-phosphocholine + H(+)
Catalysed by SGMS1, SGMS2, PLA2G4E, PLAAT5 and 1 moreOne of 2 routes
an all-trans-retinyl esterReach from here →
1. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
2. all-trans-retinol--[retinol-binding protein] + a 1,2-diacyl-sn-glycero-3-phosphocholine = apo--[retinol-binding protein] + an all-trans-retinyl ester + a 2-acyl-sn-glycero-3-phosphocholine
Catalysed by SGMS1, SGMS2, LRAT
hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
1. 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine = 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin
2. 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(+)
Catalysed by SGMS2, PLAAT3, PLAAT1One of 2 routes
an N-acylsphinganine-1-phosphocholineReach from here →
1. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
2. an N-acylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine = an N-acylsphinganine-1-phosphocholine + a 1,2-diacyl-sn-glycerol
Catalysed by SGMS1, SGMS2
(8Z,11Z,14Z)-eicosatrienoateReach from here →
1. SM pool hydrolysis
2. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
1,2-dihexadecanoyl-sn-glycero-3-phosphateReach from here →
1. 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine = 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin
2. 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + H2O = 1,2-dihexadecanoyl-sn-glycero-3-phosphate + choline + H(+)
Catalysed by SGMS2, PLD2, PLD1
1-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
1. 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine = 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin
2. 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + H2O = 1-hexadecanoyl-sn-glycero-3-phosphocholine + hexadecanoate + H(+)
Catalysed by SGMS2, PLA2G10, PLA2G6, PLA2G1B and 11 moreOne of 3 routes
1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholineReach from here →
1. 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine = 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin
2. 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by SGMS2, TAFAZZIN
an N-acylsphing-4-enine 1-phosphoethanolamineReach from here →
1. ceramide cholinephosphotransferase (CDP-choline)
2. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = an N-acylsphing-4-enine 1-phosphoethanolamine + a 1,2-diacyl-sn-glycerol
Catalysed by SGMS1, SGMS2, SAMD8endoplasmic reticulum
2-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
1. 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine = 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin
2. 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + H2O = 2-hexadecanoyl-sn-glycero-3-phosphocholine + hexadecanoate + H(+)
Catalysed by SGMS2, PLAAT3, PLA2G15, PLAAT1 and 2 moreOne of 6 routes
1-O-alkyl-3-acylglycerolReach from here →
1. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
2. 1-O-alkylglycerol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1-O-alkyl-3-acylglycerol + a 1-acyl-sn-glycero-3-phosphocholine
Catalysed by SGMS1, SGMS2, PLA2G15One of 2 routes
1-O-alkyl-2,3-diacyl-sn-glycerolReach from here →
1. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
2. 1-O-alkyl-2-acyl-sn-glycerol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1-O-alkyl-2,3-diacyl-sn-glycerol + a 2-acyl-sn-glycero-3-phosphocholine
Catalysed by SGMS1, SGMS2, PLA2G15One of 2 routes
(11Z,14Z)-eicosadienoateReach from here →
1. SM pool hydrolysis
2. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
(17Z)-hexacosenoateReach from here →
1. SM pool hydrolysis
2. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
(7Z,10Z,13Z,16Z,19Z)-docosapentaenoateReach from here →
1. SM pool hydrolysis
2. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
(7Z,10Z,13Z,16Z)-docosatetraenoateReach from here →
1. SM pool hydrolysis
2. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
a 1-hexadecanoyl-2-acyl-sn-glycero-3-phosphocholineReach from here →
1. 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine = 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin
2. 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + a 2-acyl-sn-glycero-3-phosphocholine = a 1-hexadecanoyl-2-acyl-sn-glycero-3-phosphocholine + 2-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by SGMS2, PLAAT1
(5Z,8Z,11Z)-eicosatrienoateReach from here →
1. SM pool hydrolysis
2. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
1. 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine = 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin
2. 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(+)
Catalysed by SGMS2, PLAAT3, PLAAT1One of 3 routes
N-hexadecanoyl-sphinganine-1-phosphocholineReach from here →
1. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
2. N-hexadecanoylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine = N-hexadecanoyl-sphinganine-1-phosphocholine + a 1,2-diacyl-sn-glycerol
Catalysed by SGMS1, SGMS2
N-hexadecanoyl-(4R)-hydroxysphinganine-phosphocholineReach from here →
1. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
2. 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, SGMS2
an N-acyl-(4R)-4-hydroxysphinganine-phosphocholineReach from here →
1. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
2. an N-acyl-(4R)-4-hydroxysphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine = an N-acyl-(4R)-4-hydroxysphinganine-phosphocholine + a 1,2-diacyl-sn-glycerol
Catalysed by SGMS1, SGMS2
hexadecanoateReach from here →
1. 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine = 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin
2. 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + H2O = 2-hexadecanoyl-sn-glycero-3-phosphocholine + hexadecanoate + H(+)
Catalysed by SGMS2, PLAAT3, PLA2G15, PLAAT1 and 2 moreOne of 4 routes
tricosanoateReach from here →
1. SM pool hydrolysis
2. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
1,2-dihexadecanoyl-sn-glycerolReach from here →
1. ceramide cholinephosphotransferase (CDP-choline)
2. 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine = 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin
Catalysed by SGMS2endoplasmic reticulumOne of 3 routes
1-(9Z-octadecenoyl)-2-acyl-sn-3-glycerolReach from here →
1. ceramide cholinephosphotransferase (CDP-choline)
2. 1-(9Z-octadecenoyl)-2-acyl-sn-3-glycerol + a sphingomyelin = a 1-(9Z-octadecenoyl)-2-acyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine
Catalysed by SGMS1, SGMS2endoplasmic reticulumOne of 2 routes
a monoacyl-sn-glycero-3-phosphocholineReach from here →
1. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
2. a 1,2-diacyl-sn-glycero-3-phosphocholine + H2O = a monoacyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
Catalysed by SGMS1, SGMS2, PNLIPRP2
2-(acylamino)ethyl fatty acidReach from here →
1. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
2. an N-acylethanolamine + a 1,2-diacyl-sn-glycero-3-phosphocholine = 2-(acylamino)ethyl fatty acid + a 2-acyl-sn-glycero-3-phosphocholine
Catalysed by SGMS1, SGMS2, PLA2G15One of 2 routes
1-O-acyl-N-(acetyl)-sphing-4-enineReach from here →
1. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
2. N-(acetyl)-sphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 1-acyl-sn-glycero-3-phosphocholine
Catalysed by SGMS1, SGMS2, PLA2G15One of 2 routes
1,2-diacyl-sn-glycero-3-phosphoethanolReach from here →
1. an N-acylsphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = a sphingomyelin + a 1,2-diacyl-sn-glycerol
2. ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
Catalysed by SGMS1, SGMS2, PLD1

Three steps

(S)-carnitineReach from here →
No catalyst recordedcytosol, extracellular space, endoplasmic reticulumOne of 16 routes
CHEBI:1146900Reach from here →
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 4 more