2-Methylacetoacetyl-CoA

2-Methylacetoacetyl-CoA

Names
IUPAC name 3′-O-Phosphonoadenosine 5′-sulfanyl}ethyl)amino]-3-oxopropyl}amino)-4-oxobutyl dihydrogen diphosphate]
Systematic IUPAC name O1-{methyl} O3-sulfanyl}ethyl)amino]-3-oxopropyl}amino)-4-oxobutyl] dihydrogen diphosphate
Identifiers
CAS Number	6712-01-2 N
3D model (JSmol)	Interactive image
ChemSpider	17216071 Y
MeSH	2-methylacetoacetyl-coenzyme+A
PubChem CID	53
CompTox Dashboard (EPA)	DTXSID70986160
InChI InChI=1S/C26H42N7O18P3S/c1-13(14(2)34)25(39)55-8-7-28-16(35)5-6-29-23(38)20(37)26(3,4)10-48-54(45,46)51-53(43,44)47-9-15-19(50-52(40,41)42)18(36)24(49-15)33-12-32-17-21(27)30-11-31-22(17)33/h11-13,15,18-20,24,36-37H,5-10H2,1-4H3,(H,28,35)(H,29,38)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/t13?,15-,18-,19-,20-,24-/m1/s1 YKey: NHNODHRSCRALBF-JGCWONBBSA-N Y InChI=1/C26H42N7O18P3S/c1-13(14(2)34)25(39)55-8-7-28-16(35)5-6-29-23(38)20(37)26(3,4)10-48-54(45,46)51-53(43,44)47-9-15-19(50-52(40,41)42)18(36)24(49-15)33-12-32-17-21(27)30-11-31-22(17)33/h11-13,15,18-20,24,36-37H,5-10H2,1-4H3,(H,28,35)(H,29,38)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/t13?,15-,18-,19-,20-,24-/m1/s1Key: NHNODHRSCRALBF-JGCWONBBBK
SMILES CC(=O)C(C)C(=O)SCCNC(=O)CCNC(=O)(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC3O(n2cnc1c(N)ncnc12)(O)3OP(O)(O)=O
Properties
Chemical formula	C26H42N7O18P3S
Molar mass	865.63 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is YN ?) Infobox references

2-Methylacetoacetyl-CoA is an intermediate in the metabolism of isoleucine.

See also

• 3-hydroxy-2-methylbutyryl-CoA dehydrogenase

v t e Amino acid metabolism metabolic intermediates
K→acetyl-CoA	lysine→ Saccharopine Allysine α-Aminoadipic acid 2-Oxoadipic acid Glutaryl-CoA Glutaconyl-CoA Crotonyl-CoA β-Hydroxybutyryl-CoA leucine→ β-Hydroxy β-methylbutyric acid β-Hydroxy β-methylbutyryl-CoA Isovaleryl-CoA α-Ketoisocaproic acid β-Ketoisocaproic acid β-Ketoisocaproyl-CoA β-Leucine β-Methylcrotonyl-CoA β-Methylglutaconyl-CoA β-Hydroxy β-methylglutaryl-CoA tryptophan→alanine→ N′-Formylkynurenine Kynurenine Anthranilic acid 3-Hydroxykynurenine 3-Hydroxyanthranilic acid 2-Amino-3-carboxymuconic semialdehyde 2-Aminomuconic semialdehyde 2-Aminomuconic acid Glutaryl-CoA
G	G→pyruvate→ citrate glycine→ serine→ 3-Phosphoglyceric acid glycine→creatine: Glycocyamine Phosphocreatine Creatinine G→glutamate→ α-ketoglutarate histidine→ Urocanic acid Imidazol-4-one-5-propionic acid Formiminoglutamic acid Glutamate-1-semialdehyde proline→ 1-Pyrroline-5-carboxylic acid arginine→ Agmatine Ornithine Citrulline Cadaverine Putrescine other cysteine+glutamate→glutathione: γ-Glutamylcysteine G→propionyl-CoA→ succinyl-CoA valine→ α-Ketoisovaleric acid Isobutyryl-CoA Methacrylyl-CoA 3-Hydroxyisobutyryl-CoA 3-Hydroxyisobutyric acid 2-Methyl-3-oxopropanoic acid isoleucine→ 2,3-Dihydroxy-3-methylpentanoic acid 2-Methylbutyryl-CoA Tiglyl-CoA 2-Methylacetoacetyl-CoA methionine→ generation of homocysteine: S-Adenosyl methionine S-Adenosyl-L-homocysteine Homocysteine conversion to cysteine: Cystathionine α-Ketobutyric acid + Cysteine threonine→ α-Ketobutyric acid propionyl-CoA→ Methylmalonyl-CoA G→fumarate phenylalanine→tyrosine→ 4-Hydroxyphenylpyruvic acid Homogentisic acid 4-Maleylacetoacetic acid G→oxaloacetate see urea cycle
Other	Cysteine metabolism Cysteine sulfinic acid

This article about an organic compound is a stub. You can help Wikipedia by expanding it.

• v
• t
• e