Compound
(R)-4'-phosphopantothenate
An organophosphate oxoanion that is the trianion of (R)-5-phosphopantothenic acid arising from deprotonation of the carboxy and phosphate OH groups; major species at pH 7.3
Definition from ChEBI (CHEBI:10986), read 2026-09-23. CC BY 4.0.
Structure
Loading the model…
- Class
- Organic compound, anion
- Formula
- C9H15NO8P
- Mass
- 296.192 g/mol
- Charge
- -3
- InChIKey
- XHFVGHPGDLDEQO-ZETCQYMHSA-K
- SMILES
- CC(C)(COP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)[O-]
- Look it up
- ChEBIPubChemBy 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
13 statements
13 statements · 2 reference databases · Subject: (R)-4'-phosphopantothenate · Sources: Human-GEM, Rhea
- (R)-pantothenate is converted to (R)-4'-phosphopantothenateCompoundRhea RHEA:68332Inferred only
- (R)-4'-phosphopantothenate is converted to (R)-pantothenateCompoundRhea RHEA:68332Inferred only
- (R)-4'-phosphopantothenate is converted to (R)-pantothenateCompoundRhea RHEA:16373Inferred only
- (R)-pantothenate is converted to (R)-4'-phosphopantothenateCompoundRhea RHEA:16373Inferred only
- pantothenic acid is converted to (R)-4'-phosphopantothenateCompoundHuman-GEM MAR01634Inferred only
- pantothenic acid is converted to (R)-4'-phosphopantothenateCompoundHuman-GEM MAR04718Inferred only
- (R)-4'-phosphopantothenate is a substrate of PANK1ProteinRhea RHEA:16373Inferred only
- (R)-4'-phosphopantothenate is a substrate of PANK2ProteinRhea RHEA:16373Inferred only
- (R)-4'-phosphopantothenate is a substrate of PANK3ProteinRhea RHEA:16373Inferred only
- (R)-4'-phosphopantothenate is a substrate of PPCSProteinHuman-GEM MAR04723Inferred only
- (R)-4'-phosphopantothenate is a substrate of PPCSProteinHuman-GEM MAR11416Inferred only
- (R)-4'-phosphopantothenate is a substrate of PPCSProteinRhea RHEA:19397Inferred only
Show the remaining 1
- (R)-4'-phosphopantothenate is a substrate of PPCSProteinRhea RHEA:25156Inferred only
Reactions
9 reactions
ATP+pantothenic acidADP+(R)-4'-phosphopantothenate+proton
Catalysed by PANK2
Reaction pageLeft to rightBalancedEC 2.7.1.33mitochondrial matrix
Human-GEM MAR01634CC BY 4.0Reference data
ATP+pantothenic acidADP+(R)-4'-phosphopantothenate+proton
Catalysed by PANK3 or PANK2 or PANK1
Reaction pageLeft to rightBalancedEC 2.7.1.33cytosol
Human-GEM MAR04718CC BY 4.0Reference data
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
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
(R)-pantothenate+ATP(4-)(R)-4'-phosphopantothenate+ADP(3-)+hydron
Catalysed by PANK1 or PANK2 or PANK3
Reaction pageDirection not assertedBalanced
Rhea RHEA:16373CC 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
CHEBI:61294+beta-alanine+ATP(4-)(R)-4'-phosphopantothenate+AMP+diphosphate(3-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:27930CC BY 4.0Reference data
(R)-4'-phosphopantothenate+water(R)-pantothenate+hydrogenphosphate
Reaction pageDirection not assertedBalanced
Rhea RHEA:68332CC BY 4.0Reference data
Other names
1 name
Resolves to: (R)-4'-phosphopantothenate
- Systematic name
- 3-[(2R)-2-hydroxy-3,3-dimethyl-4-(phosphonatooxy)butanamido]propanoate