Methacrylyl-CoA: Difference between revisions

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	{{chembox		{{chembox
			\| Verifiedfields = changed
⚫	\|ImageFile=Methacrylyl-CoA.png
			\| verifiedrevid = 433682385
⚫	\|ImageSize=250px
		⚫	\| ImageFile=Methacrylyl-CoA.png
	\|IUPACName=
		⚫	\| ImageSize=250px
⚫	\|OtherNames=
			\| IUPACName=3′-''O''-Phosphonoadenosine 5′-ethyl}amino)-3-oxopropyl]amino}-4-oxobutyl dihydrogen phosphate]
			\| SystematicName=''O''<sup>1</sup>-<nowiki/>{methyl} ''O''<sup>3</sup>-ethyl}amino)-3-oxopropyl]amino}-4-oxobutyl] dihydrogen diphosphate
		⚫	\| OtherNames=
	\|Section1={{Chembox Identifiers		\|Section1={{Chembox Identifiers
			\| CASNo_Ref = {{cascite\|correct\|??}}
	\| CASNo=6008-91-9		\| CASNo=6008-91-9
	\| PubChem=~~877~~		\| PubChem = 165390
⚫	\| SMILES=O1(OP(O)(O)=O)(COP(OP(OCC(C)(C)(O)C(NCCC(NCCSC(C(C)=C)=O)=O)=O)(O)=O)(O)=O)O1N2C(N=CN=C3N)=C3N=C2
			\| ChemSpiderID_Ref = {{chemspidercite\|changed\|chemspider}}
⚫	\| MeSHName=methacrylyl-coenzyme+A
			\| ChemSpiderID = 144985
			\| StdInChI_Ref = {{stdinchicite\|changed\|chemspider}}
			\| StdInChI = 1S/C25H40N7O17P3S/c1-13(2)24(37)53-8-7-27-15(33)5-6-28-22(36)19(35)25(3,4)10-46-52(43,44)49-51(41,42)45-9-14-18(48-50(38,39)40)17(34)23(47-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-12,14,17-19,23,34-35H,1,5-10H2,2-4H3,(H,27,33)(H,28,36)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,17-,18-,19+,23-/m1/s1
			\| StdInChIKey_Ref = {{stdinchicite\|changed\|chemspider}}
			\| StdInChIKey = NPALUEYCDZWBOV-NDZSKPAWSA-N
		⚫	\| SMILES=O1(OP(O)(O)=O)(COP(OP(OCC(C)(C)(O)C(NCCC(NCCSC(C(C)=C)=O)=O)=O)(O)=O)(O)=O)O1N2C(N=CN=C3N)=C3N=C2
		⚫	\| MeSHName=methacrylyl-coenzyme+A
	}}		}}
	\|Section2={{Chembox Properties		\|Section2={{Chembox Properties
	\| Formula=C<sub>25</sub>H<sub>40</sub>N<sub>7</sub>O<sub>17</sub>P<sub>3</sub>S		\| Formula=C<sub>25</sub>H<sub>40</sub>N<sub>7</sub>O<sub>17</sub>P<sub>3</sub>S
	\| MolarMass=835.61 g/mol		\| MolarMass=835.61 g/mol
	\| Appearance=		\| Appearance=
	\| Density=		\| Density=
	\| MeltingPt=		\| MeltingPt=
	\| BoilingPt=		\| BoilingPt=
	\| Solubility=		\| Solubility=
	}}		}}
	\|Section3={{Chembox Hazards		\|Section3={{Chembox Hazards
	\| MainHazards=		\| MainHazards=
	\| FlashPt=		\| FlashPt=
			\| AutoignitionPt =
	\| Autoignition=
	}}		}}
	}}		}}
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	{{Amino acid metabolism intermediates}}		{{Amino acid metabolism intermediates}}

	]		]


	{{organic-compound-stub}}		{{organic-compound-stub}}

	]

Latest revision as of 23:23, 4 May 2023

Methacrylyl-CoA
Names

IUPAC name 3′-O-Phosphonoadenosine 5′-ethyl}amino)-3-oxopropyl]amino}-4-oxobutyl dihydrogen phosphate]
Systematic IUPAC name O-{methyl} O-ethyl}amino)-3-oxopropyl]amino}-4-oxobutyl] dihydrogen diphosphate
Identifiers
CAS Number	6008-91-9
3D model (JSmol)	Interactive image
ChemSpider	144985
MeSH	methacrylyl-coenzyme+A
PubChem CID	165390
CompTox Dashboard (EPA)	DTXSID00863677 DTXSID10975513, DTXSID00863677
InChI InChI=1S/C25H40N7O17P3S/c1-13(2)24(37)53-8-7-27-15(33)5-6-28-22(36)19(35)25(3,4)10-46-52(43,44)49-51(41,42)45-9-14-18(48-50(38,39)40)17(34)23(47-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-12,14,17-19,23,34-35H,1,5-10H2,2-4H3,(H,27,33)(H,28,36)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,17-,18-,19+,23-/m1/s1Key: NPALUEYCDZWBOV-NDZSKPAWSA-N
SMILES O1(OP(O)(O)=O)(COP(OP(OCC(C)(C)(O)C(NCCC(NCCSC(C(C)=C)=O)=O)=O)(O)=O)(O)=O)O1N2C(N=CN=C3N)=C3N=C2
Properties
Chemical formula	C₂₅H₄₀N₇O₁₇P₃S
Molar mass	835.61 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is ?) Infobox references

Chemical compound

Methacrylyl-CoA is an intermediate in the metabolism of valine.

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→pyruvate→
citrate

glycine→
serine→

3-Phosphoglyceric acid

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

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