Compound

N-[(R)-4-phosphopantothenoyl]-L-cysteine

Trianion of N-[(R)-4-phosphopantothenoyl]-L-cysteine arising from deprotonation of carboxylic acid and phosphate functions.

Definition from ChEBI (CHEBI:59458), read 2026-09-23. CC BY 4.0.

CHEBI:59458ChEBI

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Structure

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A generated conformer of N-[(R)-4-phosphopantothenoyl]-L-cysteine — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound, anion
Formula: C12H20N2O9PS
Mass: 399.338 g/mol
Charge: -3
InChIKey: XQYALQVLCNHCFT-CBAPKCEASA-K
SMILES: CC(C)(COP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)N[C@@H](CS)C(=O)[O-]
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

4 entities

4 entities reached.

0 reported hops4 assembled from the scaffold

What the reference databases state

Statements

10 statements

10 statements · 2 reference databases · Subject: N-[(R)-4-phosphopantothenoyl]-L-cysteine · Sources: Human-GEM, Rhea

Order

N-[(R)-4-phosphopantothenoyl]-L-cysteine is converted to (R)-4'-phosphopantetheineCompoundRhea RHEA:16793Inferred only
N-[(R)-4-phosphopantothenoyl]-L-cysteine is converted to pantetheine 4'-phosphateCompoundHuman-GEM MAR04733Inferred only
pantetheine 4'-phosphate is converted to N-[(R)-4-phosphopantothenoyl]-L-cysteineCompoundHuman-GEM MAR04725Inferred only
N-[(R)-4-phosphopantothenoyl]-L-cysteine is converted to pantetheine 4'-phosphateCompoundHuman-GEM MAR04725Inferred only
N-[(R)-4-phosphopantothenoyl]-L-cysteine is a substrate of PANK1ProteinHuman-GEM MAR04730Inferred only
N-[(R)-4-phosphopantothenoyl]-L-cysteine is a substrate of PANK2ProteinHuman-GEM MAR04731Inferred only
N-[(R)-4-phosphopantothenoyl]-L-cysteine is a substrate of PANK2ProteinHuman-GEM MAR04730Inferred only
N-[(R)-4-phosphopantothenoyl]-L-cysteine is a substrate of PANK3ProteinHuman-GEM MAR04730Inferred only
N-[(R)-4-phosphopantothenoyl]-L-cysteine is a substrate of PPCDCProteinHuman-GEM MAR04725Inferred only
N-[(R)-4-phosphopantothenoyl]-L-cysteine is a substrate of PPCDCProteinRhea RHEA:16793Inferred only

Reactions

9 reactions

CHEBI:17677+L-cysteine+(R)-4'-phosphopantothenateN-[(R)-4-phosphopantothenoyl]-L-cysteine+cytidine 5'-monophosphate+proton+diphosphate(3-)
Catalysed by PPCS
Reaction pageLeft to rightBalancedEC 6.3.2.5cytosol
Human-GEM MAR04723CC BY 4.0Reference data
N-[(R)-4-phosphopantothenoyl]-L-cysteine+protoncarbon dioxide+pantetheine 4'-phosphate
Catalysed by PPCDC
Reaction pageReversibleBalancedEC 4.1.1.36cytosol
Human-GEM MAR04725CC BY 4.0Reference data
N-[(R)-4-phosphopantothenoyl]-L-cysteine+ADP+protonATP+MAM02623c
Catalysed by PANK3 or PANK2 or PANK1
Reaction pageReversibleBalancedEC 2.7.1.33cytosol
Human-GEM MAR04730CC BY 4.0Reference data
N-[(R)-4-phosphopantothenoyl]-L-cysteine+ADP+protonATP+MAM02623m
Catalysed by PANK2
Reaction pageReversibleBalancedEC 2.7.1.33mitochondrial matrix
Human-GEM MAR04731CC BY 4.0Reference data
N-[(R)-4-phosphopantothenoyl]-L-cysteine+protoncarbon dioxide+pantetheine 4'-phosphate
Reaction pageLeft to rightBalancedEC 4.1.1.36mitochondrial matrix
Human-GEM MAR04733CC BY 4.0Reference data
ATP+L-cysteine+(R)-4'-phosphopantothenateN-[(R)-4-phosphopantothenoyl]-L-cysteine+AMP+proton+diphosphate(3-)
Catalysed by PPCS
Reaction pageLeft to rightBalancedEC 3.1.3.4cytosol
Human-GEM MAR11416CC BY 4.0Reference data
N-[(R)-4-phosphopantothenoyl]-L-cysteine+hydron(R)-4'-phosphopantetheine+carbon dioxide
Catalysed by PPCDC
Reaction pageLeft to rightBalanced
Rhea RHEA:16793CC BY 4.0Reference data
(R)-4'-phosphopantothenate+L-cysteine+CTPN-[(R)-4-phosphopantothenoyl]-L-cysteine+CMP+diphosphate(3-)+hydron
Catalysed by PPCS
Reaction pageLeft to rightBalanced
Rhea RHEA:19397CC BY 4.0Reference data
(R)-4'-phosphopantothenate+L-cysteine+ATP(4-)N-[(R)-4-phosphopantothenoyl]-L-cysteine+AMP+diphosphate(3-)+hydron
Catalysed by PPCS
Reaction pageLeft to rightBalanced
Rhea RHEA:25156CC BY 4.0Reference data

Other names

3 names

Resolves to: N-[(R)-4-phosphopantothenoyl]-L-cysteine

Systematic name: N-[(R)-4-phosphonatopantothenoyl]-L-cysteinate trianionN-{N-[(2R)-2-hydroxy-3,3-dimethyl-4-phosphonatooxybutanoyl]-beta-alanyl}-L-cysteinateN-{N-[(2R)-2-hydroxy-3,3-dimethyl-4-phosphonatooxybutanoyl]-β-alanyl}-L-cysteinate