Reference/HMDB HMDB0060153
type: UnificationXref
id: HMDB0060153
db: HMDB

Reference/ChemSpider 17215925
type: UnificationXref
id: 17215925
db: ChemSpider

Reference/BioCyc CPD-412
type: UnificationXref
id: CPD-412
db: BioCyc

Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Hydrogen Ion
stoichiometric coefficient: 1.0

ChemicalStructure/PW C041674
type: ChemicalStructure
structure format: SMILES

Reference/TAXONOMY 3702
type: UnificationXref
id: 3702
db: TAXONOMY

Cinnamate 4-hydroxylase
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Cinnamate 4-hydroxylase

2.3.1.133
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001099 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C096924 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C041674 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001769 Endoplasmic Reticulum/Stoichiometry/1.0
right: 4-Coumaroylshikimic acid
right: Coenzyme A
spontaneous: false
EC number: 2.3.1.133
left: Shikimic acid
left: Coumaroyl-CoA
name: Coumaroyl-CoA + Shikimic acid → 4-Coumaroylshikimic acid + Coenzyme A
conversion direction: LEFT_TO_RIGHT

Reference/ChemSpider 937
type: UnificationXref
id: 937
db: ChemSpider

2.3.1.133
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001795 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001099 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C096922 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044502 Endoplasmic Reticulum/Stoichiometry/1.0
right: Chlorogenic acid
right: Coenzyme A
spontaneous: false
EC number: 2.3.1.133
left: Caffeoyl-CoA
left: Quinate
name: Caffeoyl-CoA + Quinate ← Chlorogenic acid + Coenzyme A
conversion direction: RIGHT_TO_LEFT

2.3.1.133
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001099 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C041674 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C044502 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C010915 Endoplasmic Reticulum/Stoichiometry/1.0
right: 3-O-p-Coumaroylquinic acid
right: Coenzyme A
spontaneous: false
EC number: 2.3.1.133
left: Coumaroyl-CoA
left: Quinate
name: Coumaroyl-CoA + Quinate → 3-O-p-Coumaroylquinic acid + Coenzyme A
conversion direction: LEFT_TO_RIGHT

Quinate
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Quinate

Reaction108390
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001099 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C096922 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C015054 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001769 Endoplasmic Reticulum/Stoichiometry/1.0
right: Shikimic acid
right: Caffeoyl-CoA
spontaneous: false
left: Dattelic acid
left: Coenzyme A
name: Coenzyme A + Dattelic acid → Caffeoyl-CoA + Shikimic acid
conversion direction: LEFT_TO_RIGHT

Reaction108391
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C096925 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C041674 Endoplasmic Reticulum/Stoichiometry/1.0
right: Water
right: Coumaroyl-CoA
right: NADP
spontaneous: false
left: Cinnamoyl-CoA
left: Hydrogen Ion
left: Oxygen
left: NADPH
name: Cinnamoyl-CoA + Hydrogen Ion + NADPH + Oxygen → Coumaroyl-CoA + NADP + Water
conversion direction: LEFT_TO_RIGHT

Reaction108392
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001795 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C010915 Endoplasmic Reticulum/Stoichiometry/1.0
right: Water
right: NADP
right: Chlorogenic acid
spontaneous: false
left: 3-O-p-Coumaroylquinic acid
left: Hydrogen Ion
left: Oxygen
left: NADPH
name: 3-O-p-Coumaroylquinic acid + Hydrogen Ion + NADPH + Oxygen → Chlorogenic acid + NADP + Water
conversion direction: LEFT_TO_RIGHT

Reaction108393
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C096924 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C015054 Endoplasmic Reticulum/Stoichiometry/1.0
right: Dattelic acid
right: Water
right: NADP
spontaneous: false
left: 4-Coumaroylshikimic acid
left: Hydrogen Ion
left: Oxygen
left: NADPH
name: 4-Coumaroylshikimic acid + Hydrogen Ion + NADPH + Oxygen → Dattelic acid + NADP + Water
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C001420
type: ChemicalStructure
structure format: SMILES
structure data: O

Reference/ChEBI CHEBI 87449
type: UnificationXref
id: CHEBI:87449
db: ChEBI

Reference/HMDB HMDB0001185
type: UnificationXref
id: HMDB0001185
db: HMDB

3-O-p-Coumaroylquinic acid
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 3-O-p-Coumaroylquinic acid

Reference/KEGG Compound C00323
type: UnificationXref
id: C00323
db: KEGG Compound

Compound/PW C001795 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Chlorogenic acid
stoichiometric coefficient: 1.0

Reference/PubChem-compound 6816
type: UnificationXref
id: 6816
db: PubChem-compound

ChemicalStructure/PW C001795
type: ChemicalStructure
structure format: SMILES

Compound/PW C096925 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Cinnamoyl-CoA
stoichiometric coefficient: 1.0

Compound/PW C015054 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Dattelic acid
stoichiometric coefficient: 1.0

S-Adenosylmethionine
type: SmallMoleculeReference
xref: Reference/PubChem-compound 24762165
xref: Reference/KEGG Compound C00019
xref: Reference/ChemSpider 31983
xref: Reference/ChEBI CHEBI 15414
xref: Reference/CAS 485-80-3
xref: Reference/BioCyc S-ADENOSYLMETHIONINE
xref: Reference/HMDB HMDB0001185
chemical formula: C15H23N6O5S
molecular weight: 399.14505
structure: ChemicalStructure/PW C000921

ChemicalStructure/PW C096923
type: ChemicalStructure
structure format: SMILES

Reference/CAS 53-59-8
type: UnificationXref
id: 53-59-8
db: CAS

ChemicalStructure/PW C096924
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C096925
type: ChemicalStructure
structure format: SMILES

Reference/ChEBI CHEBI 16119
type: UnificationXref
id: CHEBI:16119
db: ChEBI

ChemicalStructure/PW C096922
type: ChemicalStructure
structure format: SMILES

Reference/PubChem-compound 1038
type: UnificationXref
id: 1038
db: PubChem-compound

Reference/ChEBI CHEBI 16112
type: UnificationXref
id: CHEBI:16112
db: ChEBI

Reference/ChEBI CHEBI 16474
type: UnificationXref
id: CHEBI:16474
db: ChEBI

Reference/ChemSpider 952
type: UnificationXref
id: 952
db: ChemSpider

Reference/CAS 196496-50-1
type: UnificationXref
id: 196496-50-1
db: CAS

Reference/CAS 485-80-3
type: UnificationXref
id: 485-80-3
db: CAS

Reference/PubChem-compound 6124136
type: UnificationXref
id: 6124136
db: PubChem-compound

Reference/ChemSpider 1405788
type: UnificationXref
id: 1405788
db: ChemSpider

ReactionCatalysis98503
type: Catalysis
controller: Cytochrome P450 98A3
controlled: Reaction108392
control type: ACTIVATION

ReactionCatalysis98504
type: Catalysis
controller: Cytochrome P450 98A3
controlled: Reaction108393
control type: ACTIVATION

ReactionCatalysis98501
type: Catalysis
controller: Hydroxycinnamoyl-CoA shikimate/quinate hydroxycinnamoyl transferase
controlled: Reaction108390
control type: ACTIVATION

Compound/PW C041674 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Coumaroyl-CoA
stoichiometric coefficient: 1.0

ReactionCatalysis98502
type: Catalysis
controller: Cinnamate 4-hydroxylase
controlled: Reaction108391
control type: ACTIVATION

Reference/ChemSpider 1010
type: UnificationXref
id: 1010
db: ChemSpider

Reference/KEGG Compound C00223
type: UnificationXref
id: C00223
db: KEGG Compound

ChemicalStructure/PW C001769
type: ChemicalStructure
structure format: SMILES
structure data: O[C@@H]1CC(=C[C@@H](O)[C@H]1O)C(O)=O

ReactionCatalysis98500
type: Catalysis
controller: Hydroxycinnamoyl-CoA shikimate/quinate hydroxycinnamoyl transferase
controlled: 2.3.1.133
control type: ACTIVATION

ChemicalStructure/PW C010915
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C001099
type: ChemicalStructure
structure format: SMILES

Reference/CAS 327-97-9 202650-88-2
type: UnificationXref
id: 327-97-9 202650-88-2
db: CAS

2.1.1.104
type: BiochemicalReaction
participant stoichiometry: Compound/PW C096922 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C096923 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000921 Endoplasmic Reticulum/Stoichiometry/1.0
right: Feruloyl-CoA
right: S-Adenosylmethionine
spontaneous: false
EC number: 2.1.1.104
left: S-Adenosylmethionine
left: Caffeoyl-CoA
name: Caffeoyl-CoA + S-Adenosylmethionine → Feruloyl-CoA + S-Adenosylmethionine
conversion direction: LEFT_TO_RIGHT

NADPH
type: SmallMoleculeReference
xref: Reference/CAS 53-57-6
xref: Reference/HMDB HMDB0000221
xref: Reference/PubChem-compound 22833512
xref: Reference/BioCyc NADPH
xref: Reference/ChemSpider 17215925
xref: Reference/KEGG Compound C00005
xref: Reference/ChEBI CHEBI 16474
chemical formula: C21H30N7O17P3
molecular weight: 745.0911
structure: ChemicalStructure/PW C000146

Hydrogen Ion
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Hydrogen Ion

NADP
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00006
xref: Reference/CAS 53-59-8
xref: Reference/BioCyc NAD(P)
xref: Reference/HMDB HMDB0000217
xref: Reference/ChEBI CHEBI 18009
xref: Reference/PubChem-compound 5886
xref: Reference/ChemSpider 5675
chemical formula: C21H29N7O17P3
molecular weight: 744.08325
structure: ChemicalStructure/PW C000143

Reference/BioCyc NADPH
type: UnificationXref
id: NADPH
db: BioCyc

ChemicalStructure/PW C000921
type: ChemicalStructure
structure format: SMILES

Reference/BioCyc CPD-6641
type: UnificationXref
id: CPD-6641
db: BioCyc

Compound/PW C001769 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Shikimic acid
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0001423
type: UnificationXref
id: HMDB0001423
db: HMDB

Reference/HMDB HMDB0000217
type: UnificationXref
id: HMDB0000217
db: HMDB

Reference/HMDB HMDB0003164
type: UnificationXref
id: HMDB0003164
db: HMDB

Reference/UniProt O49499
type: UnificationXref
id: O49499
db: UniProt

Reference/KEGG Compound C00007
type: UnificationXref
id: C00007
db: KEGG Compound

Reference/KEGG Compound C00006
type: UnificationXref
id: C00006
db: KEGG Compound

Reference/ChEBI CHEBI 15414
type: UnificationXref
id: CHEBI:15414
db: ChEBI

Reference/BioCyc CAFFEOYL-COA
type: UnificationXref
id: CAFFEOYL-COA
db: BioCyc

Reference/ChEBI CHEBI 18009
type: UnificationXref
id: CHEBI:18009
db: ChEBI

Reference/CAS 119785-99-8
type: UnificationXref
id: 119785-99-8
db: CAS

Reference/KEGG Compound C00001
type: UnificationXref
id: C00001
db: KEGG Compound

NADP
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: NADP

Reference/PubChem-compound 1794427
type: UnificationXref
id: 1794427
db: PubChem-compound

Reference/KEGG Compound C00005
type: UnificationXref
id: C00005
db: KEGG Compound

NADPH
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: NADPH

Reference/ChemSpider 4444183
type: UnificationXref
id: 4444183
db: ChemSpider

ChemicalStructure/PW C000143
type: ChemicalStructure
structure format: SMILES

Reference/HMDB HMDB0000221
type: UnificationXref
id: HMDB0000221
db: HMDB

Reference/PubChem-compound 5280555
type: UnificationXref
id: 5280555
db: PubChem-compound

ChemicalStructure/PW C000146
type: ChemicalStructure
structure format: SMILES

Cinnamate 4-hydroxylase
type: ProteinReference
xref: Reference/UniProt P92994
organism: Arabidopsis thaliana

Oxygen
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Oxygen

Reference/CAS 53-57-6
type: UnificationXref
id: 53-57-6
db: CAS

Reference/KEGG Compound C00019
type: UnificationXref
id: C00019
db: KEGG Compound

Quinate
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00296
xref: Reference/CAS 17230-85-2
xref: Reference/PubChem-compound 28414
xref: Reference/ChEBI CHEBI 29751
chemical formula: C7H12O6
molecular weight: 192.06339
structure: ChemicalStructure/PW C044502

Feruloyl-CoA
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Feruloyl-CoA

Stilbenoid, Diarylheptanoid, and Gingerol Biosynthesis
type: Pathway
pathway order: PathwayEnzymeReaction/1187063
pathway order: PathwayEnzymeReaction/1187074
pathway order: PathwayEnzymeReaction/1187064
pathway order: PathwayEnzymeReaction/1187065
pathway order: PathwayEnzymeReaction/1187067
pathway order: PathwayEnzymeReaction/1187068
pathway order: PathwaySubPathway/57026
pathway order: PathwayEnzymeReaction/1187070
pathway order: PathwayEnzymeReaction/1187071
pathway component: Phenylpropanoid biosynthesis (Arabidopsis thaliana)
pathway component: 2.3.1.133
pathway component: ReactionCatalysis98503
pathway component: ReactionCatalysis98504
pathway component: ReactionCatalysis98501
pathway component: ReactionCatalysis98502
pathway component: ReactionCatalysis98499
pathway component: ReactionCatalysis98500
pathway component: Reaction108390
pathway component: ReactionCatalysis98498
pathway component: Reaction108391
pathway component: Reaction108392
pathway component: ReactionCatalysis98496
pathway component: Reaction108393
pathway component: 2.1.1.104
xref: Reference/SMPDB SMP0063461
xref: Reference/PathWhiz PW064423
organism: Arabidopsis thaliana

Reference/BioCyc S-ADENOSYLMETHIONINE
type: UnificationXref
id: S-ADENOSYLMETHIONINE
db: BioCyc

Reference/KEGG Compound C00010
type: UnificationXref
id: C00010
db: KEGG Compound

Reference/KEGG Compound C00493
type: UnificationXref
id: C00493
db: KEGG Compound

Reference/UniProt P92994
type: UnificationXref
id: P92994
db: UniProt

Dattelic acid
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Dattelic acid

Reference/PubChem-compound 9945785
type: UnificationXref
id: 9945785
db: PubChem-compound

Reference/BioCyc NAD(P)
type: UnificationXref
id: NAD(P)
db: BioCyc

Hydrogen Ion
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00080
xref: Reference/ChEBI CHEBI 15378
xref: Reference/HMDB HMDB0059597
xref: Reference/PubChem-compound 1038
xref: Reference/ChemSpider 1010
chemical formula: H
molecular weight: 1.007825
structure: ChemicalStructure/PW C040034

Reference/ChEBI CHEBI 15511
type: UnificationXref
id: CHEBI:15511
db: ChEBI

Reference/HMDB HMDB0029681
type: UnificationXref
id: HMDB0029681
db: HMDB

Reference/HMDB HMDB0003070
type: UnificationXref
id: HMDB0003070
db: HMDB

ChemicalStructure/PW C015054
type: ChemicalStructure
structure format: SMILES

Reference/CAS 30801-99-1
type: UnificationXref
id: 30801-99-1
db: CAS

Reference/CAS 138-59-0
type: UnificationXref
id: 138-59-0
db: CAS

Feruloyl-CoA
type: SmallMoleculeReference
xref: Reference/BioCyc FERULOYL-COA
xref: Reference/ChEBI CHEBI 15511
xref: Reference/KEGG Compound C00406
xref: Reference/CAS 142185-30-6
xref: Reference/PubChem-compound 11966129
xref: Reference/ChemSpider 10140123
chemical formula: C31H44N7O19P3S
molecular weight: 943.16254
structure: ChemicalStructure/PW C096923

Caffeoyl-CoA
type: SmallMoleculeReference
xref: Reference/CAS 1021913-49-4
xref: Reference/BioCyc CAFFEOYL-COA
xref: Reference/PubChem-compound 11966126
xref: Reference/ChEBI CHEBI 87449
xref: Reference/KEGG Compound C00323
xref: Reference/ChemSpider 10140120
chemical formula: C30H42N7O19P3S
molecular weight: 929.1469
structure: ChemicalStructure/PW C096922

Reference/BioCyc CAFFEOYLQUINATE
type: UnificationXref
id: CAFFEOYLQUINATE
db: BioCyc

Cinnamoyl-CoA
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00540
xref: Reference/PubChem-compound 6444037
xref: Reference/CAS 30801-99-1
xref: Reference/ChEBI CHEBI 15463
xref: Reference/ChemSpider 21864782
chemical formula: C30H42N7O17P3S
molecular weight: 897.1571
structure: ChemicalStructure/PW C096925

4-Coumaroylshikimic acid
type: SmallMoleculeReference
xref: Reference/KEGG Compound C02947
xref: Reference/PubChem-compound 5280555
xref: Reference/BioCyc CPD-412
xref: Reference/CAS 196496-50-1
xref: Reference/ChEBI CHEBI 16428
xref: Reference/ChemSpider 4444183
chemical formula: C16H16O7
molecular weight: 320.0896
structure: ChemicalStructure/PW C096924

Endoplasmic Reticulum
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005783

Reference/CAS 73263-62-4
type: UnificationXref
id: 73263-62-4
db: CAS

Reference/ChEBI CHEBI 1146900
type: UnificationXref
id: CHEBI:1146900
db: ChEBI

Compound/PW C096922 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Caffeoyl-CoA
stoichiometric coefficient: 1.0

Caffeoyl-CoA O-methyltransferase 1
type: ProteinReference
xref: Reference/UniProt O49499
organism: Arabidopsis thaliana

Reference/BioCyc FERULOYL-COA
type: UnificationXref
id: FERULOYL-COA
db: BioCyc

Hydroxycinnamoyl-CoA shikimate/quinate hydroxycinnamoyl transferase
type: ProteinReference
xref: Reference/UniProt Q9FI78
organism: Arabidopsis thaliana

Reference/BioCyc CO-A
type: UnificationXref
id: CO-A
db: BioCyc

Reference/ChEBI CHEBI 16428
type: UnificationXref
id: CHEBI:16428
db: ChEBI

Cytochrome P450 98A3
type: ProteinReference
xref: Reference/UniProt O22203
organism: Arabidopsis thaliana

Coumaroyl-CoA
type: SmallMolecule
entity reference: Coumaroyl-CoA
name: SubPathwayOutput

Reference/ChemSpider 5675
type: UnificationXref
id: 5675
db: ChemSpider

Compound/PW C000921 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: S-Adenosylmethionine
stoichiometric coefficient: 1.0

Shikimic acid
type: SmallMoleculeReference
xref: Reference/CAS 138-59-0
xref: Reference/HMDB HMDB0003070
xref: Reference/BioCyc 3-DEHYDRO-SHIKIMATE
xref: Reference/ChEBI CHEBI 16119
xref: Reference/KEGG Compound C00493
xref: Reference/ChemSpider 8412
xref: Reference/PubChem-compound 8742
chemical formula: C7H10O5
molecular weight: 174.05283
structure: ChemicalStructure/PW C001769

Coenzyme A
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 1146900
xref: Reference/HMDB HMDB0001423
xref: Reference/PubChem-compound 6816
xref: Reference/BioCyc CO-A
xref: Reference/ChemSpider 6557
xref: Reference/CAS 85-61-0
xref: Reference/KEGG Compound C00010
chemical formula: C21H36N7O16P3S
molecular weight: 767.11523
structure: ChemicalStructure/PW C001099

S-Adenosylmethionine
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: S-Adenosylmethionine

Water
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Water

3-O-p-Coumaroylquinic acid
type: SmallMoleculeReference
xref: Reference/PubChem-compound 9945785
xref: Reference/HMDB HMDB0029681
xref: Reference/ChemSpider 8121397
chemical formula: C16H18O8
molecular weight: 338.10016
structure: ChemicalStructure/PW C010915

Reference/CAS 17230-85-2
type: UnificationXref
id: 17230-85-2
db: CAS

Chlorogenic acid
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Chlorogenic acid

Coumaroyl-CoA
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0060153
xref: Reference/PubChem-compound 6440013
xref: Reference/ChEBI CHEBI 15499
xref: Reference/CAS 119785-99-8
xref: Reference/ChemSpider 21864784
xref: Reference/BioCyc P-COUMAROYL-COA
xref: Reference/KEGG Compound C00223
chemical formula: C30H42N7O18P3S
molecular weight: 913.152
structure: ChemicalStructure/PW C041674

Reference/ChemSpider 6557
type: UnificationXref
id: 6557
db: ChemSpider

Reference/KEGG Compound C00296
type: UnificationXref
id: C00296
db: KEGG Compound

Arabidopsis thaliana
type: BioSource
xref: Reference/TAXONOMY 3702

Reference/CAS 7732-18-5
type: UnificationXref
id: 7732-18-5
db: CAS

Reference/KEGG Compound C00852
type: UnificationXref
id: C00852
db: KEGG Compound

Reference/PubChem-compound 8742
type: UnificationXref
id: 8742
db: PubChem-compound

Compound/PW C010915 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 3-O-p-Coumaroylquinic acid
stoichiometric coefficient: 1.0

Reference/PathWhiz PW064423
type: UnificationXref
id: PW064423
db: PathWhiz

Oxygen
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0001377
xref: Reference/ChemSpider 952
xref: Reference/KEGG Compound C00007
xref: Reference/ChEBI CHEBI 15379
xref: Reference/PubChem-compound 977
xref: Reference/BioCyc CPD-6641
xref: Reference/CAS 7782-44-7
chemical formula: O2
molecular weight: 31.98983
structure: ChemicalStructure/PW C001065

Shikimic acid
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Shikimic acid

SubPathwayInteraction57026
type: Interaction
name: SubPathwayReaction
name: SubPathway57026Reaction
participant: Cinnamoyl-CoA
participant: Coumaroyl-CoA

Reference/GENE ONTOLOGY GO 0005783
type: UnificationXref
id: GO:0005783
db: GENE ONTOLOGY

Caffeoyl-CoA
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Caffeoyl-CoA

Reference/ChemSpider 13198506
type: UnificationXref
id: 13198506
db: ChemSpider

Caffeoyl-CoA O-methyltransferase 1
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Caffeoyl-CoA O-methyltransferase 1

Cinnamoyl-CoA
type: SmallMolecule
entity reference: Cinnamoyl-CoA
name: SubPathwayOutput

Phenylpropanoid biosynthesis (Arabidopsis thaliana)
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway57026
pathway component: SubPathwayInteraction57026
name: SubPathway

Compound/PW C000143 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADP
stoichiometric coefficient: 1.0

Compound/PW C044502 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Quinate
stoichiometric coefficient: 1.0

Reference/CAS 7782-44-7
type: UnificationXref
id: 7782-44-7
db: CAS

Reference/HMDB HMDB0001377
type: UnificationXref
id: HMDB0001377
db: HMDB

Reference/PubChem-compound 11966126
type: UnificationXref
id: 11966126
db: PubChem-compound

4-Coumaroylshikimic acid
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 4-Coumaroylshikimic acid

Reference/BioCyc 3-DEHYDRO-SHIKIMATE
type: UnificationXref
id: 3-DEHYDRO-SHIKIMATE
db: BioCyc

Reference/PubChem-compound 11966129
type: UnificationXref
id: 11966129
db: PubChem-compound

Compound/PW C096923 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Feruloyl-CoA
stoichiometric coefficient: 1.0

Reference/ChemSpider 10140123
type: UnificationXref
id: 10140123
db: ChemSpider

Reference/UniProt Q9FI78
type: UnificationXref
id: Q9FI78
db: UniProt

Reference/PubChem-compound 28414
type: UnificationXref
id: 28414
db: PubChem-compound

Reference/ChemSpider 10140120
type: UnificationXref
id: 10140120
db: ChemSpider

Reference/PubChem-compound 962
type: UnificationXref
id: 962
db: PubChem-compound

Reference/SMPDB SMP0063461
type: UnificationXref
id: SMP0063461
db: SMPDB

Reference/ChemSpider 31983
type: UnificationXref
id: 31983
db: ChemSpider

Cytochrome P450 98A3
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Cytochrome P450 98A3

Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Oxygen
stoichiometric coefficient: 1.0

Compound/PW C000146 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADPH
stoichiometric coefficient: 1.0

ChemicalStructure/PW C044502
type: ChemicalStructure
structure format: SMILES

Reference/ChemSpider 21864784
type: UnificationXref
id: 21864784
db: ChemSpider

Reference/ChemSpider 21864782
type: UnificationXref
id: 21864782
db: ChemSpider

Hydroxycinnamoyl-CoA shikimate/quinate hydroxycinnamoyl transferase
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Hydroxycinnamoyl-CoA shikimate/quinate hydroxycinnamoyl transferase

Coenzyme A
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Coenzyme A

Reference/KEGG Compound C10434
type: UnificationXref
id: C10434
db: KEGG Compound

Reference/KEGG Compound C00080
type: UnificationXref
id: C00080
db: KEGG Compound

ChemicalStructure/PW C001065
type: ChemicalStructure
structure format: SMILES
structure data: O=O

Reference/HMDB HMDB0002111
type: UnificationXref
id: HMDB0002111
db: HMDB

Reference/KEGG Compound C02947
type: UnificationXref
id: C02947
db: KEGG Compound

Reference/ChEBI CHEBI 15377
type: UnificationXref
id: CHEBI:15377
db: ChEBI

Reference/ChEBI CHEBI 15379
type: UnificationXref
id: CHEBI:15379
db: ChEBI

Reference/ChEBI CHEBI 15378
type: UnificationXref
id: CHEBI:15378
db: ChEBI

ChemicalStructure/PW C040034
type: ChemicalStructure
structure format: SMILES
structure data: [H+]

Reference/ChEBI CHEBI 15499
type: UnificationXref
id: CHEBI:15499
db: ChEBI

Reference/UniProt O22203
type: UnificationXref
id: O22203
db: UniProt

Reference/KEGG Compound C00406
type: UnificationXref
id: C00406
db: KEGG Compound

Reference/PubChem-compound 5886
type: UnificationXref
id: 5886
db: PubChem-compound

Dattelic acid
type: SmallMoleculeReference
xref: Reference/ChemSpider 13198506
xref: Reference/KEGG Compound C10434
xref: Reference/HMDB HMDB0033999
xref: Reference/PubChem-compound 6124136
xref: Reference/CAS 73263-62-4
chemical formula: C16H16O8
molecular weight: 336.0845
structure: ChemicalStructure/PW C015054

ReactionCatalysis98498
type: Catalysis
controller: Hydroxycinnamoyl-CoA shikimate/quinate hydroxycinnamoyl transferase
controlled: 2.3.1.133
control type: ACTIVATION

ReactionCatalysis98496
type: Catalysis
controller: Caffeoyl-CoA O-methyltransferase 1
controlled: 2.1.1.104
control type: ACTIVATION

Reference/HMDB HMDB0033999
type: UnificationXref
id: HMDB0033999
db: HMDB

Reference/ChemSpider 8121397
type: UnificationXref
id: 8121397
db: ChemSpider

Reference/BioCyc P-COUMAROYL-COA
type: UnificationXref
id: P-COUMAROYL-COA
db: BioCyc

Reference/ChemSpider 8412
type: UnificationXref
id: 8412
db: ChemSpider

Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 1.0

Reference/PubChem-compound 6444037
type: UnificationXref
id: 6444037
db: PubChem-compound

Reference/ChEBI CHEBI 15463
type: UnificationXref
id: CHEBI:15463
db: ChEBI

ReactionCatalysis98499
type: Catalysis
controller: Hydroxycinnamoyl-CoA shikimate/quinate hydroxycinnamoyl transferase
controlled: 2.3.1.133
control type: ACTIVATION

Reference/PubChem-compound 22833512
type: UnificationXref
id: 22833512
db: PubChem-compound

Reference/CAS 1021913-49-4
type: UnificationXref
id: 1021913-49-4
db: CAS

Compound/PW C001099 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Coenzyme A
stoichiometric coefficient: 1.0

Water
type: SmallMoleculeReference
xref: Reference/PubChem-compound 962
xref: Reference/ChEBI CHEBI 15377
xref: Reference/KEGG Compound C00001
xref: Reference/ChemSpider 937
xref: Reference/HMDB HMDB0002111
xref: Reference/CAS 7732-18-5
chemical formula: H2O
molecular weight: 18.010565
structure: ChemicalStructure/PW C001420

Compound/PW C096924 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 4-Coumaroylshikimic acid
stoichiometric coefficient: 1.0

Coumaroyl-CoA
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Coumaroyl-CoA

Reference/ChEBI CHEBI 29751
type: UnificationXref
id: CHEBI:29751
db: ChEBI

Reference/PubChem-compound 977
type: UnificationXref
id: 977
db: PubChem-compound

Reference/HMDB HMDB0059597
type: UnificationXref
id: HMDB0059597
db: HMDB

Cinnamoyl-CoA
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Cinnamoyl-CoA

Reference/KEGG Compound C00540
type: UnificationXref
id: C00540
db: KEGG Compound

Reference/PubChem-compound 24762165
type: UnificationXref
id: 24762165
db: PubChem-compound

Reference/PubChem-compound 6440013
type: UnificationXref
id: 6440013
db: PubChem-compound

Chlorogenic acid
type: SmallMoleculeReference
xref: Reference/BioCyc CAFFEOYLQUINATE
xref: Reference/CAS 327-97-9 202650-88-2
xref: Reference/HMDB HMDB0003164
xref: Reference/ChemSpider 1405788
xref: Reference/PubChem-compound 1794427
xref: Reference/KEGG Compound C00852
xref: Reference/ChEBI CHEBI 16112
chemical formula: C16H18O9
molecular weight: 354.0951
structure: ChemicalStructure/PW C001795

Reference/CAS 85-61-0
type: UnificationXref
id: 85-61-0
db: CAS

Reference/CAS 142185-30-6
type: UnificationXref
id: 142185-30-6
db: CAS