Compound

16-hydroxyhexadecanoate

An ω-hydroxy-long-chain fatty acid anion that is the conjugate base of 16-hydroxyhexadecanoic acid (also known as 16-hydroxypalmitic acid or juniperic acid).

Definition from ChEBI (CHEBI:55329), read 2026-09-23. CC BY 4.0.

CHEBI:55329ChEBI

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Structure

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A generated conformer of 16-hydroxyhexadecanoate — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound, anion
Formula: C16H31O3
Mass: 271.421 g/mol
Charge: -1
InChIKey: UGAGPNKCDRTDHP-UHFFFAOYSA-M
SMILES: O=C([O-])CCCCCCCCCCCCCCCO
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

5 entities

5 entities reached.

0 reported hops5 assembled from the scaffold

What the reference databases state

Chemical structure

16-hydroxyhexadecanoate has the functional parent hexadecanoateCompoundChEBI CHEBI:55329Inferred only

Statements

8 statements

8 statements · 2 reference databases · Subject: 16-hydroxyhexadecanoate · Sources: Human-GEM, Rhea

Order

16-hydroxyhexadecanoate is converted to hexadecanedioateCompoundHuman-GEM MAR06349Inferred only
hexadecanoic acid is converted to 16-hydroxyhexadecanoateCompoundHuman-GEM MAR05341Inferred only
hexadecanoic acid is converted to 16-hydroxyhexadecanoateCompoundHuman-GEM MAR08038Inferred only
16-hydroxyhexadecanoate is metabolised by ADH5ProteinHuman-GEM MAR06349Inferred only
16-hydroxyhexadecanoate is metabolised by ALDH3A2ProteinHuman-GEM MAR06349Inferred only
16-hydroxyhexadecanoate is metabolised by CYP4A11ProteinRhea RHEA:40199Inferred only
16-hydroxyhexadecanoate is metabolised by CYP4F11ProteinRhea RHEA:40199Inferred only
16-hydroxyhexadecanoate is metabolised by CYP4V2ProteinRhea RHEA:40199Inferred only

Reactions

11 reactions

proton+NADPH(4-)+dioxygen+hexadecanoic acid16-hydroxyhexadecanoate+water+NADP(3-)
Catalysed by CYP4F2 & CYP4F3
Reaction pageLeft to rightBalancedEC 1.14.14.-GO:0005783
Human-GEM MAR05341CC BY 4.0Reference data
16-hydroxyhexadecanoate+water+2NAD(+)3proton+2NADH(2-)+hexadecanedioate
Catalysed by ADH5 & ALDH3A2
Reaction pageLeft to rightBalancedGO:0005829
Human-GEM MAR06349CC BY 4.0Reference data
16-hydroxyhexadecanoate16-hydroxyhexadecanoate
Reaction pageReversibleBalancedGO:0005783, GO:0005829
Human-GEM MAR06773CC BY 4.0Reference data
proton+NADPH(4-)+dioxygen+hexadecanoic acid16-hydroxyhexadecanoate+water+NADP(3-)
Catalysed by CYP4A22 or CYP4A11
Reaction pageLeft to rightBalancedEC 1.14.15.3GO:0005829
Human-GEM MAR08038CC BY 4.0Reference data
16-hydroxyhexadecanoate16-hydroxyhexadecanoate
Reaction pageReversibleBalancedGO:0005829, GO:0005615
Human-GEM MAR08865CC BY 4.0Reference data
16-hydroxyhexadecanoate
Reaction pageReversibleBalance undeterminableGO:0005615
Human-GEM MAR09445CC BY 4.0Reference data
16-hydroxyhexadecanoate+CHEBI:87305CHEBI:55331+coenzyme A(4-)
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:26470CC BY 4.0Reference data
hexadecanoate+reduced [NADPH--hemoprotein reductase]+dioxygen16-hydroxyhexadecanoate+oxidized [NADPH--hemoprotein reductase]+water+hydron
Catalysed by CYP4A11 or CYP4V2 or CYP4F11
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:40199CC BY 4.0Reference data
16-hydroxyhexadecanoate+ATP(4-)+coenzyme A(4-)CHEBI:84207+AMP+diphosphate(3-)
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:44224CC BY 4.0Reference data
16-hydroxyhexadecanoate+UDP-alpha-D-glucoseCHEBI:144062+UDP+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:60968CC BY 4.0Reference data
16-hydroxyhexadecanoate+NAD(1-)CHEBI:144068+NADH(2-)+hydron
Catalysed by ADH7
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:60984CC BY 4.0Reference data

Other names

1 name

Resolves to: 16-hydroxyhexadecanoate

Also called: 16-hydroxypalmitate