Compound

4-nitrophenol

A phenolate anion that is the conjugate base of 4-nitrophenol; major species at pH 7.3.

Definition from ChEBI (CHEBI:57917), read 2026-09-23. CC BY 4.0.

CHEBI:57917ChEBI

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Structure

2D depiction · 3D model shown

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A generated conformer of 4-nitrophenol — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound, anion
Formula: C6H4NO3
Mass: 138.102 g/mol
Charge: -1
InChIKey: BTJIUGUIPKRLHP-UHFFFAOYSA-M
SMILES: O=[N+]([O-])c1ccc([O-])cc1
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

Statements

11 statements

11 statements · 2 reference databases · Subject: 4-nitrophenol · Sources: Human-GEM, Rhea

Order

4-nitrophenol is converted to 4-nitrophenyl sulfateCompoundHuman-GEM MAR07688Inferred only
4-nitrophenol is metabolised by CYP2E1ProteinHuman-GEM MAR08034Inferred only
4-nitrophenol is metabolised by CYP2E1ProteinHuman-GEM MAR20032Inferred only
4-nitrophenol is metabolised by CYP2E1ProteinHuman-GEM MAR20031Inferred only
4-nitrophenol is metabolised by SULT1A1ProteinRhea RHEA:66548Inferred only
4-nitrophenol is metabolised by SULT1A1ProteinHuman-GEM MAR07688Inferred only
4-nitrophenol is metabolised by SULT1A2ProteinHuman-GEM MAR07688Inferred only
4-nitrophenol is metabolised by SULT1A3ProteinHuman-GEM MAR07688Inferred only
4-nitrophenol is metabolised by SULT1A3ProteinRhea RHEA:66548Inferred only
4-nitrophenol is metabolised by SULT1A4ProteinHuman-GEM MAR07688Inferred only
4-nitrophenol is metabolised by SULT1A4ProteinRhea RHEA:66548Inferred only

Reactions

13 reactions

3'-phospho-5'-adenylyl sulfate+4-nitrophenol4-nitrophenyl sulfate+proton+adenosine 3',5'-bismonophosphate
Catalysed by SULT1A1 or SULT1A2 or SULT1A4 or SULT1A3
Reaction pageLeft to rightBalancedEC 2.8.2.1GO:0005829
Human-GEM MAR07688CC BY 4.0Reference data
4-nitrophenol4-nitrophenol
Reaction pageReversibleBalancedGO:0005829, GO:0005615
Human-GEM MAR07690CC BY 4.0Reference data
proton+NADPH(4-)+dioxygen+4-nitrophenolMAM01019c+water+NADP(3-)
Catalysed by CYP2E1
Reaction pageLeft to rightBalancedEC 1.14.13.-GO:0005829
Human-GEM MAR08034CC BY 4.0Reference data
4-nitrophenol
Reaction pageReversibleBalance undeterminableGO:0005615
Human-GEM MAR09101CC BY 4.0Reference data
MAM01020e+waterphosphate(3-)+4-nitrophenol
Catalysed by ACP3 or ACP5 or ACP2 or ACP4 or PXYLP1 or ALPL or ACP6 or ALPP or ALPG or ALPI
Reaction pageLeft to rightBalancedEC 3.1.3.1, 3.1.3.2, 3.1.3.41GO:0005615
Human-GEM MAR09569CC BY 4.0Reference data
proton+NADPH(4-)+dioxygen+4-nitrophenolMAM01019r+water+NADP(3-)
Catalysed by CYP2E1
Reaction pageLeft to rightBalancedEC 1.14.13.n7GO:0005783
Human-GEM MAR20031CC BY 4.0Reference data
proton+NADPH(4-)+dioxygen+4-nitrophenolMAM01019i+water+NADP(3-)
Catalysed by CYP2E1
Reaction pageLeft to rightBalancedEC 1.14.13.n7GO:0005758
Human-GEM MAR20032CC BY 4.0Reference data
4-nitrophenol+NADH(2-)+dioxygen+hydronCHEBI:57730+NAD(1-)+water
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:12568CC BY 4.0Reference data
CHEBI:27827+waterCHEBI:140537+4-nitrophenol+2hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:18053CC BY 4.0Reference data
CHEBI:61146+water4-nitrophenol+hydrogenphosphate+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:21664CC BY 4.0Reference data
4-nitrophenol+NADPH(4-)+dioxygen+hydronCHEBI:57730+NADP(3-)+water
Catalysed by CYP2E1
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:26205CC BY 4.0Reference data
4-nitrophenol+NADPH(4-)+dioxygen+hydronCHEBI:16509+nitrite+NADP(3-)+water
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:34327CC BY 4.0Reference data

Show the remaining 1

Other names

10 names

Resolves to: 4-nitrophenol

Also called: 4-nitrobenzen-1-olate4-nitrophenolate anion4-nitrophenolate(1-)4-nitrophenolate(1−)p-nitrophenolatep-nitrophenolate anionp-nitrophenolate ionp-nitrophenolate(1-)p-nitrophenolate(1−)
Systematic name: 4-nitrophenolate