Record Information |
---|
Version | 4.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2008-08-13 17:05:33 UTC |
---|
Update Date | 2020-02-26 21:26:50 UTC |
---|
HMDB ID | HMDB0006865 |
---|
Secondary Accession Numbers | - HMDB0006946
- HMDB06865
- HMDB06946
|
---|
Metabolite Identification |
---|
Common Name | 3-Methyl-1-hydroxybutyl-ThPP |
---|
Description | 3-Methyl-1-hydroxybutyl-ThPP belongs to the class of organic compounds known as thiamine phosphates. These are thiamine derivatives in which the hydroxyl group of the ethanol moiety is substituted by a phosphate group. 3-Methyl-1-hydroxybutyl-ThPP is a very strong basic compound (based on its pKa). 3-Methyl-1-hydroxybutyl-ThPP exists in all living organisms, ranging from bacteria to humans. Within humans, 3-methyl-1-hydroxybutyl-THPP participates in a number of enzymatic reactions. In particular, 3-methyl-1-hydroxybutyl-THPP and lipoamide can be converted into S-(3-methylbutanoyl)-dihydrolipoamide-e through its interaction with the enzymes 2-oxoisovalerate dehydrogenase subunit beta, mitochondrial and 2-oxoisovalerate dehydrogenase subunit alpha, mitochondrial. In addition, 3-methyl-1-hydroxybutyl-THPP can be biosynthesized from ketoleucine and thiamine pyrophosphate; which is mediated by the enzyme 2-oxoisovalerate dehydrogenase. In humans, 3-methyl-1-hydroxybutyl-THPP is involved in the metabolic disorder called the 2-methyl-3-hydroxybutyryl-coa dehydrogenase deficiency pathway. |
---|
Structure | |
---|
Synonyms | Value | Source |
---|
3-Methyl-1-hydroxybutyl-TPP | Kegg |
|
---|
Chemical Formula | C17H29N4O8P2S |
---|
Average Molecular Weight | 511.447 |
---|
Monoisotopic Molecular Weight | 511.118132638 |
---|
IUPAC Name | 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-2-(1-hydroxy-3-methylbutyl)-4-methyl-1,3-thiazol-3-ium |
---|
Traditional Name | 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-2-(1-hydroxy-3-methylbutyl)-4-methyl-1,3-thiazol-3-ium |
---|
CAS Registry Number | Not Available |
---|
SMILES | CC(C)CC(O)C1=[N+](CC2=C(N)N=C(C)N=C2)C(C)=C(CCOP(O)(=O)OP(O)(O)=O)S1 |
---|
InChI Identifier | InChI=1S/C17H28N4O8P2S/c1-10(2)7-14(22)17-21(9-13-8-19-12(4)20-16(13)18)11(3)15(32-17)5-6-28-31(26,27)29-30(23,24)25/h8,10,14,22H,5-7,9H2,1-4H3,(H4-,18,19,20,23,24,25,26,27)/p+1 |
---|
InChI Key | OZAWOYZVNPQFFO-UHFFFAOYSA-O |
---|
Chemical Taxonomy |
---|
Description | belongs to the class of organic compounds known as thiamine phosphates. These are thiamine derivatives in which the hydroxyl group of the ethanol moiety is substituted by a phosphate group. |
---|
Kingdom | Organic compounds |
---|
Super Class | Organoheterocyclic compounds |
---|
Class | Diazines |
---|
Sub Class | Pyrimidines and pyrimidine derivatives |
---|
Direct Parent | Thiamine phosphates |
---|
Alternative Parents | |
---|
Substituents | - Thiamine-phosphate
- Organic pyrophosphate
- 2,4,5-trisubstituted 1,3-thiazole
- Aminopyrimidine
- Monoalkyl phosphate
- Organic phosphoric acid derivative
- Phosphoric acid ester
- Alkyl phosphate
- Imidolactam
- Heteroaromatic compound
- Azole
- Thiazole
- Secondary alcohol
- Azacycle
- Hydrocarbon derivative
- Amine
- Organic oxide
- Primary amine
- Alcohol
- Organooxygen compound
- Organonitrogen compound
- Organopnictogen compound
- Organic nitrogen compound
- Aromatic alcohol
- Organic oxygen compound
- Organic cation
- Aromatic heteromonocyclic compound
|
---|
Molecular Framework | Aromatic heteromonocyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
|
Disposition | Source: |
---|
Process | Naturally occurring process: |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Predicted Properties | |
---|