Compound
(6R)-L-erythro-5,6,7,8-tetrahydrobiopterin
A tetrahydropterin that is 2-amino-5,6,7,8-tetrahydropteridin-4(3H)-one in which a hydrogen at position 6 is substituted by a 1,2-dihydroxypropyl group (6R,1'R,2'S-enantiomer).
Definition from ChEBI (CHEBI:59560), read 2026-09-23. CC BY 4.0.
Structure
No depiction stored
Loading the model…
- Class
- Organic compound
- Formula
- C9H15N5O3
- Mass
- 241.251 g/mol
- Charge
- 0
- InChIKey
- FNKQXYHWGSIFBK-RPDRRWSUSA-N
- SMILES
- [H][C@]1([C@@H](O)[C@H](C)O)CNc2nc(N)nc(=O)c2N1
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
7 entities
7 entities reached.
0 reported hops7 assembled from the scaffold
- THProteinUNIPROT:P07101substrate ofInferred only22 paths22 endpoints
- TPH1ProteinUNIPROT:P17752substrate ofInferred only20 paths20 endpoints
- PAHProteinUNIPROT:P00439substrate ofInferred only13 paths13 endpoints
- TPH2ProteinUNIPROT:Q8IWU9substrate ofInferred only11 paths11 endpoints
- AGMOProteinUNIPROT:Q6ZNB7substrate ofInferred only5 paths5 endpoints
- SLC22A6ProteinUNIPROT:Q4U2R8transported byInferred only1 path1 endpoint
- SLC22A8ProteinUNIPROT:Q8TCC7transported byInferred only1 path1 endpoint
What the reference databases state
Statements
15 statements
15 statements · 2 reference databases · Subject: (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin · Sources: Rhea, UniProt
- (6R)-L-erythro-6,7-dihydrobiopterin is converted to (6R)-L-erythro-5,6,7,8-tetrahydrobiopterinCompoundRhea RHEA:32247Inferred only
- (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin is converted to (6R)-L-erythro-6,7-dihydrobiopterinCompoundRhea RHEA:32247Inferred only
- (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin is converted to (6R)-L-erythro-6,7-dihydrobiopterinCompoundRhea RHEA:32251Inferred only
- (6R)-L-erythro-6,7-dihydrobiopterin is converted to (6R)-L-erythro-5,6,7,8-tetrahydrobiopterinCompoundRhea RHEA:32251Inferred only
- 6-pyruvoyl-5,6,7,8-tetrahydropterin is converted to (6R)-L-erythro-5,6,7,8-tetrahydrobiopterinCompoundRhea RHEA:32627Inferred only
- NOS1 requires the cofactor (6R)-L-erythro-5,6,7,8-tetrahydrobiopterinProteinUniProt P29475Inferred only
- NOS2 requires the cofactor (6R)-L-erythro-5,6,7,8-tetrahydrobiopterinProteinUniProt P35228Inferred only
- NOS3 requires the cofactor (6R)-L-erythro-5,6,7,8-tetrahydrobiopterinProteinUniProt P29474Inferred only
- (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin is a substrate of AGMOProteinRhea RHEA:36255Inferred only
- (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin is a substrate of PAHProteinRhea RHEA:20273Inferred only
- (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin is a substrate of THProteinRhea RHEA:18201Inferred only
- (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin is a substrate of TPH1ProteinRhea RHEA:16709Inferred only
Show the remaining 3
- (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin is a substrate of TPH2ProteinRhea RHEA:16709Inferred only
- (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin is transported by SLC22A6ProteinRhea RHEA:76071Inferred only
- (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin is transported by SLC22A8ProteinRhea RHEA:76071Inferred only
Reactions
13 reactions
(6R)-L-erythro-5,6,7,8-tetrahydrobiopterin+L-tryptophan+dioxygen5-hydroxy-L-tryptophan+(4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin
Reaction pageDirection not assertedBalanced
Rhea RHEA:16709CC BY 4.0Reference data
(6R)-L-erythro-5,6,7,8-tetrahydrobiopterin+L-tyrosine+dioxygen(4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin+L-dopa
Catalysed by TH
Reaction pageLeft to rightBalanced
Rhea RHEA:18201CC BY 4.0Reference data
(6R)-L-erythro-5,6,7,8-tetrahydrobiopterin+2NADP(3-)CHEBI:63931+2NADPH(4-)+2hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:19509CC BY 4.0Reference data
(6R)-L-erythro-5,6,7,8-tetrahydrobiopterin+L-phenylalanine+dioxygen(4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin+L-tyrosine
Catalysed by PAH
Reaction pageDirection not assertedBalanced
Rhea RHEA:20273CC BY 4.0Reference data
CHEBI:17756+(6R)-L-erythro-5,6,7,8-tetrahydrobiopterin+dioxygen(S)-4-hydroxymandelate+(6R)-L-erythro-6,7-dihydrobiopterin+water
Reaction pageDirection not assertedBalanced
Rhea RHEA:21716CC BY 4.0Reference data
(6R)-L-erythro-5,6,7,8-tetrahydrobiopterin+L-phenylalanine+dioxygen(6R)-L-erythro-6,7-dihydrobiopterin+L-tyrosine+water
Reaction pageDirection not assertedBalanced
Rhea RHEA:30787CC BY 4.0Reference data
(6R)-L-erythro-5,6,7,8-tetrahydrobiopterin+NADP(3-)(6R)-L-erythro-6,7-dihydrobiopterin+NADPH(4-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:32247CC BY 4.0Reference data
(6R)-L-erythro-5,6,7,8-tetrahydrobiopterin+NAD(1-)(6R)-L-erythro-6,7-dihydrobiopterin+NADH(2-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:32251CC BY 4.0Reference data
(6R)-L-erythro-5,6,7,8-tetrahydrobiopterin+2NADP(3-)6-pyruvoyl-5,6,7,8-tetrahydropterin+2NADPH(4-)+2hydron
Catalysed by SPR
Reaction pageRight to leftBalanced
Rhea RHEA:32627CC BY 4.0Reference data
1-O-(1,2-saturated-alkyl)-sn-glycerol+(6R)-L-erythro-5,6,7,8-tetrahydrobiopterin+dioxygena 1-(1-hydroxyalkyl)-sn-glycerol+(6R)-L-erythro-6,7-dihydrobiopterin+water
Catalysed by AGMO
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:36255CC BY 4.0Reference data
(6R)-L-erythro-5,6,7,8-tetrahydrobiopterin+L-phenylalanine+dioxygenCHEBI:78290+(4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin
Reaction pageDirection not assertedBalanced
Rhea RHEA:41532CC BY 4.0Reference data
(6R)-L-erythro-5,6,7,8-tetrahydrobiopterin+NADP(3-)CHEBI:136565+NADPH(4-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:42500CC BY 4.0Reference data
Where it reaches
1 system, 1 region, 1 tissue, 1 transporter route — routes, not measurements: transporters known to carry (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin are expressed there, and no source reports it arriving.
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Other names
12 names
Resolves to: (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin
- Also called
- (-)-(6R)-2-amino-6-((1R,2S)-1,2-dihydroxypropyl)-5,6,7,8-tetrahydro-4(3H)-pteridinone(−)-(6R)-2-amino-6-((1R,2S)-1,2-dihydroxypropyl)-5,6,7,8-tetrahydro-4(3H)-pteridinone(6R)-L-erythro-tetrahydrobiopterin2-Amino-6-(1,2-dihydroxypropyl)-5,6,7,8-tetrahydoro-4(1H)-pteridinone5,6,7,8-Tetrahydrobiopterin6R-5,6,7,8-tetrahydrobiopterin6R-BH46R-L-5,6,7,8-tetrahydrobiopterinR-THBPsapropterintetrahydrobiopterin
- Systematic name
- (6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-5,6,7,8-tetrahydropteridin-4(3H)-one