Compound
protoporphyrin IX
The dicarboxylate anion of protoporphyrin, obtained by deprotonation of both carboxy groups.
Definition from ChEBI (CHEBI:57306), read 2026-09-23. CC BY 4.0.
Structure
No three-dimensional record for this entry.
- Class
- Organic compound, anion
- Formula
- C34H32N4O4
- Mass
- 560.654 g/mol
- Charge
- -2
- InChIKey
- KSFOVUSSGSKXFI-UJJXFSCMSA-L
- SMILES
- C=CC1=C(C)c2cc3nc(cc4nc(cc5nc(cc1n2)c(C)c5CCC(=O)[O-])C(CCC(=O)[O-])=C4C)c(C)c3C=C
- Look it up
- ChEBIBy InChIKey
Identity from ChEBI. Not evidence.
What it touches on the way
Mechanistic reach
3 entities
3 entities reached.
What the reference databases state
Statements
11 statements
11 statements · 2 reference databases · Subject: protoporphyrin IX · Sources: Human-GEM, Rhea
- protoporphyrinogen is converted to protoporphyrin IXCompoundHuman-GEM MAR01643Inferred only
- protoporphyrinogen is converted to protoporphyrin IXCompoundHuman-GEM MAR04755Inferred only
- protoporphyrinogen is converted to protoporphyrin IXCompoundHuman-GEM MAR04757Inferred only
- protoporphyrinogen is converted to protoporphyrin IXCompoundHuman-GEM MAR11316Inferred only
- protoporphyrin IX is converted to protoporphyrinogen IXCompoundRhea RHEA:25576Inferred only
- protoporphyrinogen IX is converted to protoporphyrin IXCompoundRhea RHEA:25576Inferred only
- protoporphyrin IX is a substrate of FECHProteinHuman-GEM MAR01044Inferred only
- protoporphyrin IX is a substrate of FECHProteinRhea RHEA:22584Inferred only
- protoporphyrin IX is a substrate of PPOXProteinRhea RHEA:25576Inferred only
- protoporphyrin IX is transported by ABCB6ProteinRhea RHEA:61336Inferred only
- protoporphyrin IX is transported by ABCG2ProteinHuman-GEM MAR11786Inferred only
Reactions
18 reactions
iron(2+)+protoporphyrin IX2proton+heme b
Catalysed by FECH
Reaction pageLeft to rightBalancedEC 4.98.1.1mitochondrial matrix
Human-GEM MAR01044CC BY 4.0Reference data
3dioxygen+2protoporphyrinogen6water+2protoporphyrin IX
Catalysed by PPOX
Reaction pageLeft to rightBalancedEC 1.3.3.4mitochondrial matrix
Human-GEM MAR01643CC BY 4.0Reference data
3dioxygen+protoporphyrinogen3hydrogen peroxide+protoporphyrin IX
Catalysed by PPOX
Reaction pageLeft to rightBalancedEC 1.3.3.4mitochondrial matrix
Human-GEM MAR04755CC BY 4.0Reference data
protoporphyrin IXprotoporphyrin IX
Reaction pageReversibleBalancedcytosol, mitochondrial matrix
Human-GEM MAR04756CC BY 4.0Reference data
3dioxygen+protoporphyrinogen3hydrogen peroxide+protoporphyrin IX
Catalysed by PPOX
Reaction pageLeft to rightBalancedEC 1.3.3.4cytosol
Human-GEM MAR04757CC BY 4.0Reference data
1.5dioxygen+protoporphyrinogen3water+protoporphyrin IX
Reaction pageLeft to rightBalancedcytosol
Human-GEM MAR11316CC BY 4.0Reference data
iron(2+)+protoporphyrin IX2proton+heme b
Reaction pageLeft to rightBalancedcytosol
Human-GEM MAR11406CC BY 4.0Reference data
ATP+water+protoporphyrin IXADP+proton+phosphate(3-)+protoporphyrin IX
Transported by ABCG2
Reaction pageLeft to rightBalancedEC 7.6.2.2cytosol, extracellular space
Human-GEM MAR11786CC BY 4.0Reference data
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR11954CC BY 4.0Reference data
protoporphyrin IX+magnesium(2+)+ATP(4-)+waterCHEBI:60492+ADP(3-)+hydrogenphosphate+3hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:13961CC BY 4.0Reference data
heme b+2hydronprotoporphyrin IX+iron(2+)
Catalysed by FECH
Reaction pageRight to leftBalanced
Rhea RHEA:22584CC BY 4.0Reference data
protoporphyrinogen IX+3dioxygenprotoporphyrin IX+3hydrogen peroxide
Catalysed by PPOX
Reaction pageDirection not assertedBalanced
Rhea RHEA:25576CC BY 4.0Reference data
Where it reaches
5 systems, 7 regions, 14 tissues, 14 transporter routes — routes, not measurements: transporters known to carry protoporphyrin IX are expressed there, and no source reports it arriving.
Loading the model…
Other names
1 name
Resolves to: protoporphyrin IX
- Systematic name
- 7,12-diethenyl-3,8,13,17-tetramethylporphyrin-2,18-dipropanoate