2.3.2.-
type: BiochemicalReaction
participant stoichiometry: Compound/PW C108963 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000116 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000741 Cytoplasm/Stoichiometry/1.0
right: Histidyltryptophyldiketopiperazine
spontaneous: false
EC number: 2.3.2.-
left: L-Tryptophan
left: L-Histidine
name: L-Histidine + L-Tryptophan ↔ Histidyltryptophyldiketopiperazine
conversion direction: REVERSIBLE

Reaction212931
type: BiochemicalReaction
participant stoichiometry: Compound/PW C108963 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108976 Cytoplasm/Stoichiometry/1.0
right: Dehydrohistidyltryptophyldiketopiperazine
spontaneous: false
left: Histidyltryptophyldiketopiperazine
name: Histidyltryptophyldiketopiperazine ↔ Dehydrohistidyltryptophyldiketopiperazine
conversion direction: REVERSIBLE

Reaction212932
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040813 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108976 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000874 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108977 Cytoplasm/Stoichiometry/1.0
right: diphosphate
right: Roquefortine C
spontaneous: false
left: Dimethylallylpyrophosphate
left: Dehydrohistidyltryptophyldiketopiperazine
name: Dehydrohistidyltryptophyldiketopiperazine + Dimethylallylpyrophosphate ↔ Roquefortine C + diphosphate
conversion direction: REVERSIBLE

Reaction212933
type: BiochemicalReaction
participant stoichiometry: Compound/PW C108963 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000170 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000874 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108978 Cytoplasm/Stoichiometry/1.0
right: Roquefortine D
right: Pyrophosphate
spontaneous: false
left: Dimethylallylpyrophosphate
left: Histidyltryptophyldiketopiperazine
name: Dimethylallylpyrophosphate + Histidyltryptophyldiketopiperazine ↔ Pyrophosphate + Roquefortine D
conversion direction: REVERSIBLE

Reaction212934
type: BiochemicalReaction
participant stoichiometry: Compound/PW C108978 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108977 Cytoplasm/Stoichiometry/1.0
right: Roquefortine D
spontaneous: false
left: Roquefortine C
name: Roquefortine C ↔ Roquefortine D
conversion direction: REVERSIBLE

Reference/PubChem-compound 405226363
type: UnificationXref
id: 405226363
db: PubChem-compound

1.-.-.-
type: BiochemicalReaction
participant stoichiometry: Compound/Generic302 Cytoplasm/Stoichiometry/2.0
participant stoichiometry: Compound/Generic303 Cytoplasm/Stoichiometry/2.0
participant stoichiometry: Compound/PW C108979 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Cytoplasm/Stoichiometry/2.0
participant stoichiometry: Compound/PW C001420 Cytoplasm/Stoichiometry/3.0
participant stoichiometry: Compound/PW C108977 Cytoplasm/Stoichiometry/1.0
right: Glandicoline A
right: [Oxidized NADPH---hemoprotein reductase]
right: Water
spontaneous: false
EC number: 1.-.-.-
left: [Reduced NADPH---hemoprotein reductase]
left: Oxygen
left: Roquefortine C
name: 2 Oxygen + Roquefortine C + 2 [Reduced NADPH---hemoprotein reductase] ↔ Glandicoline A + 3 Water + 2 [Oxidized NADPH---hemoprotein reductase]
conversion direction: REVERSIBLE

Reference/PubChem-compound 405226361
type: UnificationXref
id: 405226361
db: PubChem-compound

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

Compound/PW C001420 Cytoplasm/Stoichiometry/2.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 2.0

Reference/PubChem-compound 405226362
type: UnificationXref
id: 405226362
db: PubChem-compound

Roquefortine D
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Roquefortine D

Reference/PubChem-compound 3315
type: UnificationXref
id: 3315
db: PubChem-compound

Reference/PubChem-compound 405226360
type: UnificationXref
id: 405226360
db: PubChem-compound

Reference/KEGG Compound C03024
type: UnificationXref
id: C03024
db: KEGG Compound

L-Histidine
type: SmallMolecule
cellular location: Cytoplasm
entity reference: L-Histidine

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

Glandicoline B O-methyltransferase roqN
type: Protein
cellular location: Cytoplasm
entity reference: Glandicoline B O-methyltransferase roqN

Reaction212936
type: BiochemicalReaction
participant stoichiometry: Compound/Generic302 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/Generic303 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108980 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108977 Cytoplasm/Stoichiometry/1.0
right: [Oxidized NADPH---hemoprotein reductase]
right: Water
right: N1-Hydroxy-roquefortine C
spontaneous: false
left: [Reduced NADPH---hemoprotein reductase]
left: Oxygen
left: Roquefortine C
name: Oxygen + Roquefortine C + [Reduced NADPH---hemoprotein reductase] ↔ N1-Hydroxy-roquefortine C + Water + [Oxidized NADPH---hemoprotein reductase]
conversion direction: REVERSIBLE

Histidyltryptophyldiketopiperazine
type: SmallMoleculeReference
xref: Reference/PubChem-compound 405226353
chemical formula: C17H17N5O2
molecular weight: 323.1382
structure: ChemicalStructure/PW C108963

1.-.-.-
type: BiochemicalReaction
participant stoichiometry: Compound/Generic302 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/Generic303 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108979 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108981 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Cytoplasm/Stoichiometry/1.0
right: [Oxidized NADPH---hemoprotein reductase]
right: Water
right: Glandicoline B
spontaneous: false
EC number: 1.-.-.-
left: [Reduced NADPH---hemoprotein reductase]
left: Oxygen
left: Glandicoline A
name: Glandicoline A + Oxygen + [Reduced NADPH---hemoprotein reductase] ↔ Glandicoline B + Water + [Oxidized NADPH---hemoprotein reductase]
conversion direction: REVERSIBLE

Compound/PW C108978 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Roquefortine D
stoichiometric coefficient: 1.0

3.1.1.-
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000749 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000921 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108981 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108982 Cytoplasm/Stoichiometry/1.0
right: S-Adenosylhomocysteine
right: Meleagrin
spontaneous: false
EC number: 3.1.1.-
left: S-Adenosylmethionine
left: Glandicoline B
name: Glandicoline B + S-Adenosylmethionine ↔ Meleagrin + S-Adenosylhomocysteine
conversion direction: REVERSIBLE

Reaction212939
type: BiochemicalReaction
participant stoichiometry: Compound/Generic302 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/Generic303 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108980 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Cytoplasm/Stoichiometry/2.0
participant stoichiometry: Compound/PW C108983 Cytoplasm/Stoichiometry/1.0
right: [Oxidized NADPH---hemoprotein reductase]
right: Roquefortine L
right: Water
spontaneous: false
left: [Reduced NADPH---hemoprotein reductase]
left: Oxygen
left: N1-Hydroxy-roquefortine C
name: N1-Hydroxy-roquefortine C + Oxygen + [Reduced NADPH---hemoprotein reductase] ↔ Roquefortine L + 2 Water + [Oxidized NADPH---hemoprotein reductase]
conversion direction: REVERSIBLE

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

Reference/ChEBI CHEBI 15971
type: UnificationXref
id: CHEBI:15971
db: ChEBI

Reference/PubChem-compound 405226358
type: UnificationXref
id: 405226358
db: PubChem-compound

Reference/PubChem-compound 405226359
type: UnificationXref
id: 405226359
db: PubChem-compound

Reaction212940
type: BiochemicalReaction
participant stoichiometry: Compound/Generic302 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/Generic303 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108981 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108983 Cytoplasm/Stoichiometry/1.0
right: [Oxidized NADPH---hemoprotein reductase]
right: Water
right: Glandicoline B
spontaneous: false
left: [Reduced NADPH---hemoprotein reductase]
left: Oxygen
left: Roquefortine L
name: Oxygen + Roquefortine L + [Reduced NADPH---hemoprotein reductase] ↔ Glandicoline B + Water + [Oxidized NADPH---hemoprotein reductase]
conversion direction: REVERSIBLE

Reference/PubChem-compound 405226356
type: UnificationXref
id: 405226356
db: PubChem-compound

Glandicoline A
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Glandicoline A

Reaction212941
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000749 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000921 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108980 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108984 Cytoplasm/Stoichiometry/1.0
right: S-Adenosylhomocysteine
right: Roquefortine F
spontaneous: false
left: N1-Hydroxy-roquefortine C
left: S-Adenosylmethionine
name: N1-Hydroxy-roquefortine C + S-Adenosylmethionine ↔ Roquefortine F + S-Adenosylhomocysteine
conversion direction: REVERSIBLE

Neoxaline
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Neoxaline

Reference/PubChem-compound 405226357
type: UnificationXref
id: 405226357
db: PubChem-compound

Reaction212942
type: BiochemicalReaction
participant stoichiometry: Compound/Generic302 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/Generic303 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108984 Cytoplasm/Stoichiometry/1.0
participant stoichiometry: Compound/PW C108985 Cytoplasm/Stoichiometry/1.0
right: Neoxaline
right: [Oxidized NADPH---hemoprotein reductase]
right: Water
spontaneous: false
left: [Reduced NADPH---hemoprotein reductase]
left: Oxygen
left: Roquefortine F
name: Oxygen + Roquefortine F + [Reduced NADPH---hemoprotein reductase] ↔ Neoxaline + Water + [Oxidized NADPH---hemoprotein reductase]
conversion direction: REVERSIBLE

Reference/PubChem-compound 405226354
type: UnificationXref
id: 405226354
db: PubChem-compound

[Oxidized NADPH---hemoprotein reductase]
type: SmallMolecule
cellular location: Cytoplasm
entity reference: [Oxidized NADPH---hemoprotein reductase]

Reference/PubChem-compound 405226355
type: UnificationXref
id: 405226355
db: PubChem-compound

Reference/PubChem-compound 405226353
type: UnificationXref
id: 405226353
db: PubChem-compound

diphosphate
type: SmallMolecule
cellular location: Cytoplasm
entity reference: diphosphate

Water
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Water

Reference/ChemSpider 559142
type: UnificationXref
id: 559142
db: ChemSpider

Reference/KEGG Compound C03161
type: UnificationXref
id: C03161
db: KEGG Compound

Dehydrohistidyltryptophyldiketopiperazine
type: SmallMoleculeReference
xref: Reference/PubChem-compound 405226355
chemical formula: C17H15N5O2
molecular weight: 321.1226
structure: ChemicalStructure/PW C108976

Roquefortine C
type: SmallMoleculeReference
xref: Reference/PubChem-compound 405226356
xref: Reference/CAS 58735-64-1
chemical formula: C22H23N5O2
molecular weight: 389.18518
structure: ChemicalStructure/PW C108977

Roquefortine D
type: SmallMoleculeReference
xref: Reference/PubChem-compound 405226354
chemical formula: C22H25N5O2
molecular weight: 391.20084
structure: ChemicalStructure/PW C108978

Cytochrome P450 monooxygenase roqO
type: Protein
cellular location: Cytoplasm
entity reference: Cytochrome P450 monooxygenase roqO

Glandicoline A
type: SmallMoleculeReference
xref: Reference/PubChem-compound 405226357
chemical formula: C22H21N5O3
molecular weight: 403.16443
structure: ChemicalStructure/PW C108979

Dimethylallylpyrophosphate
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Dimethylallylpyrophosphate

[Reduced NADPH---hemoprotein reductase]
type: SmallMolecule
cellular location: Cytoplasm
entity reference: [Reduced NADPH---hemoprotein reductase]

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

Reference/CAS 358-72-5
type: UnificationXref
id: 358-72-5
db: CAS

Reference/ChemSpider 6038
type: UnificationXref
id: 6038
db: ChemSpider

Compound/PW C001420 Cytoplasm/Stoichiometry/3.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 3.0

Roquefortine F
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Roquefortine F

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

N1-Hydroxy-roquefortine C
type: SmallMoleculeReference
xref: Reference/PubChem-compound 405226360
chemical formula: C22H23N5O3
molecular weight: 405.18008
structure: ChemicalStructure/PW C108980

Glandicoline B
type: SmallMoleculeReference
xref: Reference/PubChem-compound 405226358
chemical formula: C22H21N5O4
molecular weight: 419.15936
structure: ChemicalStructure/PW C108981

Meleagrin
type: SmallMoleculeReference
xref: Reference/PubChem-compound 405226359
xref: Reference/CAS 71751-77-4
chemical formula: C23H23N5O4
molecular weight: 433.17502
structure: ChemicalStructure/PW C108982

Roquefortine L
type: SmallMoleculeReference
xref: Reference/PubChem-compound 405226361
chemical formula: C22H21N5O3
molecular weight: 403.16443
structure: ChemicalStructure/PW C108983

Roquefortine F
type: SmallMoleculeReference
xref: Reference/PubChem-compound 405226362
chemical formula: C23H25N5O3
molecular weight: 419.19574
structure: ChemicalStructure/PW C108984

Neoxaline
type: SmallMoleculeReference
xref: Reference/PubChem-compound 405226363
xref: Reference/CAS 71812-10-7
chemical formula: C23H25N5O4
molecular weight: 435.19064
structure: ChemicalStructure/PW C108985

Reference/PubChem-compound 6274
type: UnificationXref
id: 6274
db: PubChem-compound

Reference/BioCyc ADENOSYL-HOMO-CYS
type: UnificationXref
id: ADENOSYL-HOMO-CYS
db: BioCyc

[Reduced NADPH---hemoprotein reductase]
type: SmallMoleculeReference
xref: Reference/KEGG Compound C03024

[Oxidized NADPH---hemoprotein reductase]
type: SmallMoleculeReference
xref: Reference/KEGG Compound C03161

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

Compound/PW C108984 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Roquefortine F
stoichiometric coefficient: 1.0

ChemicalStructure/PW C040813
type: ChemicalStructure
structure format: SMILES

Roquefortine C
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Roquefortine C

Reference/CAS 73-22-3
type: UnificationXref
id: 73-22-3
db: CAS

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

Roquefortine prenyltransferase roqD
type: Protein
cellular location: Cytoplasm
entity reference: Roquefortine prenyltransferase roqD

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

L-Tryptophan
type: SmallMoleculeReference
xref: Reference/CAS 73-22-3
xref: Reference/KEGG Compound C00078
xref: Reference/ChEBI CHEBI 16828
xref: Reference/PubChem-compound 6305
xref: Reference/BioCyc TRP
xref: Reference/HMDB HMDB0000929
xref: Reference/ChemSpider 6066
chemical formula: C11H12N2O2
molecular weight: 204.08987
structure: ChemicalStructure/PW C000741

ChemicalStructure/PW C000921
type: ChemicalStructure
structure format: SMILES

Reference/CAS 979-92-0
type: UnificationXref
id: 979-92-0
db: CAS

S-Adenosylhomocysteine
type: SmallMolecule
cellular location: Cytoplasm
entity reference: S-Adenosylhomocysteine

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

Reference/CAS 71-00-1
type: UnificationXref
id: 71-00-1
db: CAS

Reference/KEGG Compound C00235
type: UnificationXref
id: C00235
db: KEGG Compound

Reference/ChEBI CHEBI 16057
type: UnificationXref
id: CHEBI:16057
db: ChEBI

S-Adenosylhomocysteine
type: SmallMoleculeReference
xref: Reference/PubChem-compound 25246222
xref: Reference/ChemSpider 388301
xref: Reference/BioCyc ADENOSYL-HOMO-CYS
xref: Reference/CAS 979-92-0
xref: Reference/KEGG Compound C00021
xref: Reference/ChEBI CHEBI 16680
xref: Reference/HMDB HMDB0000939
chemical formula: C14H20N6O5S
molecular weight: 384.12158
structure: ChemicalStructure/PW C000749

Reference/PathWhiz PW123950
type: UnificationXref
id: PW123950
db: PathWhiz

Meleagrin
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Meleagrin

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

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

ReactionCatalysis202568
type: Catalysis
controller: FAD-dependent monooxygenase roqM
controlled: Reaction212936
control type: ACTIVATION

ReactionCatalysis202569
type: Catalysis
controller: Cytochrome P450 monooxygenase roqO
controlled: 1.-.-.-
control type: ACTIVATION

Dimethylallylpyrophosphate
type: SmallMoleculeReference
xref: Reference/BioCyc CPD-4211
xref: Reference/PubChem-compound 647
xref: Reference/CAS 358-72-5
xref: Reference/ChemSpider 627
xref: Reference/HMDB HMDB0001120
xref: Reference/KEGG Compound C00235
xref: Reference/ChEBI CHEBI 16057
chemical formula: C5H12O7P2
molecular weight: 246.00583
structure: ChemicalStructure/PW C000874

ReactionCatalysis202564
type: Catalysis
controller: Roquefortine prenyltransferase roqD
controlled: Reaction212932
control type: ACTIVATION

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

ReactionCatalysis202565
type: Catalysis
controller: Roquefortine prenyltransferase roqD
controlled: Reaction212933
control type: ACTIVATION

ReactionCatalysis202566
type: Catalysis
controller: Cytochrome P450 monooxygenase roqR
controlled: Reaction212934
control type: ACTIVATION

diphosphate
type: SmallMoleculeReference
xref: Reference/PubChem-compound 3315
chemical formula: C34H28N6O14S4
molecular weight: 872.0546
structure: ChemicalStructure/PW C040813

Reference/ChEBI CHEBI 18361
type: UnificationXref
id: CHEBI:18361
db: ChEBI

ReactionCatalysis202567
type: Catalysis
controller: FAD-dependent monooxygenase roqM
controlled: 1.-.-.-
control type: ACTIVATION

ReactionCatalysis202562
type: Catalysis
controller: Nonribosomal peptide synthase roqA
controlled: 2.3.2.-
control type: ACTIVATION

ReactionCatalysis202563
type: Catalysis
controller: Cytochrome P450 monooxygenase roqR
controlled: Reaction212931
control type: ACTIVATION

Compound/Generic303 Cytoplasm/Stoichiometry/2.0
type: Stoichiometry
physical entity: [Oxidized NADPH---hemoprotein reductase]
stoichiometric coefficient: 2.0

Compound/PW C108976 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Dehydrohistidyltryptophyldiketopiperazine
stoichiometric coefficient: 1.0

Compound/PW C108985 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Neoxaline
stoichiometric coefficient: 1.0

Reference/SMPDB SMP0122635
type: UnificationXref
id: SMP0122635
db: SMPDB

Compound/PW C000741 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: L-Tryptophan
stoichiometric coefficient: 1.0

Oxygen
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Oxygen

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

Compound/PW C000170 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Pyrophosphate
stoichiometric coefficient: 1.0

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

Reference/CAS 58735-64-1
type: UnificationXref
id: 58735-64-1
db: CAS

Reference/KEGG Compound C00135
type: UnificationXref
id: C00135
db: KEGG Compound

Reference/KEGG Compound C00013
type: UnificationXref
id: C00013
db: KEGG Compound

Pyrophosphate
type: SmallMoleculeReference
xref: Reference/PubChem-compound 644102
xref: Reference/BioCyc PPI
xref: Reference/ChemSpider 559142
xref: Reference/ChEBI CHEBI 18361
xref: Reference/HMDB HMDB0000250
xref: Reference/CAS 14000-31-8
xref: Reference/KEGG Compound C00013
chemical formula: H4O7P2
molecular weight: 177.94322
structure: ChemicalStructure/PW C000170

FAD-dependent monooxygenase roqM
type: Protein
cellular location: Cytoplasm
entity reference: FAD-dependent monooxygenase roqM

Dehydrohistidyltryptophyldiketopiperazine
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Dehydrohistidyltryptophyldiketopiperazine

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

Reference/ChEBI CHEBI 16828
type: UnificationXref
id: CHEBI:16828
db: ChEBI

ChemicalStructure/PW C108963
type: ChemicalStructure
structure format: SMILES

Reference/ChemSpider 388301
type: UnificationXref
id: 388301
db: ChemSpider

Roquefortine L
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Roquefortine L

ChemicalStructure/PW C000116
type: ChemicalStructure
structure format: SMILES
structure data: N[C@@H](CC1=CN=CN1)C(O)=O

Reference/KEGG Compound C00021
type: UnificationXref
id: C00021
db: KEGG Compound

Reference/ChemSpider 6066
type: UnificationXref
id: 6066
db: ChemSpider

Compound/PW C108963 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Histidyltryptophyldiketopiperazine
stoichiometric coefficient: 1.0

Reference/GENE ONTOLOGY GO 0005737
type: UnificationXref
id: GO:0005737
db: GENE ONTOLOGY

ChemicalStructure/PW C108977
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C108976
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C108979
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C108978
type: ChemicalStructure
structure format: SMILES

Reference/UniProt B6HJU6
type: UnificationXref
id: B6HJU6
db: UniProt

Reference/PubChem-compound 647
type: UnificationXref
id: 647
db: PubChem-compound

Reference/UniProt B6HJU2
type: UnificationXref
id: B6HJU2
db: UniProt

Reference/UniProt B6HJU3
type: UnificationXref
id: B6HJU3
db: UniProt

Reference/UniProt B6HJU4
type: UnificationXref
id: B6HJU4
db: UniProt

Reference/PubChem-compound 6305
type: UnificationXref
id: 6305
db: PubChem-compound

Reference/HMDB HMDB0000929
type: UnificationXref
id: HMDB0000929
db: HMDB

ChemicalStructure/PW C108980
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C108984
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C108983
type: ChemicalStructure
structure format: SMILES
structure data: CC(C)(C=C)C12CC3N(C1=[N+]([O-])C1=C2C=CC=C1)C(=O)\C(NC3=O)=C/C1=CNC=N1

ChemicalStructure/PW C108982
type: ChemicalStructure
structure format: SMILES

Histidyltryptophyldiketopiperazine
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Histidyltryptophyldiketopiperazine

ChemicalStructure/PW C108981
type: ChemicalStructure
structure format: SMILES

Compound/PW C108983 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Roquefortine L
stoichiometric coefficient: 1.0

ChemicalStructure/PW C108985
type: ChemicalStructure
structure format: SMILES

Reference/HMDB HMDB0000250
type: UnificationXref
id: HMDB0000250
db: HMDB

ChemicalStructure/PW C000170
type: ChemicalStructure
structure format: SMILES
structure data: OP(O)(=O)OP(O)(O)=O

Reference/CAS 14000-31-8
type: UnificationXref
id: 14000-31-8
db: CAS

Meleagrin biosynthesis
type: Pathway
pathway order: PathwayEnzymeReaction/2461133
pathway order: PathwayEnzymeReaction/2461134
pathway order: PathwayEnzymeReaction/2461131
pathway order: PathwayEnzymeReaction/2461132
pathway order: PathwayEnzymeReaction/2461130
pathway order: PathwayEnzymeReaction/2461128
pathway order: PathwayEnzymeReaction/2461129
pathway order: PathwayEnzymeReaction/2461126
pathway order: PathwayEnzymeReaction/2461127
pathway order: PathwayEnzymeReaction/2461124
pathway order: PathwayEnzymeReaction/2461135
pathway order: PathwayEnzymeReaction/2461125
pathway order: PathwayEnzymeReaction/2461136
pathway component: 2.3.2.-
pathway component: Reaction212931
pathway component: Reaction212932
pathway component: Reaction212933
pathway component: Reaction212934
pathway component: 1.-.-.-
pathway component: ReactionCatalysis202571
pathway component: ReactionCatalysis202572
pathway component: ReactionCatalysis202573
pathway component: ReactionCatalysis202574
pathway component: ReactionCatalysis202570
pathway component: Reaction212936
pathway component: 3.1.1.-
pathway component: Reaction212939
pathway component: Reaction212940
pathway component: Reaction212941
pathway component: Reaction212942
pathway component: ReactionCatalysis202568
pathway component: ReactionCatalysis202569
pathway component: ReactionCatalysis202564
pathway component: ReactionCatalysis202565
pathway component: ReactionCatalysis202566
pathway component: ReactionCatalysis202567
pathway component: ReactionCatalysis202562
pathway component: ReactionCatalysis202563
xref: Reference/PathWhiz PW123950
xref: Reference/SMPDB SMP0122635
organism: Penicillium rubens

Reference/HMDB HMDB0000939
type: UnificationXref
id: HMDB0000939
db: HMDB

Compound/PW C000749 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: S-Adenosylhomocysteine
stoichiometric coefficient: 1.0

ChemicalStructure/PW C000741
type: ChemicalStructure
structure format: SMILES
structure data: N[C@@H](CC1=CNC2=C1C=CC=C2)C(O)=O

Compound/PW C108979 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Glandicoline A
stoichiometric coefficient: 1.0

Cytoplasm
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005737

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

Compound/PW C108977 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Roquefortine C
stoichiometric coefficient: 1.0

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

ReactionCatalysis202571
type: Catalysis
controller: FAD-dependent monooxygenase roqM
controlled: Reaction212939
control type: ACTIVATION

ReactionCatalysis202572
type: Catalysis
controller: Cytochrome P450 monooxygenase roqO
controlled: Reaction212940
control type: ACTIVATION

ReactionCatalysis202573
type: Catalysis
controller: Glandicoline B O-methyltransferase roqN
controlled: Reaction212941
control type: ACTIVATION

ReactionCatalysis202574
type: Catalysis
controller: Cytochrome P450 monooxygenase roqO
controlled: Reaction212942
control type: ACTIVATION

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

ReactionCatalysis202570
type: Catalysis
controller: Glandicoline B O-methyltransferase roqN
controlled: 3.1.1.-
control type: ACTIVATION

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

Reference/HMDB HMDB0001120
type: UnificationXref
id: HMDB0001120
db: HMDB

Compound/Generic302 Cytoplasm/Stoichiometry/2.0
type: Stoichiometry
physical entity: [Reduced NADPH---hemoprotein reductase]
stoichiometric coefficient: 2.0

Reference/BioCyc CPD-4211
type: UnificationXref
id: CPD-4211
db: BioCyc

Pyrophosphate
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Pyrophosphate

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

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

Compound/Generic303 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: [Oxidized NADPH---hemoprotein reductase]
stoichiometric coefficient: 1.0

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

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

Penicillium rubens
type: BioSource
xref: Reference/TAXONOMY 1108849

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

Reference/KEGG Compound C00078
type: UnificationXref
id: C00078
db: KEGG Compound

Reference/CAS 71812-10-7
type: UnificationXref
id: 71812-10-7
db: CAS

Reference/HMDB HMDB0000177
type: UnificationXref
id: HMDB0000177
db: HMDB

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

Reference/CAS 71751-77-4
type: UnificationXref
id: 71751-77-4
db: CAS

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

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

Compound/Generic302 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: [Reduced NADPH---hemoprotein reductase]
stoichiometric coefficient: 1.0

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

Compound/PW C108980 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: N1-Hydroxy-roquefortine C
stoichiometric coefficient: 1.0

L-Histidine
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 15971
xref: Reference/HMDB HMDB0000177
xref: Reference/PubChem-compound 6274
xref: Reference/ChemSpider 6038
xref: Reference/CAS 71-00-1
xref: Reference/BioCyc HIS
xref: Reference/KEGG Compound C00135
chemical formula: C6H9N3O2
molecular weight: 155.06947
structure: ChemicalStructure/PW C000116

Cytochrome P450 monooxygenase roqR
type: Protein
cellular location: Cytoplasm
entity reference: Cytochrome P450 monooxygenase roqR

FAD-dependent monooxygenase roqM
type: ProteinReference
xref: Reference/UniProt B6HJU4
organism: Penicillium rubens

Cytochrome P450 monooxygenase roqO
type: ProteinReference
xref: Reference/UniProt B6HJU3
organism: Penicillium rubens

Glandicoline B O-methyltransferase roqN
type: ProteinReference
xref: Reference/UniProt B6HJU2
organism: Penicillium rubens

Nonribosomal peptide synthase roqA
type: ProteinReference
xref: Reference/UniProt B6HJU6
organism: Penicillium rubens

Cytochrome P450 monooxygenase roqR
type: ProteinReference
organism: Penicillium rubens

Roquefortine prenyltransferase roqD
type: ProteinReference
organism: Penicillium rubens

Compound/PW C001065 Cytoplasm/Stoichiometry/2.0
type: Stoichiometry
physical entity: Oxygen
stoichiometric coefficient: 2.0

Compound/PW C000874 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Dimethylallylpyrophosphate
stoichiometric coefficient: 1.0

Glandicoline B
type: SmallMolecule
cellular location: Cytoplasm
entity reference: Glandicoline B

Reference/PubChem-compound 644102
type: UnificationXref
id: 644102
db: PubChem-compound

Nonribosomal peptide synthase roqA
type: Protein
cellular location: Cytoplasm
entity reference: Nonribosomal peptide synthase roqA

Reference/TAXONOMY 1108849
type: UnificationXref
id: 1108849
db: TAXONOMY

Compound/PW C108982 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Meleagrin
stoichiometric coefficient: 1.0

ChemicalStructure/PW C000749
type: ChemicalStructure
structure format: SMILES

Reference/PubChem-compound 25246222
type: UnificationXref
id: 25246222
db: PubChem-compound

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

N1-Hydroxy-roquefortine C
type: SmallMolecule
cellular location: Cytoplasm
entity reference: N1-Hydroxy-roquefortine C

L-Tryptophan
type: SmallMolecule
cellular location: Cytoplasm
entity reference: L-Tryptophan

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

Reference/ChEBI CHEBI 16680
type: UnificationXref
id: CHEBI:16680
db: ChEBI

Reference/ChemSpider 627
type: UnificationXref
id: 627
db: ChemSpider

ChemicalStructure/PW C000874
type: ChemicalStructure
structure format: SMILES
structure data: CC(C)=CCO[P@](O)(=O)OP(O)(O)=O

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

Compound/PW C040813 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: diphosphate
stoichiometric coefficient: 1.0

Compound/PW C000116 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: L-Histidine
stoichiometric coefficient: 1.0

Compound/PW C108981 Cytoplasm/Stoichiometry/1.0
type: Stoichiometry
physical entity: Glandicoline B
stoichiometric coefficient: 1.0

S-Adenosylmethionine
type: SmallMolecule
cellular location: Cytoplasm
entity reference: S-Adenosylmethionine