You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Yeast Metabolome Database.
| Identification |
|---|
| YMDB ID | YMDB00717 |
|---|
| Name | itaconyl-CoA |
|---|
| Species | Saccharomyces cerevisiae |
|---|
| Strain | Baker's yeast |
|---|
| Description | itaconyl-CoA belongs to the class of organic compounds known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain. Thus, itaconyl-CoA is considered to be a fatty ester lipid molecule. itaconyl-CoA is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. |
|---|
| Structure | |
|---|
| Synonyms | - Itaconoyl CoA
- Itaconoyl coenzyme A
- Itaconyl-CoA
- S-(1-hydrogen methylenesuccinate) CoA
- S-(1-hydrogen methylenesuccinate) Coenzyme A
- S-3-methylenesuccinate CoA
- S-3-methylenesuccinate Coenzyme A
- S-itaconate CoA
- S-itaconate Coenzyme A
|
|---|
| CAS number | 6008-93-1 |
|---|
| Weight | Average: 879.618
Monoisotopic: 879.131252359 |
|---|
| InChI Key | NFVGYLGSSJPRKW-CITAKDKDSA-N |
|---|
| InChI | InChI=1S/C26H40N7O19P3S/c1-13(25(39)40)8-16(35)56-7-6-28-15(34)4-5-29-23(38)20(37)26(2,3)10-49-55(46,47)52-54(44,45)48-9-14-19(51-53(41,42)43)18(36)24(50-14)33-12-32-17-21(27)30-11-31-22(17)33/h11-12,14,18-20,24,36-37H,1,4-10H2,2-3H3,(H,28,34)(H,29,38)(H,39,40)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/t14-,18-,19-,20+,24-/m1/s1 |
|---|
| IUPAC Name | 4-[(2-{3-[(2R)-3-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-2-methylidene-4-oxobutanoic acid |
|---|
| Traditional IUPAC Name | itaconyl-coa |
|---|
| Chemical Formula | C26H40N7O19P3S |
|---|
| SMILES | CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=C)C(O)=O |
|---|
| Chemical Taxonomy |
|---|
| Description | belongs to the class of organic compounds known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Lipids and lipid-like molecules |
|---|
| Class | Fatty Acyls |
|---|
| Sub Class | Fatty acyl thioesters |
|---|
| Direct Parent | Acyl CoAs |
|---|
| Alternative Parents | |
|---|
| Substituents | - Coenzyme a or derivatives
- Purine ribonucleoside 3',5'-bisphosphate
- Purine ribonucleoside bisphosphate
- Purine ribonucleoside diphosphate
- Pentose phosphate
- Pentose-5-phosphate
- Ribonucleoside 3'-phosphate
- Beta amino acid or derivatives
- Glycosyl compound
- N-glycosyl compound
- 6-aminopurine
- Monosaccharide phosphate
- Organic pyrophosphate
- Pentose monosaccharide
- Imidazopyrimidine
- Purine
- Hydroxy fatty acid
- Monoalkyl phosphate
- Thia fatty acid
- Aminopyrimidine
- Monosaccharide
- Fatty amide
- Alkyl phosphate
- Phosphoric acid ester
- N-acyl-amine
- N-substituted imidazole
- Pyrimidine
- Organic phosphoric acid derivative
- Imidolactam
- Heteroaromatic compound
- Azole
- Imidazole
- Tetrahydrofuran
- Carboxamide group
- Amino acid
- Carbothioic s-ester
- Amino acid or derivatives
- Secondary alcohol
- Secondary carboxylic acid amide
- Thiocarboxylic acid ester
- Thiocarboxylic acid or derivatives
- Sulfenyl compound
- Azacycle
- Oxacycle
- Organoheterocyclic compound
- Carboxylic acid derivative
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Organic nitrogen compound
- Organic oxide
- Primary amine
- Carbonyl group
- Organopnictogen compound
- Alcohol
- Amine
- Organic oxygen compound
- Organosulfur compound
- Organooxygen compound
- Hydrocarbon derivative
- Organonitrogen compound
- Aromatic heteropolycyclic compound
|
|---|
| Molecular Framework | Aromatic heteropolycyclic compounds |
|---|
| External Descriptors | |
|---|
| Physical Properties |
|---|
| State | Solid |
|---|
| Charge | 0 |
|---|
| Melting point | Not Available |
|---|
| Experimental Properties | |
|---|
| Predicted Properties | |
|---|
| Biological Properties |
|---|
| Cellular Locations | - mitochondrion
- lipid particle
- endoplasmic reticulum
|
|---|
| Organoleptic Properties | Not Available |
|---|
| SMPDB Pathways | | purine nucleotides de novo biosynthesis | PW002478 |    |
|
|---|
| KEGG Pathways | Not Available |
|---|
| SMPDB Reactions | |
|---|
| KEGG Reactions | |
|---|
| Concentrations |
|---|
| Intracellular Concentrations | Not Available |
|---|
| Extracellular Concentrations | Not Available |
|---|
| Spectra |
|---|
| Spectra | |
|---|
| References |
|---|
| References: | - Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). "A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology." Nat Biotechnol 26:1155-1160.18846089
- Przybyla-Zawislak, B., Dennis, R. A., Zakharkin, S. O., McCammon, M. T. (1998). "Genes of succinyl-CoA ligase from Saccharomyces cerevisiae." Eur J Biochem 258:736-743.9874242
|
|---|
| Synthesis Reference: | Willke T, Vorlop KD. Biotechnological production of itaconic acid. Appl Microbiol Biotechnol. 2001 Aug;56(3-4):289-95. |
|---|
| External Links: | |
|---|
