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Reach

(9Z)-hexadecenoate

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

437 compounds within 3 steps: 4 in 1, 51 in 2, 382 in 3

Does it reach a compound?

Two steps

(2E,9Z)-hexadecadienoyl-CoAReach from here →
1. long-chain-fatty-acid-CoA ligase (palmitolate)
2. medium-chain acyl-CoA dehydrogenase (palmitoleoyl-CoA)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 morecytosol, mitochondrial matrixOne of 3 routes
(5Z,8Z,11Z)-eicosatrienoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
tricosanoateReach from here →
1. (10Z)-heptadecenoic acid formation
2. (10Z)-heptadecenoic acid formation
No catalyst recordedcytosol, extracellular spaceOne of 12 routes
cholesteryl (9Z)-hexadecenoateReach from here →
1. long-chain-fatty-acid-CoA ligase (palmitolate)
2. (9Z)-hexadecenoyl-CoA + cholesterol = cholesteryl (9Z)-hexadecenoate + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol
O-4,8-dimethylnonanoyl-(R)-carnitineReach from here →
1. Utilized Transport
2. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal
Catalysed by CRAT, CROTendoplasmic reticulum, cytosol, peroxisomeOne of 5 routes

Three steps

AReach from here →
Catalysed by PTGS1, PTGS2cytosol, extracellular spaceOne of 11 routes
(14S,15R)-epoxy-(5Z,8Z,11Z)-eicosatrienoateReach from here →
Catalysed by and 4 more

Page 2 of 9

CYP1A1

, CYP1A2

, CYP3A4

, CYP2C8

cytosol, extracellular space

(14R,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoateReach from here →

(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation
(5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (14R,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

Catalysed by CYP1A1, CYP1A2, CYP3A4, CYP2C8 and 4 morecytosol, extracellular space

(11S,12R)-epoxy-(5Z,8Z,14Z)-eicosatrienoateReach from here →

(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation
(5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (11S,12R)-epoxy-(5Z,8Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

Catalysed by CYP2C8, CYP2C9, CYP2C19, CYP2J2 and 1 morecytosol, extracellular space

(11R,12S)-epoxy-(5Z,8Z,14Z)-eicosatrienoateReach from here →

(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation
(5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (11R,12S)-epoxy-(5Z,8Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

Catalysed by CYP1A1, CYP2C8, CYP2D6, CYP2C9 and 3 morecytosol, extracellular space

(8S,9R)-epoxy-(5Z,11Z,14Z)-eicosatrienoateReach from here →

(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation
(5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (8S,9R)-epoxy-(5Z,11Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

Catalysed by CYP2C9, CYP2J2cytosol, extracellular space

(8R,9S)-epoxy-(5Z,11Z,14Z)-eicosatrienoateReach from here →

(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation
(5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (8R,9S)-epoxy-(5Z,11Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

Catalysed by CYP1A1, CYP2D6, CYP2C9, CYP2C19 and 2 morecytosol, extracellular space

5,6-epoxy-(8Z,11Z,14Z)-eicosatrienoateReach from here →

(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation
unspecific monooxygenase (arachidonate)

Catalysed by CYP1A1, CYP1A2, CYP2E1, CYP3A4 and 22 morecytosol, extracellular spaceOne of 4 routes

S-butanoyl-4'-phosphopantetheineReach from here →

Utilized Transport
transport of butyryl-CoA and L-carnitine (cytosol to mitochondria)
butanoyl-CoA + H2O = S-butanoyl-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

Catalysed by SLC33A1, ESCO2, OXSM, NUDT19 and 2 moreendoplasmic reticulum, cytosol, mitochondrial matrix

S-octanoyl-4'-phosphopantetheineReach from here →

long-chain-fatty-acid-CoA ligase (palmitolate)
Beta Oxidation Fatty Acid
octanoyl-CoA + H2O = S-octanoyl-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosol, mitochondrial matrix

17-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →

(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation
unspecific monooxygenase (arachidonate)

Catalysed by CYP1A1, CYP1A2, CYP2E1, CYP3A4 and 22 morecytosol, extracellular spaceOne of 2 routes

S-hexadecanoyl-4'-phosphopantetheineReach from here →

long-chain-fatty-acid-CoA ligase (palmitolate)
hexadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-hexadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
hexadecanoyl-CoA + H2O = S-hexadecanoyl-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 morecytosol

16-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →

(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation
(5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 16-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

Catalysed by CYP1A1cytosol, extracellular space

an acyl-4'-phosphopantetheineReach from here →

long-chain-fatty-acid-CoA ligase (palmitolate)
acyl-CoA pool formation and breakdown
an acyl-CoA + H2O = an acyl-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 morecytosol

21-hydroxy-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoateReach from here →

(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation
DHA[r] + O2[r] + FMNH2[r] = FMN[r] + H2O[r] + 21-hydroxy-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate[r]

Catalysed by CYP2E1cytosol, extracellular space, endoplasmic reticulumOne of 3 routes

13-hydroxytetradecanoateReach from here →

(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation
myristic acid[r] + O2[r] + FMNH2[r] = FMN[r] + H2O[r] + 13-hydroxytetradecanoate[r]

Catalysed by CYP2E1cytosol, extracellular space, endoplasmic reticulumOne of 3 routes

(18S)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoateReach from here →

(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (18S)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoate + A + H2O

Catalysed by PTGS2cytosol, extracellular space

(15S)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoateReach from here →

(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + AH2 + O2 = (15S)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoate + A + H2O

Catalysed by PTGS2cytosol, extracellular space

prostaglandin G1Reach from here →

(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation
(8Z,11Z,14Z)-eicosatrienoate + 2 O2 = prostaglandin G1

Catalysed by PTGS2cytosol, extracellular space

prostaglandin G3Reach from here →

(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + 2 O2 = prostaglandin G3

Catalysed by PTGS2cytosol, extracellular space

10-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →

(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation
(5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 10-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

Catalysed by CYP3A4, CYP2C9cytosol, extracellular space

(17S)-hydroperoxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoateReach from here →

(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation
(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + O2 = (17S)-hydroperoxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoate

Catalysed by ALOX5, ALOX15cytosol, extracellular space

14-hydroperoxy-(7Z,10Z,12E,16Z,19Z)-docosapentaenoateReach from here →

(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation
(7Z,10Z,13Z,16Z,19Z)-docosapentaenoate + O2 = 14-hydroperoxy-(7Z,10Z,12E,16Z,19Z)-docosapentaenoate

Catalysed by ALOX15cytosol, extracellular space

(8S,15S)-dihydroperoxy-(5Z,9E,11Z,13E)-eicosatetraenoateReach from here →

(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation
(5Z,8Z,11Z,14Z)-eicosatetraenoate + 2 O2 = (8S,15S)-dihydroperoxy-(5Z,9E,11Z,13E)-eicosatetraenoate

Catalysed by ALOX15cytosol, extracellular space

(14R,15S)-dihydroperoxy-(5Z,8Z,10E,12E)-eicosatetraenoateReach from here →

(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation
(5Z,8Z,11Z,14Z)-eicosatetraenoate + 2 O2 = (14R,15S)-dihydroperoxy-(5Z,8Z,10E,12E)-eicosatetraenoate

Catalysed by ALOX15cytosol, extracellular space

19,20-epoxy-(4Z,7Z,10Z,13Z,16Z)-docosapentaenoateReach from here →

(10Z)-heptadecenoic acid formation
(10Z)-heptadecenoic acid formation
(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 19,20-epoxy-(4Z,7Z,10Z,13Z,16Z)-docosapentaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)