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(9Z)-octadecenamide

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

Inferred

Every route here is a hypothesis drawn from reference reactions (Rhea and Human-GEM), not a finding. Currency species such as water, ATP and NAD(H) never form a step. Evidence key

176 compounds within 3 steps: 2 in 1, 15 in 2, 159 in 3

Does it reach a compound?

One step

N-(9Z-octadecenoyl)-(2S)-hydroxyglycineReach from here →
1. N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
Catalysed by PAM
(9Z)-octadecenoateReach from here →
1. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
Catalysed by FAAH, FAAH2

Two steps

(S)-carnitineReach from here →
1. (9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
2. Utilized Transport
Catalysed by FAAH, FAAH2endoplasmic reticulum, cytosolOne of 2 routes
N-(9Z-octadecenoyl)glycineReach from here →
1. N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
2. N-(9Z-octadecenoyl)glycine + 2 L-ascorbate + O2 = N-(9Z-octadecenoyl)-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
Catalysed by PAM
N-(9Z-octadecenoyl)-L-phenylalanineReach from here →

Three steps

CHEBI:1146900Reach from here →
Catalysed by FAAH, FAAH2, SLC27A2, ACSL4 and 9 morecytosolOne of 253 routes
(5E)-tetradecenoyl-(R)-carnitineReach from here →

Page 1 of 4

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
L-phenylalanine + (9Z)-octadecenoate = N-(9Z-octadecenoyl)-L-phenylalanine + H2O

Catalysed by FAAH, FAAH2, PM20D1

N-(9Z-octadecenoyl)-L-leucineReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate

Catalysed by FAAH, FAAH2, PM20D1

oleoyl-CoAReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
long-chain-fatty-acid-CoA ligase (oleate)

Catalysed by FAAH, FAAH2, SLC27A2, ACSL4 and 6 morecytosolOne of 3 routes

L-ascorbic acidReach from here →

N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
N-(9Z-octadecenoyl)glycine + 2 L-ascorbate + O2 = N-(9Z-octadecenoyl)-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

Catalysed by PAM

fatty acidReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
(10Z)-heptadecenoic acid formation

Catalysed by FAAH, FAAH2cytosolOne of 4 routes

glyoxylateReach from here →

N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate

Catalysed by PAM

1,2,3-tri-(9Z-octadecenoyl)-glycerolReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
1,2-di-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoate + H(+) = 1,2,3-tri-(9Z-octadecenoyl)-glycerol + H2O

Catalysed by FAAH, FAAH2, DGAT1, LIPA and 3 more

(9Z)-octadecenoyl-CoAReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
(9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate

Catalysed by FAAH, FAAH2, SLC27A2, ACSL3 and 6 more

1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)Reach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) + H2O = sn-glycero-3-phospho-(1'-sn-glycerol) + (9Z)-octadecenoate + H(+)

Catalysed by FAAH, FAAH2, ABHD12

1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
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 FAAH, FAAH2, ABHD16A

N-(9Z-octadecenoyl)-sphing-4-enineReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
N-(9Z-octadecenoyl)-sphing-4-enine + H2O = sphing-4-enine + (9Z)-octadecenoate

Catalysed by FAAH, FAAH2, ASAH1, ACER2 and 3 more

18-hydroxy-(9Z)-octadecenoateReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
(9Z)-octadecenoate + reduced [NADPH--hemoprotein reductase] + O2 = 18-hydroxy-(9Z)-octadecenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

Catalysed by FAAH, FAAH2, CYP4A11, CYP4F11

1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)Reach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + H2O = sn-glycero-3-phospho-1D-myo-inositol + (9Z)-octadecenoate + H(+)

Catalysed by FAAH, FAAH2, ABHD12

Catalysed by FAAH, FAAH2, CPT1A, CPT1C and 1 more

endoplasmic reticulum, cytosol

One of 7 routes

1-(9Z-octadecenoyl)-3-(9Z,12Z-octadecadienoyl)-glycerolReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
(9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
1-(9Z,12Z-octadecadienoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1-(9Z-octadecenoyl)-3-(9Z,12Z-octadecadienoyl)-glycerol + CoA

Catalysed by FAAH, FAAH2, SLC27A2, ACSL3 and 8 more

9-(9Z-octadecenoyloxy)-octadecanoateReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
1,2-di-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoate + H(+) = 1,2,3-tri-(9Z-octadecenoyl)-glycerol + H2O
1,2,3-tri-(9Z-octadecenoyl)-glycerol + 9-hydroxy-octadecanoate = 9-(9Z-octadecenoyloxy)-octadecanoate + 2,3-di-(9Z)-octadecenoyl-sn-glycerol

Catalysed by FAAH, FAAH2, DGAT1, LIPA and 3 more

1-O-(9Z-octadecenyl)-2,3-di-(9Z-octadecenoyl)glycerolReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
(9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
1-O-(9Z-octadecyl)-3-(9Z-octadecenoyl)-glycerol + (9Z)-octadecenoyl-CoA = 1-O-(9Z-octadecenyl)-2,3-di-(9Z-octadecenoyl)glycerol + CoA

Catalysed by FAAH, FAAH2, SLC27A2, ACSL3 and 9 more

beta-D-glucosyl-N-(9Z-octadecenoyl)-sphing-4E-enineReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
N-(9Z-octadecenoyl)-sphing-4-enine + H2O = sphing-4-enine + (9Z)-octadecenoate
beta-D-glucosyl-N-(9Z-octadecenoyl)-sphing-4E-enine + cholesterol = N-(9Z-octadecenoyl)-sphing-4-enine + cholesteryl 3-beta-D-glucoside

Catalysed by FAAH, FAAH2, ASAH1, ACER2 and 5 more

N-octanoyl-(2S)-hydroxyglycineReach from here →

N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
N-(9Z-octadecenoyl)glycine + 2 L-ascorbate + O2 = N-(9Z-octadecenoyl)-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
N-octanoylglycine + 2 L-ascorbate + O2 = N-octanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

Catalysed by PAMOne of 2 routes

N-decanoyl-(2S)-hydroxyglycineReach from here →

N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
N-(9Z-octadecenoyl)glycine + 2 L-ascorbate + O2 = N-(9Z-octadecenoyl)-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
N-decanoylglycine + 2 L-ascorbate + O2 = N-decanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

Catalysed by PAMOne of 2 routes

N-dodecanoyl-(2S)-hydroxyglycineReach from here →

N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
N-(9Z-octadecenoyl)glycine + 2 L-ascorbate + O2 = N-(9Z-octadecenoyl)-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
N-dodecanoylglycine + 2 L-ascorbate + O2 = N-dodecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

Catalysed by PAMOne of 2 routes

N-tetradecanoyl-(2S)-hydroxyglycineReach from here →

N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
N-(9Z-octadecenoyl)glycine + 2 L-ascorbate + O2 = N-(9Z-octadecenoyl)-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
N-tetradecanoylglycine + 2 L-ascorbate + O2 = N-tetradecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

Catalysed by PAMOne of 2 routes

N-(9Z,12Z,15Z)-octadecatrienoyl-(2S)-hydroxyglycineReach from here →

N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
N-(9Z-octadecenoyl)glycine + 2 L-ascorbate + O2 = N-(9Z-octadecenoyl)-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
N-(9Z,12Z,15Z)-octadecatrienoylglycine + 2 L-ascorbate + O2 = N-(9Z,12Z,15Z)-octadecatrienoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O

Catalysed by PAMOne of 2 routes

pyruvateReach from here →

N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
glyoxylate + L-alanine = glycine + pyruvate

Catalysed by PAM, AGXT, AGXT2

propionyl-CoAReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
Utilized Transport
Active Transport

Catalysed by FAAH, FAAH2endoplasmic reticulum, cytosol, mitochondrial matrixOne of 2 routes

(S)-malateReach from here →

N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
glyoxylate + acetyl-CoA + H2O = (S)-malate + CoA + H(+)

Catalysed by PAM, CLYBL

L-leucineReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate
N-(9Z-octadecenoyl)-L-leucine + H2O = L-leucine + (9Z)-octadecenoate

Catalysed by FAAH, FAAH2, PM20D1

1-(10Z-heptadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
(9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
1-(10Z-heptadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z)-octadecenoyl-CoA = 1-(10Z-heptadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA

Catalysed by FAAH, FAAH2, SLC27A2, ACSL3 and 7 more

S-(9Z-octadecenoyl)-4'-phosphopantetheineReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
(9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
(9Z)-octadecenoyl-CoA + H2O = S-(9Z-octadecenoyl)-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

Catalysed by FAAH, FAAH2, SLC27A2, ACSL3 and 7 more

hexadecanoic acidReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation

Catalysed by FAAH, FAAH2cytosol, extracellular spaceOne of 14 routes

cholesterolReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
N-(9Z-octadecenoyl)-sphing-4-enine + H2O = sphing-4-enine + (9Z)-octadecenoate
beta-D-glucosyl-N-(9Z-octadecenoyl)-sphing-4E-enine + cholesterol = N-(9Z-octadecenoyl)-sphing-4-enine + cholesteryl 3-beta-D-glucoside

Catalysed by FAAH, FAAH2, ASAH1, ACER2 and 5 more

4-methylsulfanyl-2-oxobutanoateReach from here →

N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
glyoxylate + L-methionine = 4-methylsulfanyl-2-oxobutanoate + glycine

Catalysed by PAM, AADAT

2-oxobutanoateReach from here →

N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
(2S)-2-aminobutanoate + glyoxylate = 2-oxobutanoate + glycine

Catalysed by PAM, AGXT2

linoleic acidReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation

Catalysed by FAAH, FAAH2cytosol, extracellular spaceOne of 14 routes

O-hexadecanoyl-(R)-carnitineReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
Utilized Transport
palmitoyl-CoA:L-carnitine O-palmitoyltransferase

Catalysed by FAAH, FAAH2, CPT2, CPT1Aendoplasmic reticulum, cytosol, peroxisomeOne of 10 routes

indole-3-pyruvateReach from here →

N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
L-tryptophan + glyoxylate = indole-3-pyruvate + glycine

Catalysed by PAM, AADAT

4-methyl-2-oxopentanoateReach from here →

N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
L-leucine + glyoxylate = 4-methyl-2-oxopentanoate + glycine

Catalysed by PAM, AADAT

3-phenylpyruvateReach from here →

N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
glyoxylate + L-phenylalanine = 3-phenylpyruvate + glycine

Catalysed by PAM, AADAT

O-octanoyl-(R)-carnitineReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
Utilized Transport
solute carrier (L-carnitine)

Catalysed by FAAH, FAAH2, SLC25A20endoplasmic reticulum, cytosol, mitochondrial matrixOne of 7 routes

dodecanoateReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation

Catalysed by FAAH, FAAH2cytosol, extracellular spaceOne of 12 routes

beta-D-xylosyl-(1<->1')-N-(9Z-octadecenoyl)-sphing-4-enineReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
N-(9Z-octadecenoyl)-sphing-4-enine + H2O = sphing-4-enine + (9Z)-octadecenoate
N-(9Z-octadecenoyl)-sphing-4-enine + UDP-alpha-D-xylose = beta-D-xylosyl-(1<->1')-N-(9Z-octadecenoyl)-sphing-4-enine + UDP + H(+)

Catalysed by FAAH, FAAH2, ASAH1, ACER2 and 4 more

5-(3,3-dimethylguanidino)-2-oxopentanoateReach from here →

N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
N(omega),N(omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + glycine

Catalysed by PAM, AGXT2

5-(3,3'-dimethylguanidino)-2-oxopentanoateReach from here →

N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine

Catalysed by PAM, AGXT2

5-(3-methylguanidino)-2-oxopentanoateReach from here →

N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
N-(9Z-octadecenoyl)-(2S)-hydroxyglycine = (9Z)-octadecenamide + glyoxylate
N(omega)-methyl-L-arginine + glyoxylate = 5-(3-methylguanidino)-2-oxopentanoate + glycine

Catalysed by PAM, AGXT2

1-(9Z-octadecenoyl)-3-octadecanoyl-sn-glycerolReach from here →

(9Z)-octadecenamide + H2O = (9Z)-octadecenoate + NH4(+)
(9Z)-octadecenoate + ATP + CoA = (9Z)-octadecenoyl-CoA + AMP + diphosphate
3-octadecanoyl-sn-glycerol + (9Z)-octadecenoyl-CoA = 1-(9Z-octadecenoyl)-3-octadecanoyl-sn-glycerol + CoA

Catalysed by FAAH, FAAH2, SLC27A2, ACSL3 and 7 more