Compound

(6S)-5,6,7,8-tetrahydrofolate

Dianion of (6S)-5,6,7,8-tetrahydrofolic acid arising from deprotonation of both carboxylic acid functions.

Definition from ChEBI (CHEBI:57453), read 2026-09-23. CC BY 4.0.

CHEBI:57453ChEBI

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Structure

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A generated conformer of (6S)-5,6,7,8-tetrahydrofolate — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound, anion
Formula: C19H21N7O6
Mass: 443.42 g/mol
Charge: -2
InChIKey: MSTNYGQPCMXVAQ-RYUDHWBXSA-L
SMILES: Nc1nc2c(c(=O)n1)N[C@@H](CNc1ccc(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])cc1)CN2
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

6 entities

6 entities reached.

0 reported hops6 assembled from the scaffold

What the reference databases state

Statements

8 statements

8 statements · 1 reference database · Subject: (6S)-5,6,7,8-tetrahydrofolate · Sources: Rhea

Order

(6R)-10-formyltetrahydrofolate is converted to (6S)-5,6,7,8-tetrahydrofolateCompoundRhea RHEA:10180Inferred only
7,8-dihydrofolate is converted to (6S)-5,6,7,8-tetrahydrofolateCompoundRhea RHEA:15009Inferred only
(6S)-5,6,7,8-tetrahydrofolate is a substrate of AMTProteinRhea RHEA:16945Inferred only
(6S)-5,6,7,8-tetrahydrofolate is a substrate of FTCDProteinRhea RHEA:15097Inferred only
(6S)-5,6,7,8-tetrahydrofolate is a substrate of MTHFD1ProteinRhea RHEA:20221Inferred only
(6S)-5,6,7,8-tetrahydrofolate is a substrate of MTHFD1LProteinRhea RHEA:20221Inferred only
(6S)-5,6,7,8-tetrahydrofolate is a substrate of SHMT1ProteinRhea RHEA:15481Inferred only
(6S)-5,6,7,8-tetrahydrofolate is a substrate of SHMT2ProteinRhea RHEA:15481Inferred only

Reactions

41 reactions

(6R)-5,10-methylene-5,6,7,8-tetrahydrofolate+D-alanine+waterCHEBI:58275+(6S)-5,6,7,8-tetrahydrofolate
Reaction pageDirection not assertedBalanced
Rhea RHEA:10064CC BY 4.0Reference data
(6R)-10-formyltetrahydrofolate+NADP(3-)+water(6S)-5,6,7,8-tetrahydrofolate+carbon dioxide+NADPH(4-)+hydron
Catalysed by ALDH1L1 or ALDH1L2
Reaction pageLeft to rightBalanced
Rhea RHEA:10180CC BY 4.0Reference data
(6S)-5-methyl-5,6,7,8-tetrahydrofolate+L-homocysteine(6S)-5,6,7,8-tetrahydrofolate+L-methionine
Catalysed by MTR
Reaction pageLeft to rightBalanced
Rhea RHEA:11172CC BY 4.0Reference data
dCMP+(6R)-5,10-methylene-5,6,7,8-tetrahydrofolate+waterCHEBI:57962+(6S)-5,6,7,8-tetrahydrofolate
Reaction pageDirection not assertedBalanced
Rhea RHEA:11280CC BY 4.0Reference data
(6R)-5,10-methylene-5,6,7,8-tetrahydrofolate+3-methyl-2-oxobutanoate+waterCHEBI:11561+(6S)-5,6,7,8-tetrahydrofolate
Reaction pageDirection not assertedBalanced
Rhea RHEA:11824CC BY 4.0Reference data
trimethylsulfonium+(6S)-5,6,7,8-tetrahydrofolatedimethyl sulfide+(6S)-5-methyl-5,6,7,8-tetrahydrofolate+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:13693CC BY 4.0Reference data
(6S)-5,6,7,8-tetrahydrofolate+NADP(3-)7,8-dihydrofolate+NADPH(4-)+hydron
Catalysed by DHFR or DHFR2
Reaction pageRight to leftBalanced
Rhea RHEA:15009CC BY 4.0Reference data
N(1)-(5-phospho-beta-D-ribosyl)glycinamide+(6R)-10-formyltetrahydrofolateN(2)-formyl-N(1)-(5-phospho-beta-D-ribosyl)glycinamide+(6S)-5,6,7,8-tetrahydrofolate+hydron
Catalysed by GART
Reaction pageLeft to rightBalanced
Rhea RHEA:15053CC BY 4.0Reference data
5-formimidoyltetrahydrofolate+L-glutamate(1-)N-formimidoyl-L-glutamate+(6S)-5,6,7,8-tetrahydrofolate
Catalysed by FTCD
Reaction pageRight to leftBalanced
Rhea RHEA:15097CC BY 4.0Reference data
(6R)-5,10-methylene-5,6,7,8-tetrahydrofolate+glycine+water(6S)-5,6,7,8-tetrahydrofolate+L-seryl residue
Catalysed by SHMT1 or SHMT2
Reaction pageReversibleBalanced
Rhea RHEA:15481CC BY 4.0Reference data
CHEBI:65315+(6R)-5,10-methylene-5,6,7,8-tetrahydrofolate+NADH(2-)+hydronCHEBI:74447+(6S)-5,6,7,8-tetrahydrofolate+NAD(1-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:16873CC BY 4.0Reference data
N(6)-[(R)-S(8)-aminomethyldihydrolipoyl]-L-lysyl-[protein]+(6S)-5,6,7,8-tetrahydrofolateN(6)-[(R)-dihydrolipoyl]-L-lysyl-[protein]+(6R)-5,10-methylene-5,6,7,8-tetrahydrofolate+ammonium
Catalysed by AMT
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:16945CC BY 4.0Reference data

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Other names

2 names

Resolves to: (6S)-5,6,7,8-tetrahydrofolate

Also called: (6S)-5,6,7,8-tetrahydrofolate dianion
Systematic name: N-[4-({[(6S)-2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamate