Compound

(4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin

A 4a-hydroxytetrahydrobiopterin which has R configuration at position 6 and in which the dihydroxypropyl substituent has L-erythro configuration.

Definition from ChEBI (CHEBI:15642), read 2026-09-23. CC BY 4.0.

CHEBI:15642ChEBI

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Structure

2D depiction · 3D model shown

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A generated conformer of (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound
Formula: C9H15N5O4
Mass: 257.25 g/mol
Charge: 0
InChIKey: KJKIEFUPAPPGBC-XXKOCQOQSA-N
SMILES: C[C@H](O)[C@H](O)[C@H]1CNC2=NC(N)=NC(=O)[C@]2(O)N1
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

5 entities

5 entities reached.

0 reported hops5 assembled from the scaffold

What the reference databases state

Statements

7 statements

7 statements · 1 reference database · Subject: (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin · Sources: Rhea

Order

(4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin is converted to (6R)-L-erythro-6,7-dihydrobiopterinCompoundRhea RHEA:11920Inferred only
(6R)-L-erythro-6,7-dihydrobiopterin is converted to (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterinCompoundRhea RHEA:11920Inferred only
(4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin is a substrate of PAHProteinRhea RHEA:20273Inferred only
(4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin is a substrate of PCBD1ProteinRhea RHEA:11920Inferred only
(4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin is a substrate of PCBD2ProteinRhea RHEA:11920Inferred only
(4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin is a substrate of TPH1ProteinRhea RHEA:16709Inferred only
(4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin is a substrate of TPH2ProteinRhea RHEA:16709Inferred only

Reactions

5 reactions

(4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin(6R)-L-erythro-6,7-dihydrobiopterin+water
Catalysed by PCBD1 or PCBD2
Reaction pageDirection not assertedBalanced
Rhea RHEA:11920CC BY 4.0Reference data
(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
Catalysed by TPH1 or TPH2
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+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
(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

Other names

2 names

Resolves to: (4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin

Also called: (6R)-6-(L-erythro-1,2-dihydroxypropyl)-5,6,7,8-tetrahydro-4a-hydroxypterin
Systematic name: (6R)-2-amino-6-[(1S,2R)-1,2-dihydroxypropyl]-4a-hydroxy-5,6,7,8-tetrahydropteridin-4(4aH)-one