Compound
thiamine diphosphate
The coenzyme form of Vitamin B1 present in many animal tissues. It is a required intermediate in the pyruvate dehydrogenase complex and the ketoglutarate dehydrogenase complex.
Structure
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- Class
- Organic compound, anion
- Formula
- C12H16N4O7P2S
- Mass
- 422.296 g/mol
- Charge
- -2
- InChIKey
- AYEKOFBPNLCAJY-UHFFFAOYSA-L
- SMILES
- Cc1ncc(C[n+]2csc(CCOP(=O)([O-])OP(=O)([O-])[O-])c2C)c(N)n1
- 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
- SLC44A4ProteinUNIPROT:Q53GD3transported byInferred only24 paths20 endpoints
- thiamineCompoundCHEBI:18385converted toInferred only18 paths6 endpoints
- AK1ProteinUNIPROT:P00568substrate ofInferred only12 paths12 endpoints
- THTPAProteinUNIPROT:Q9BU02substrate ofInferred only4 paths4 endpoints
What the reference databases state
Statements
26 statements
26 statements · 2 reference databases · Subject: thiamine diphosphate · Sources: Rhea, UniProt
- thiamine diphosphate is converted to thiamineCompoundRhea RHEA:11576Inferred only
- thiamine is converted to thiamine diphosphateCompoundRhea RHEA:79423Inferred only
- thiamine is converted to thiamine diphosphateCompoundRhea RHEA:11576Inferred only
- thiamine triphosphate is converted to thiamine diphosphateCompoundRhea RHEA:69180Inferred only
- thiamine diphosphate is converted to thiamine triphosphateCompoundRhea RHEA:11744Inferred only
- thiamine diphosphate is converted to thiamine triphosphateCompoundRhea RHEA:69180Inferred only
- thiamine diphosphate is converted to thiamine triphosphateCompoundRhea RHEA:11240Inferred only
- thiamine triphosphate is converted to thiamine diphosphateCompoundRhea RHEA:11240Inferred only
- thiamine triphosphate is converted to thiamine diphosphateCompoundRhea RHEA:11744Inferred only
- BCKDHA requires the cofactor thiamine diphosphateProteinUniProt P12694Inferred only
- BCKDHB requires the cofactor thiamine diphosphateProteinUniProt P21953Inferred only
- DHTKD1 requires the cofactor thiamine diphosphateProteinUniProt Q96HY7Inferred only
Show the remaining 14
- HACL1 requires the cofactor thiamine diphosphateProteinUniProt Q9UJ83Inferred only
- HACL2 requires the cofactor thiamine diphosphateProteinUniProt A1L0T0Inferred only
- OGDH requires the cofactor thiamine diphosphateProteinUniProt Q02218Inferred only
- OGDHL requires the cofactor thiamine diphosphateProteinUniProt Q9ULD0Inferred only
- PDHA1 requires the cofactor thiamine diphosphateProteinUniProt P08559Inferred only
- PDHA2 requires the cofactor thiamine diphosphateProteinUniProt P29803Inferred only
- PDHB requires the cofactor thiamine diphosphateProteinUniProt P11177Inferred only
- TKT requires the cofactor thiamine diphosphateProteinUniProt P29401Inferred only
- TKTL1 requires the cofactor thiamine diphosphateProteinUniProt P51854Inferred only
- TKTL2 requires the cofactor thiamine diphosphateProteinUniProt Q9H0I9Inferred only
- thiamine diphosphate is a substrate of AK1ProteinRhea RHEA:69180Inferred only
- thiamine diphosphate is a substrate of THTPAProteinRhea RHEA:11744Inferred only
- thiamine diphosphate is transported by SLC25A19ProteinRhea RHEA:73383Inferred only
- thiamine diphosphate is transported by SLC44A4ProteinRhea RHEA:75471Inferred only
Reactions
12 reactions
thiamine diphosphate+ATP(4-)thiamine triphosphate+ADP(3-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:11240CC BY 4.0Reference data
thiamine+ATP(4-)thiamine diphosphate+AMP+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:11576CC BY 4.0Reference data
thiamine triphosphate+waterthiamine diphosphate+hydrogenphosphate+hydron
Catalysed by THTPA
Reaction pageDirection not assertedBalanced
Rhea RHEA:11744CC BY 4.0Reference data
CHEBI:37575+ATP(4-)thiamine diphosphate+ADP(3-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:15913CC BY 4.0Reference data
CHEBI:58476+thiamine diphosphate2-(1-hydroxyethyl)thiamine diphosphate+pyruvate
Reaction pageDirection not assertedBalanced
Rhea RHEA:24805CC BY 4.0Reference data
thiamine diphosphate+waterCHEBI:37575+hydrogenphosphate+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:27998CC BY 4.0Reference data
2-(1-hydroxyethyl)thiamine diphosphate+2-oxobutanoateCHEBI:49256+thiamine diphosphate
Reaction pageDirection not assertedBalanced
Rhea RHEA:33691CC BY 4.0Reference data
thiamine diphosphate+ADP(3-)+hydronCHEBI:71393+hydrogenphosphate
Reaction pageDirection not assertedBalanced
Rhea RHEA:35243CC BY 4.0Reference data
thiamine diphosphate+ADP(3-)thiamine triphosphate+AMP
Catalysed by AK1
Reaction pageDirection not assertedBalanced
Rhea RHEA:69180CC BY 4.0Reference data
CHEBI:37575+thiamine diphosphateCHEBI:37575+thiamine diphosphate
Transported by SLC25A19
Reaction pageDirection not assertedBalanced
Rhea RHEA:73383CC BY 4.0Reference data
thiamine diphosphatethiamine diphosphate
Transported by SLC44A4
Reaction pageDirection not assertedBalanced
Rhea RHEA:75471CC BY 4.0Reference data
thiamine+UTPthiamine diphosphate+UMP+hydron
Catalysed by TPK1
Reaction pageLeft to rightBalanced
Rhea RHEA:79423CC BY 4.0Reference data
Where it reaches
5 systems, 10 regions, 20 tissues, 20 transporter routes — routes, not measurements: transporters known to carry thiamine diphosphate are expressed there, and no source reports it arriving.
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Other names
10 names
Resolves to: thiamine diphosphate
- Also called
- thiamin pyrophosphatethiamin pyrophosphate(2-)thiamin pyrophosphate(2−)thiamine diphosphate dianionthiamine diphosphate(2-)thiamine diphosphate(2−)thiamine pyrophosphate dianionthiamine pyrophosphate(2-)thiamine pyrophosphate(2−)
- Systematic name
- 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-5-(2-{[oxido(phosphonatooxy)phosphoryl]oxy}ethyl)-1,3-thiazol-3-ium