acetyl-CoA
type: SmallMolecule
comment: SPECIES_TYPE=SIMPLE_MOLECULE

4-Hydroxy-2-ketovalerate aldolase
type: Protein
entity reference: 4-Hydroxy-2-ketovalerate aldolase
comment: SPECIES_TYPE=PROTEIN

cis-3-(carboxyethyl)-3,5-cyclohexadiene-1,2-diol
type: SmallMolecule
comment: SPECIES_TYPE=SIMPLE_MOLECULE

4-hydroxy-2-oxovalerate aldolase
type: ProteinReference
xref: uniprot P51020 4
organism: Escherichia coli

CATALYSIS
type: Catalysis
controlled: STATE_TRANSITION_LEFT__NAD-_cis_3__carboxyethyl__3,5_cyclohexadiene_1,2_diol-RIGHT__NADH-_3_phenylpropionate-_O2-_r1
controller: 3-Phenylpropionate dioxygenase

STATE_TRANSITION_LEFT__NADH-_3__3_hydroxyphenyl__propionate-_O2-RIGHT__3__2,3_dihydroxyphenyl__propionate-_H2O-_NAD-_r4
type: BiochemicalReaction
conversion direction: LEFT_TO_RIGHT
xref: STATE TRANSITION
participant stoichiometry: PARTICIPANT STOICHIOMETRY r4 12
participant stoichiometry: PARTICIPANT STOICHIOMETRY r4 13
participant stoichiometry: PARTICIPANT STOICHIOMETRY r4 17
participant stoichiometry: PARTICIPANT STOICHIOMETRY r4 14
participant stoichiometry: PARTICIPANT STOICHIOMETRY r4 15
participant stoichiometry: PARTICIPANT STOICHIOMETRY r4 16
left: O2
left: NADH
left: 3-(3-hydroxyphenyl) propionate
interaction type: STATE_TRANSITION
right: NAD
right: H2O
right: 3-(2,3-dihydroxyphenyl) propionate

O2
type: SmallMolecule
comment: SPECIES_TYPE=SIMPLE_MOLECULE

CATALYSIS
type: Catalysis
controlled: STATE_TRANSITION_LEFT__acetaldehyde-_NAD-_CoA-RIGHT__NADH-_acetyl_CoA-_r9
controller: Acetaldehyde dehydrogenase

uniprot O06334 2
type: UnificationXref
id: O06334
db: uniprot

STATE_TRANSITION_LEFT__3__2,3_dihydroxyphenyl__propionate-_O2-RIGHT__2_hydroxy_6_keto_nonadienedicarboxylate-_r5
type: BiochemicalReaction
conversion direction: LEFT_TO_RIGHT
xref: STATE TRANSITION
participant stoichiometry: PARTICIPANT STOICHIOMETRY r5 9
participant stoichiometry: PARTICIPANT STOICHIOMETRY r5 10
participant stoichiometry: PARTICIPANT STOICHIOMETRY r5 11
left: O2
left: 3-(2,3-dihydroxyphenyl) propionate
interaction type: STATE_TRANSITION
right: 2-hydroxy-6-keto-nonadienedicarboxylate

acetaldehyde
type: SmallMolecule
comment: SPECIES_TYPE=SIMPLE_MOLECULE

PARTICIPANT STOICHIOMETRY r3 19
type: Stoichiometry
physical entity: cis-3-(carboxyethyl)-3,5-cyclohexadiene-1,2-diol
stoichiometric coefficient: 1.0

4-hydroxy-2-ketovalerate
type: SmallMolecule
comment: SPECIES_TYPE=SIMPLE_MOLECULE

PARTICIPANT STOICHIOMETRY r3 18
type: Stoichiometry
physical entity: NAD
stoichiometric coefficient: 1.0

succinate
type: SmallMolecule
comment: SPECIES_TYPE=SIMPLE_MOLECULE

3-Phenylpropionate dioxygenase
type: Protein
comment: SPECIES_TYPE=PROTEIN

PARTICIPANT STOICHIOMETRY r6 43
type: Stoichiometry
physical entity: H2O
stoichiometric coefficient: 1.0

4-hydroxy-2-oxovalerate aldolase
type: ProteinReference
xref: uniprot P9WMK5 6
organism: Mycobacterium tuberculosis

CATALYSIS
type: Catalysis
controlled: STATE_TRANSITION_LEFT__NADH-_3_phenylpropionate-_O2-RIGHT__NAD-_cis_3__carboxyethyl__3,5_cyclohexadiene_1,2_diol-_r2
controller: 3-Phenylpropionate dioxygenase

PARTICIPANT STOICHIOMETRY r5 10
type: Stoichiometry
physical entity: O2
stoichiometric coefficient: 1.0

CATALYSIS
type: Catalysis
controlled: STATE_TRANSITION_LEFT__4_hydroxy_2_ketovalerate-RIGHT__acetaldehyde-_pyruvate-_r8
controller: 4-Hydroxy-2-ketovalerate aldolase

PARTICIPANT STOICHIOMETRY r5 11
type: Stoichiometry
physical entity: 2-hydroxy-6-keto-nonadienedicarboxylate
stoichiometric coefficient: 1.0

3-(3-hydroxyphenyl) propionate
type: SmallMolecule
comment: SPECIES_TYPE=SIMPLE_MOLECULE

PARTICIPANT STOICHIOMETRY r1 30
type: Stoichiometry
physical entity: 3-phenylpropionate
stoichiometric coefficient: 1.0

PARTICIPANT STOICHIOMETRY r1 31
type: Stoichiometry
physical entity: O2
stoichiometric coefficient: 1.0

4-Hydroxy-2-ketovalerate aldolase
type: ProteinReference
xref: P03106
comment: ENTITY_REFERENCE_PROTEIN_TYPE=GENERIC
comment: ENTITY_REFERENCE_ID_DESC=Phenylpropionate degradation.PROTEIN.GENERIC.4-Hydroxy-2-ketovalerate_br_aldolase
comment: ENTITY_REFERENCE_NOTES= Long Name: 4-Hydroxy-2-ketovalerate aldolase Synonym: Synonym not specified Accession: P03106
member entity reference: 4-hydroxy-2-oxovalerate aldolase
member entity reference: Probable 4-hydroxy-2-oxovalerate aldolase MhpE (HOA)

PARTICIPANT STOICHIOMETRY r3 21
type: Stoichiometry
physical entity: NADH
stoichiometric coefficient: 1.0

Acetaldehyde dehydrogenase
type: Protein
comment: SPECIES_TYPE=PROTEIN

PARTICIPANT STOICHIOMETRY r3 20
type: Stoichiometry
physical entity: 3-(2,3-dihydroxyphenyl) propionate
stoichiometric coefficient: 1.0

ncbitaxon 100226 8
type: UnificationXref
id: 100226
db: ncbitaxon

CATALYSIS
type: Catalysis
controlled: STATE_TRANSITION_LEFT__NADH-_3__3_hydroxyphenyl__propionate-_O2-RIGHT__3__2,3_dihydroxyphenyl__propionate-_H2O-_NAD-_r4
controller: 3-(3-Hydroxyphenyl)propionate 2-hydroxylase

STATE_TRANSITION_LEFT__acetaldehyde-_NAD-_CoA-RIGHT__NADH-_acetyl_CoA-_r9
type: BiochemicalReaction
conversion direction: LEFT_TO_RIGHT
xref: STATE TRANSITION
participant stoichiometry: PARTICIPANT STOICHIOMETRY r9 36
participant stoichiometry: PARTICIPANT STOICHIOMETRY r9 34
participant stoichiometry: PARTICIPANT STOICHIOMETRY r9 35
participant stoichiometry: PARTICIPANT STOICHIOMETRY r9 33
participant stoichiometry: PARTICIPANT STOICHIOMETRY r9 32
left: NAD
left: CoA
left: acetaldehyde
interaction type: STATE_TRANSITION
right: acetyl-CoA
right: NADH

uniprot P51020 4
type: UnificationXref
id: P51020
db: uniprot

uniprot P9WMK5 6
type: UnificationXref
id: P9WMK5
db: uniprot

PARTICIPANT STOICHIOMETRY r1 27
type: Stoichiometry
physical entity: NAD
stoichiometric coefficient: 1.0

PARTICIPANT STOICHIOMETRY r1 28
type: Stoichiometry
physical entity: cis-3-(carboxyethyl)-3,5-cyclohexadiene-1,2-diol
stoichiometric coefficient: 1.0

NADH
type: SmallMolecule
comment: SPECIES_TYPE=SIMPLE_MOLECULE

PARTICIPANT STOICHIOMETRY r6 44
type: Stoichiometry
physical entity: 2-hydroxy-6-keto-nonadienedicarboxylate
stoichiometric coefficient: 1.0

PARTICIPANT STOICHIOMETRY r6 45
type: Stoichiometry
physical entity: succinate
stoichiometric coefficient: 1.0

PARTICIPANT STOICHIOMETRY r6 46
type: Stoichiometry
physical entity: 2-oxopent-4-enoate
stoichiometric coefficient: 1.0

PARTICIPANT STOICHIOMETRY r1 29
type: Stoichiometry
physical entity: NADH
stoichiometric coefficient: 1.0

CoA
type: SmallMolecule
comment: SPECIES_TYPE=SIMPLE_MOLECULE

ncbitaxon 83332 3
type: UnificationXref
id: 83332
db: ncbitaxon

PARTICIPANT STOICHIOMETRY r4 13
type: Stoichiometry
physical entity: 3-(3-hydroxyphenyl) propionate
stoichiometric coefficient: 1.0

PARTICIPANT STOICHIOMETRY r4 14
type: Stoichiometry
physical entity: O2
stoichiometric coefficient: 1.0

PARTICIPANT STOICHIOMETRY r4 15
type: Stoichiometry
physical entity: 3-(2,3-dihydroxyphenyl) propionate
stoichiometric coefficient: 1.0

PARTICIPANT STOICHIOMETRY r4 16
type: Stoichiometry
physical entity: H2O
stoichiometric coefficient: 1.0

3-(3-Hydroxyphenyl)propionate 2-hydroxylase
type: Protein
comment: SPECIES_TYPE=PROTEIN

4-hydroxy-2-oxovalerate aldolase
type: ProteinReference
xref: uniprot Q99PZ1 7
organism: Streptomyces coelicolor

PARTICIPANT STOICHIOMETRY r4 12
type: Stoichiometry
physical entity: NADH
stoichiometric coefficient: 1.0

PARTICIPANT STOICHIOMETRY r4 17
type: Stoichiometry
physical entity: NAD
stoichiometric coefficient: 1.0

PARTICIPANT STOICHIOMETRY r2 26
type: Stoichiometry
physical entity: cis-3-(carboxyethyl)-3,5-cyclohexadiene-1,2-diol
stoichiometric coefficient: 1.0

3-(2,3-dihydroxyphenyl) propionate
type: SmallMolecule
comment: SPECIES_TYPE=SIMPLE_MOLECULE

Probable 4-hydroxy-2-oxovalerate aldolase MhpE (HOA)
type: ProteinReference
xref: uniprot O06334 2
organism: Mycobacterium tuberculosis

2-oxopent-4-enoate
type: SmallMolecule
comment: SPECIES_TYPE=SIMPLE_MOLECULE

PANTHER Pathway P02767 1
type: UnificationXref
id: P02767
db: PANTHER Pathway

Streptomyces coelicolor
type: BioSource
xref: ncbitaxon 100226 8

CATALYSIS
type: Catalysis
controlled: STATE_TRANSITION_LEFT__H2O-_2_oxopent_4_enoate-RIGHT__4_hydroxy_2_ketovalerate-_r7
controller: 2-Keto-4-pentenoate hydratase

PARTICIPANT STOICHIOMETRY r2 23
type: Stoichiometry
physical entity: 3-phenylpropionate
stoichiometric coefficient: 1.0

STATE_TRANSITION_LEFT__H2O-_2_oxopent_4_enoate-RIGHT__4_hydroxy_2_ketovalerate-_r7
type: BiochemicalReaction
conversion direction: LEFT_TO_RIGHT
xref: STATE TRANSITION
participant stoichiometry: PARTICIPANT STOICHIOMETRY r7 42
participant stoichiometry: PARTICIPANT STOICHIOMETRY r7 41
participant stoichiometry: PARTICIPANT STOICHIOMETRY r7 40
left: H2O
left: 2-oxopent-4-enoate
interaction type: STATE_TRANSITION
right: 4-hydroxy-2-ketovalerate

PARTICIPANT STOICHIOMETRY r2 22
type: Stoichiometry
physical entity: NADH
stoichiometric coefficient: 1.0

PARTICIPANT STOICHIOMETRY r2 25
type: Stoichiometry
physical entity: NAD
stoichiometric coefficient: 1.0

PARTICIPANT STOICHIOMETRY r2 24
type: Stoichiometry
physical entity: O2
stoichiometric coefficient: 1.0

STATE_TRANSITION
type: InteractionVocabulary

STATE_TRANSITION
type: RelationshipTypeVocabulary

STATE_TRANSITION_LEFT__4_hydroxy_2_ketovalerate-RIGHT__acetaldehyde-_pyruvate-_r8
type: BiochemicalReaction
conversion direction: LEFT_TO_RIGHT
xref: STATE TRANSITION
participant stoichiometry: PARTICIPANT STOICHIOMETRY r8 38
participant stoichiometry: PARTICIPANT STOICHIOMETRY r8 37
participant stoichiometry: PARTICIPANT STOICHIOMETRY r8 39
left: 4-hydroxy-2-ketovalerate
interaction type: STATE_TRANSITION
right: acetaldehyde
right: pyruvate

uniprot Q99PZ1 7
type: UnificationXref
id: Q99PZ1
db: uniprot

NAD
type: SmallMolecule
comment: SPECIES_TYPE=SIMPLE_MOLECULE

PARTICIPANT STOICHIOMETRY r7 40
type: Stoichiometry
physical entity: H2O
stoichiometric coefficient: 1.0

P03106
type: UnificationXref
id: P03106
db: PANTHER Pathway Component

3-(2,3-Dihydroxyphenyl) propionate dioxygenase
type: Protein
comment: SPECIES_TYPE=PROTEIN

STATE_TRANSITION_LEFT__NAD-_cis_3__carboxyethyl__3,5_cyclohexadiene_1,2_diol-RIGHT__3__2,3_dihydroxyphenyl__propionate-_NADH-_r3
type: BiochemicalReaction
conversion direction: LEFT_TO_RIGHT
xref: STATE TRANSITION
participant stoichiometry: PARTICIPANT STOICHIOMETRY r3 20
participant stoichiometry: PARTICIPANT STOICHIOMETRY r3 19
participant stoichiometry: PARTICIPANT STOICHIOMETRY r3 21
participant stoichiometry: PARTICIPANT STOICHIOMETRY r3 18
left: NAD
left: cis-3-(carboxyethyl)-3,5-cyclohexadiene-1,2-diol
interaction type: STATE_TRANSITION
right: NADH
right: 3-(2,3-dihydroxyphenyl) propionate

PARTICIPANT STOICHIOMETRY r7 42
type: Stoichiometry
physical entity: 4-hydroxy-2-ketovalerate
stoichiometric coefficient: 1.0

PARTICIPANT STOICHIOMETRY r7 41
type: Stoichiometry
physical entity: 2-oxopent-4-enoate
stoichiometric coefficient: 1.0

3-Phenylproprionate-2,3-dihydrodiol dehydrogenase
type: Protein
comment: SPECIES_TYPE=PROTEIN

2-hydroxy-6-keto-nonadienedicarboxylate
type: SmallMolecule
comment: SPECIES_TYPE=SIMPLE_MOLECULE

CATALYSIS
type: Catalysis
controlled: STATE_TRANSITION_LEFT__3__2,3_dihydroxyphenyl__propionate-_O2-RIGHT__2_hydroxy_6_keto_nonadienedicarboxylate-_r5
controller: 3-(2,3-Dihydroxyphenyl) propionate dioxygenase

PARTICIPANT STOICHIOMETRY r9 34
type: Stoichiometry
physical entity: CoA
stoichiometric coefficient: 1.0

PARTICIPANT STOICHIOMETRY r9 35
type: Stoichiometry
physical entity: NADH
stoichiometric coefficient: 1.0

pyruvate
type: SmallMolecule
comment: SPECIES_TYPE=SIMPLE_MOLECULE

PARTICIPANT STOICHIOMETRY r9 32
type: Stoichiometry
physical entity: acetaldehyde
stoichiometric coefficient: 1.0

PARTICIPANT STOICHIOMETRY r9 33
type: Stoichiometry
physical entity: NAD
stoichiometric coefficient: 1.0

ncbitaxon 83333 5
type: UnificationXref
id: 83333
db: ncbitaxon

CATALYSIS
type: Catalysis
controlled: STATE_TRANSITION_LEFT__NAD-_cis_3__carboxyethyl__3,5_cyclohexadiene_1,2_diol-RIGHT__3__2,3_dihydroxyphenyl__propionate-_NADH-_r3
controller: 3-Phenylproprionate-2,3-dihydrodiol dehydrogenase

STATE_TRANSITION_LEFT__NADH-_3_phenylpropionate-_O2-RIGHT__NAD-_cis_3__carboxyethyl__3,5_cyclohexadiene_1,2_diol-_r2
type: BiochemicalReaction
conversion direction: LEFT_TO_RIGHT
xref: STATE TRANSITION
participant stoichiometry: PARTICIPANT STOICHIOMETRY r2 25
participant stoichiometry: PARTICIPANT STOICHIOMETRY r2 23
participant stoichiometry: PARTICIPANT STOICHIOMETRY r2 26
participant stoichiometry: PARTICIPANT STOICHIOMETRY r2 22
participant stoichiometry: PARTICIPANT STOICHIOMETRY r2 24
left: O2
left: NADH
left: 3-phenylpropionate
interaction type: STATE_TRANSITION
right: NAD
right: cis-3-(carboxyethyl)-3,5-cyclohexadiene-1,2-diol

STATE_TRANSITION_LEFT__H2O-_2_hydroxy_6_keto_nonadienedicarboxylate-RIGHT__succinate-_2_oxopent_4_enoate-_r6
type: BiochemicalReaction
conversion direction: LEFT_TO_RIGHT
xref: STATE TRANSITION
participant stoichiometry: PARTICIPANT STOICHIOMETRY r6 45
participant stoichiometry: PARTICIPANT STOICHIOMETRY r6 44
participant stoichiometry: PARTICIPANT STOICHIOMETRY r6 46
participant stoichiometry: PARTICIPANT STOICHIOMETRY r6 43
left: 2-hydroxy-6-keto-nonadienedicarboxylate
left: H2O
interaction type: STATE_TRANSITION
right: 2-oxopent-4-enoate
right: succinate

Phenylpropionate degradation
type: Pathway
pathway component: STATE_TRANSITION_LEFT__H2O-_2_oxopent_4_enoate-RIGHT__4_hydroxy_2_ketovalerate-_r7
pathway component: STATE_TRANSITION_LEFT__H2O-_2_hydroxy_6_keto_nonadienedicarboxylate-RIGHT__succinate-_2_oxopent_4_enoate-_r6
pathway component: STATE_TRANSITION_LEFT__NAD-_cis_3__carboxyethyl__3,5_cyclohexadiene_1,2_diol-RIGHT__3__2,3_dihydroxyphenyl__propionate-_NADH-_r3
pathway component: STATE_TRANSITION_LEFT__NADH-_3_phenylpropionate-_O2-RIGHT__NAD-_cis_3__carboxyethyl__3,5_cyclohexadiene_1,2_diol-_r2
pathway component: STATE_TRANSITION_LEFT__NAD-_cis_3__carboxyethyl__3,5_cyclohexadiene_1,2_diol-RIGHT__NADH-_3_phenylpropionate-_O2-_r1
pathway component: STATE_TRANSITION_LEFT__3__2,3_dihydroxyphenyl__propionate-_O2-RIGHT__2_hydroxy_6_keto_nonadienedicarboxylate-_r5
pathway component: STATE_TRANSITION_LEFT__acetaldehyde-_NAD-_CoA-RIGHT__NADH-_acetyl_CoA-_r9
pathway component: STATE_TRANSITION_LEFT__4_hydroxy_2_ketovalerate-RIGHT__acetaldehyde-_pyruvate-_r8
pathway component: STATE_TRANSITION_LEFT__NADH-_3__3_hydroxyphenyl__propionate-_O2-RIGHT__3__2,3_dihydroxyphenyl__propionate-_H2O-_NAD-_r4
xref: PANTHER Pathway P02767 1
comment: MODEL_NOTES= Phenylpropionate degradation is the breakdown of phenylpropionate to acetyl-CoA which is utilized for energy production. Website=www.biocyc.org/Ecoli/Pathways/ free text=Voet and Voet (textbook) Biochemistry

PARTICIPANT STOICHIOMETRY r9 36
type: Stoichiometry
physical entity: acetyl-CoA
stoichiometric coefficient: 1.0

2-Hydroxy-6-ketonona-2,4-dienedioate hydrolase
type: Protein
comment: SPECIES_TYPE=PROTEIN

CATALYSIS
type: Catalysis
controlled: STATE_TRANSITION_LEFT__H2O-_2_hydroxy_6_keto_nonadienedicarboxylate-RIGHT__succinate-_2_oxopent_4_enoate-_r6
controller: 2-Hydroxy-6-ketonona-2,4-dienedioate hydrolase

PARTICIPANT STOICHIOMETRY r8 38
type: Stoichiometry
physical entity: acetaldehyde
stoichiometric coefficient: 1.0

PARTICIPANT STOICHIOMETRY r8 37
type: Stoichiometry
physical entity: 4-hydroxy-2-ketovalerate
stoichiometric coefficient: 1.0

3-phenylpropionate
type: SmallMolecule
comment: SPECIES_TYPE=SIMPLE_MOLECULE

PARTICIPANT STOICHIOMETRY r5 9
type: Stoichiometry
physical entity: 3-(2,3-dihydroxyphenyl) propionate
stoichiometric coefficient: 1.0

2-Keto-4-pentenoate hydratase
type: Protein
comment: SPECIES_TYPE=PROTEIN

PARTICIPANT STOICHIOMETRY r8 39
type: Stoichiometry
physical entity: pyruvate
stoichiometric coefficient: 1.0

Mycobacterium tuberculosis
type: BioSource
xref: ncbitaxon 83332 3

Escherichia coli
type: BioSource
xref: ncbitaxon 83333 5

STATE_TRANSITION_LEFT__NAD-_cis_3__carboxyethyl__3,5_cyclohexadiene_1,2_diol-RIGHT__NADH-_3_phenylpropionate-_O2-_r1
type: BiochemicalReaction
conversion direction: LEFT_TO_RIGHT
xref: STATE TRANSITION
participant stoichiometry: PARTICIPANT STOICHIOMETRY r1 29
participant stoichiometry: PARTICIPANT STOICHIOMETRY r1 31
participant stoichiometry: PARTICIPANT STOICHIOMETRY r1 27
participant stoichiometry: PARTICIPANT STOICHIOMETRY r1 28
participant stoichiometry: PARTICIPANT STOICHIOMETRY r1 30
left: NAD
left: cis-3-(carboxyethyl)-3,5-cyclohexadiene-1,2-diol
interaction type: STATE_TRANSITION
right: O2
right: NADH
right: 3-phenylpropionate

H2O
type: SmallMolecule
comment: SPECIES_TYPE=SIMPLE_MOLECULE