beta-D-glucosyl-N-dodecanoylsphing-4-enine

362,296 routes · scope human · up to 3 steps · built 5 October 2026 · Reactions · API

85 compounds within 3 steps: 2 in 1, 11 in 2, 72 in 3

Three steps

an N-acylsphing-4-enineReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + an N-acylsphing-4-enine
Catalysed by GBA1, GBA2One of 6 routes
dodecanoyl-CoAReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. H2O[c] + N-dodecanoylsphing-4-enine[c] = lauric acid[c] + sphingosine[c]
3. long-chain-fatty-acid-CoA ligase (lauric acid)
Catalysed by GBA1, NAAA, SLC27A2, ACSL4 and 6 morecytosolOne of 3 routes
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)Reach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(out) + cholesterol(in) = a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol 4-phosphate)(in) + cholesterol(out)
Catalysed by GBA1, GBA2, OSBPinner side of the membrane, outer side of the membraneOne of 2 routes
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)Reach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. 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, OSBPL2inner side of the membrane, outer side of the membraneOne of 2 routes
sphing-4-enine 1-phosphateReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. H2O[c] + N-dodecanoylsphing-4-enine[c] = lauric acid[c] + sphingosine[c]
3. sphing-4-enine + ATP = sphing-4-enine 1-phosphate + ADP + H(+)
Catalysed by GBA1, NAAA, SPHK2, SPHK1cytosol
D-glucose 6-phosphateReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. D-glucose + ADP = D-glucose 6-phosphate + AMP + H(+)
Catalysed by GBA1, GBA2, ADPGKOne of 2 routes
1-O-hexadecyl-sn-glycero-3-phosphocholineReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. H2O[c] + N-dodecanoylsphing-4-enine[c] = lauric acid[c] + sphingosine[c]
3. 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 GBA1, NAAA, PAFAH2cytosol
(22R)-hydroxycholesterolReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. 2 reduced [adrenodoxin] + cholesterol + O2 + 2 H(+) = (22R)-hydroxycholesterol + 2 oxidized [adrenodoxin] + H2O
Catalysed by GBA1, GBA2, CYP11A1One of 2 routes
N-tetradecanoylsphing-4-enineReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. H2O[c] + N-dodecanoylsphing-4-enine[c] = lauric acid[c] + sphingosine[c]
3. N-tetradecanoylsphing-4-enine + H2O = sphing-4-enine + tetradecanoate
Catalysed by GBA1, NAAA, ASAH1, ACER2 and 1 morecytosol
N-hexadecanoylsphing-4-enineReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
Catalysed by GBA1, GBA2One of 5 routes
N-octadecanoylsphing-4-enineReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine
Catalysed by GBA1, GBA2One of 5 routes
N-eicosanoyl-sphing-4-enineReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. H2O[c] + N-dodecanoylsphing-4-enine[c] = lauric acid[c] + sphingosine[c]
3. eicosanoyl-CoA + sphing-4-enine = N-eicosanoyl-sphing-4-enine + CoA + H(+)
Catalysed by GBA1, NAAA, TLCD3B, CERS2cytosol
N-tetracosanoyl-sphing-4-enineReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. H2O[c] + N-dodecanoylsphing-4-enine[c] = lauric acid[c] + sphingosine[c]
3. tetracosanoyl-CoA + sphing-4-enine = N-tetracosanoyl-sphing-4-enine + CoA + H(+)
Catalysed by GBA1, NAAA, CERS2cytosol
1-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by GBA1, GBA2, LCATOne of 9 routes
N-(15Z-tetracosenoyl)-sphing-4-enineReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. beta-D-glucosyl-(1<->1')-N-(15Z-tetracosenoyl)-sphing-4-enine + cholesterol = N-(15Z-tetracosenoyl)-sphing-4-enine + cholesteryl 3-beta-D-glucoside
Catalysed by GBA1, GBA2One of 3 routes
N-(tetracosenoyl)-sphing-4-enineReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. H2O[c] + N-dodecanoylsphing-4-enine[c] = lauric acid[c] + sphingosine[c]
3. tetracosenoyl-CoA + sphing-4-enine = N-(tetracosenoyl)-sphing-4-enine + CoA + H(+)
Catalysed by GBA1, NAAA, CERS2cytosol
(25R)-cholest-5-ene-3beta,26-diolReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. 2 reduced [adrenodoxin] + cholesterol + O2 + 2 H(+) = (25R)-cholest-5-ene-3beta,26-diol + 2 oxidized [adrenodoxin] + H2O
Catalysed by GBA1, GBA2, CYP27A1
11-hydroxydodecanoateReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. H2O[c] + N-dodecanoylsphing-4-enine[c] = lauric acid[c] + sphingosine[c]
3. lauric acid[r] + O2[r] + FMNH2[r] = FMN[r] + H2O[r] + 11-hydroxydodecanoate[r]
Catalysed by GBA1, NAAA, CYP2E1cytosol, endoplasmic reticulumOne of 3 routes
1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphateReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. 1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate(out) + cholesterol(in) = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate(in) + cholesterol(out)
Catalysed by GBA1, GBA2, OSBPL2inner side of the membrane, outer side of the membraneOne of 2 routes
N-(9Z-octadecenoyl)-sphing-4-enineReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. beta-D-glucosyl-N-(9Z-octadecenoyl)-sphing-4E-enine + cholesterol = N-(9Z-octadecenoyl)-sphing-4-enine + cholesteryl 3-beta-D-glucoside
Catalysed by GBA1, GBA2One of 4 routes
N-dodecanoyl-(4R)-hydroxysphinganineReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. H2O[c] + N-dodecanoylsphing-4-enine[c] = lauric acid[c] + sphingosine[c]
3. N-dodecanoyl-(4R)-hydroxysphinganine + H2O = (4R)-hydroxysphinganine + dodecanoate
Catalysed by GBA1, NAAA, ASAH1cytosol
cholesteryl octadecanoateReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. octadecanoyl-CoA + cholesterol = cholesteryl octadecanoate + CoA
Catalysed by GBA1, GBA2, SOAT1
cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + CoA
Catalysed by GBA1, GBA2, SOAT2, SOAT1One of 2 routes
sphinga-4E,14Z-dienineReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. H2O[c] + N-dodecanoylsphing-4-enine[c] = lauric acid[c] + sphingosine[c]
3. sphing-4-enine + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = sphinga-4E,14Z-dienine + 2 Fe(III)-[cytochrome b5] + 2 H2O
Catalysed by GBA1, NAAA, FADS3cytosol
beta-D-glucosyl-(1<->1)-sphing-4-enineReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + an N-acylsphing-4-enine
3. a beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine + H2O = beta-D-glucosyl-(1<->1)-sphing-4-enine + a fatty acid
Catalysed by GBA1, GBA2, ASAH1
cholesteryl (9Z)-hexadecenoateReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. (9Z)-hexadecenoyl-CoA + cholesterol = cholesteryl (9Z)-hexadecenoate + CoA
Catalysed by GBA1, GBA2, SOAT1
(9Z,12Z,15Z-octadecatrienoyl)-cholesterolReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. (9Z,12Z,15Z)-octadecatrienoyl-CoA + cholesterol = (9Z,12Z,15Z-octadecatrienoyl)-cholesterol + CoA
Catalysed by GBA1, GBA2, SOAT2One of 2 routes
cholesteryl (8Z,11Z,14Z)-eicosatrienoateReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. 1-hexadecanoyl-2-(8Z,11Z,14Z-eicosatrienoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (8Z,11Z,14Z)-eicosatrienoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by GBA1, GBA2, LCAT
7-hydroxydodecanoateReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. H2O[c] + N-dodecanoylsphing-4-enine[c] = lauric acid[c] + sphingosine[c]
3. dodecanoate + reduced [NADPH--hemoprotein reductase] + O2 = 7-hydroxydodecanoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by GBA1, NAAA, CYP4Z1cytosol
(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-cholesterolReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA + cholesterol = (5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-cholesterol + CoA
Catalysed by GBA1, GBA2, SOAT2One of 2 routes
N-(dodecanoyl)-sphinganineReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. H2O[c] + N-dodecanoylsphing-4-enine[c] = lauric acid[c] + sphingosine[c]
3. N-(dodecanoyl)-sphinganine + H2O = dodecanoate + sphinganine
Catalysed by GBA1, NAAA, ASAH1cytosol
4beta-hydroxycholesterolReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. cholesterol + reduced [NADPH--hemoprotein reductase] + O2 = 4beta-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by GBA1, GBA2, CYP3A4
cholesteryl (5Z,8Z,11Z)-eicosatrienoateReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. 1-hexadecanoyl-2-(5Z,8Z,11Z-eicosatrienoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z)-eicosatrienoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by GBA1, GBA2, LCAT
(6Z,9Z,12Z-octadecatrienoyl)-cholesterolReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. 1-hexadecanoyl-2-(6Z,9Z,12Z-octadecatrienoyl)-sn-glycero-3-phosphocholine + cholesterol = (6Z,9Z,12Z-octadecatrienoyl)-cholesterol + 1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by GBA1, GBA2, LCAT
cholesteryl (11Z)-octadecenoateReach from here →
1. beta-D-glucosyl-N-dodecanoylsphing-4-enine + cholesterol = N-dodecanoylsphing-4-enine + cholesteryl 3-beta-D-glucoside
2. cholesteryl 3-beta-D-glucoside + H2O = cholesterol + D-glucose
3. (11Z)-octadecenoyl-CoA + cholesterol = cholesteryl (11Z)-octadecenoate + CoA
Catalysed by GBA1, GBA2, SOAT1