11-cis-retinyl hexadecanoate

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

334 compounds within 3 steps: 4 in 1, 46 in 2, 284 in 3

Three steps

(7Z,10Z,13Z,16Z,19Z)-docosapentaenoateReach from here →
1. 11-peroxy-docosahexaenoate to DHA conversion
2. (10Z)-heptadecenoic acid formation
3. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
(7Z,10Z,13Z,16Z)-docosatetraenoateReach from here →
1. 11-peroxy-docosahexaenoate to DHA conversion
2. (10Z)-heptadecenoic acid formation
3. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
pristanoyl-CoAReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. Palmitoyl-CoA:retinol O-acyltransferase
3. fatty-acid-CoA ligase
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 2 morecytosolOne of 2 routes
a 1,3-diacyl-sn-glycerolReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. acyl-CoA pool formation and breakdown
3. a 3-acyl-sn-glycerol + an acyl-CoA = a 1,3-diacyl-sn-glycerol + CoA
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 2 morecytosolOne of 2 routes
a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphocholineReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. acyl-CoA pool formation and breakdown
3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + an acyl-CoA = a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphocholine + CoA
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 3 morecytosol
a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. acyl-CoA pool formation and breakdown
3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 2 morecytosol
1-O-(1Z)-alkenyl-2-octanoyl-sn-glycero-3-phosphoethanolamineReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. Beta Oxidation of Long Chain Fatty Acid
3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + octanoyl-CoA = 1-O-(1Z)-alkenyl-2-octanoyl-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 4 morecytosol, mitochondrial matrix
1-O-(1Z)-alkenyl-2-octadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. fatty-acyl-CoA synthase (N-C18:0CoA)
3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + octadecanoyl-CoA = 1-O-(1Z)-alkenyl-2-octadecanoyl-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 2 morecytosol
1-O-hexadecylglycerone 3-phosphateReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. formate dehydrogenase (palmitoyl-CoA)
3. 1-hexadecanoylglycerone 3-phosphate + hexadecan-1-ol = 1-O-hexadecylglycerone 3-phosphate + hexadecanoate + H(+)
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 4 morecytosol, peroxisomeOne of 2 routes
undecanoyl-CoAReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. Palmitoyl-CoA:retinol O-acyltransferase
3. medium-chain acyl-CoA ligase (undecylic acid)
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 7 morecytosolOne of 3 routes
(2E,9Z)-hexadecadienoyl-CoAReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. palmitoyl-CoA desaturase (N-C16:0CoA -> N-C16:1CoA)
3. medium-chain acyl-CoA dehydrogenase (palmitoleoyl-CoA)
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 6 morecytosol, mitochondrial matrixOne of 3 routes
(2E,4Z,7Z,10Z,13Z,16Z,19Z)-docosaheptaenoyl-CoAReach from here →
1. 11-peroxy-docosahexaenoate to DHA conversion
2. long-chain-fatty-acid-CoA ligase (DHA)
3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA + O2 = (2E,4Z,7Z,10Z,13Z,16Z,19Z)-docosaheptaenoyl-CoA + H2O2
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
(5Z,8Z,11Z)-eicosatrienoateReach from here →
1. 11-peroxy-docosahexaenoate to DHA conversion
2. (10Z)-heptadecenoic acid formation
3. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
9-cis-retinalReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. 11-cis-retinol = 9-cis-retinol
3. Retinol Dehydrogenase (9-Cis, NADPH)
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 8 morecytosolOne of 4 routes
hexadecanoateReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. all-trans-retinyl hexadecanoate + H2O = 11-cis-retinol + hexadecanoate + H(+)
3. all-trans-retinyl hexadecanoate + H2O = all-trans-retinol + hexadecanoate + H(+)
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 5 morecytosolOne of 6 routes
tricosanoateReach from here →
1. 11-peroxy-docosahexaenoate to DHA conversion
2. (10Z)-heptadecenoic acid formation
3. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
cholesteryl octadecanoateReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. fatty-acyl-CoA synthase (N-C18:0CoA)
3. Acyl-CoA:cholesterol O-acyltransferase
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 3 morecytosol, endoplasmic reticulumOne of 2 routes
N-octadecanoylhexadecasphinganineReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. fatty-acyl-CoA synthase (N-C18:0CoA)
3. hexadecasphinganine + octadecanoyl-CoA = N-octadecanoylhexadecasphinganine + CoA + H(+)
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 3 morecytosol
1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphateReach from here →
1. 11-peroxy-docosahexaenoate to DHA conversion
2. long-chain-fatty-acid-CoA ligase (DHA)
3. (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphate = 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosolOne of 2 routes
(R)-lipoateReach from here →
1. 11-peroxy-docosahexaenoate to DHA conversion
2. ascorbate to dehydroascorbic acid conversion
3. ascorbate to dehydroascorbic acid conversion
No catalyst recordedcytosol
a 1-acyl-2-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. fatty-acyl-CoA synthase (N-C18:0CoA)
3. a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol) + octadecanoyl-CoA = a 1-acyl-2-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol) + CoA
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 2 morecytosol
cholesteryl (9Z)-hexadecenoateReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. palmitoyl-CoA desaturase (N-C16:0CoA -> N-C16:1CoA)
3. (9Z)-hexadecenoyl-CoA + cholesterol = cholesteryl (9Z)-hexadecenoate + CoA
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 3 morecytosol
O-tetradecanoyl-(R)-carnitineReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. Fatty Acid Beta Oxidation (C16->C14), Mitochondrial
3. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 5 morecytosol, mitochondrial matrix
O-octadecanoyl-(R)-carnitineReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. fatty-acyl-CoA synthase (N-C18:0CoA)
3. (R)-carnitine + octadecanoyl-CoA = O-octadecanoyl-(R)-carnitine + CoA
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 2 morecytosol
(5Z)-tetradecenoyl-CoAReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. Palmitoyl-CoA:retinol O-acyltransferase
3. long-chain-fatty-acid-CoA ligase (physeteric acid)
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 9 morecytosolOne of 11 routes
(3E)-decenoyl-CoAReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. Palmitoyl-CoA:retinol O-acyltransferase
3. Fatty Acid Beta Oxidation (C12:1->C10:1), Mitochondrial
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 5 morecytosol, mitochondrial matrix
1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholineReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. fatty-acyl-CoA synthase (N-C18:0CoA)
3. 2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine + CoA
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 2 morecytosol
1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholineReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. fatty-acyl-CoA synthase (N-C18:0CoA)
3. 2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine + CoA
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 2 morecytosol
N-tetradecanoylglycineReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. Fatty Acid Beta Oxidation (C16->C14), Mitochondrial
3. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 5 morecytosol, mitochondrial matrix
(2R,6)-dimethylheptanoyl-CoAReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. Palmitoyl-CoA:retinol O-acyltransferase
3. acetyl-CoA C-acyltransferase (3-oxo-4(R),8-dimethyl-nonanoyl-CoA)
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 4 morecytosol, mitochondrial matrix
an N(2)-acyl-L-glutamineReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. acyl-CoA pool formation and breakdown
3. an acyl-CoA + L-glutamine = an N(2)-acyl-L-glutamine + CoA + H(+)
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 3 morecytosol
(2E,7Z)-hexadecadienoyl-CoAReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. stearoyl-CoA 9-desaturase (palmitoyl-CoA)
3. medium-chain acyl-CoA dehydrogenase (7-hexadecenoyl-CoA)
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 7 morecytosol, mitochondrial matrixOne of 4 routes
tricosanoyl-CoAReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. Palmitoyl-CoA:retinol O-acyltransferase
3. long-chain-fatty-acid-CoA ligase (tricosanoic acid)
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 9 morecytosolOne of 5 routes
a 3-oxoacyl-CoAReach from here →
1. Palmitoyl-CoA:retinol O-acyltransferase
2. acyl-CoA pool formation and breakdown
3. an acyl-CoA + acetyl-CoA = a 3-oxoacyl-CoA + CoA
Catalysed by DGAT1, LRAT, AWAT1, AWAT2 and 5 morecytosol