5-Methyltetrahydropteroyltri-L-glutamate (BioCAD00000004896)

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Metabolite Card

Formula: C30H39N9O12 (717.2718)
SMILES: CN1[C@@H](CNC2=CC=C(C=C2)C(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)N[C@@H](CCC(O)=O)C(O)=O)C(O)=O)C(O)=O)CNC2=C1C(=O)N=C(N)N2

Synonyms [en]

5-Methyltetrahydropteroyltri-L-glutamate; 5-methyltetrahydropteroyltri-L-glutamic acid; (2S)-2-[(4S)-4-[(4S)-4-{[4-({[(6S)-2-amino-5-methyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]formamido}-4-carboxybutanamido]-4-carboxybutanamido]pentanedioic acid; N-{[4-({[(6S)-2-amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]carbonyl}-L-gamma-glutamyl-L-gamma-glutamyl-L-glutamic acid; 8-hexahydropteridin-6-ylmethyl}amino)phenylcarbonyl}-L-gamma-glutamyl-L-gamma-glutamyl-L-glutamic acid; (2~{S})-2-[[(4~{S})-4-[[(4~{S})-4-[[4-[[(6~{S})-2-amino-5-methyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl]methylamino]benzoyl]amino]-4-carboxy-butanoyl]amino]-4-carboxy-butanoyl]amino]pentanedioic acid

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

5-Methyltetrahydropteroyltri-L-glutamate. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000004896). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

5-Methyltetrahydropteroyltri-L-glutamic acid (CAS: 13061-55-7) is formed during the reaction between the carbonyl group of 5-methyltetrahydropteroate and the amine group on one end of three replicates of glutamate. It is involved in several pathways as a product of enzymatic reduction such as in tetrahydrofolate biosynthesis II and methionine biosynthesis I, II, and III. It is also involved in several pathways as a product of enzymatic oxidation such as in the pathways folate polyglutamylation I and carbon tetrachloride degradation II. In humans, this compound is produced by the bacteria in the gut and may be found in feces or urine.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 133321-34-3
  • PubChem: 135398574
  • PubChem: 16722111
  • ChEBI: ChEBI:17614
  • HMDB: HMDB0012177
  • KEGG: C04489
  • RefMet: RM0138973
  • Coconut NaturalProduct: CNP0001732.1
  • Coconut NaturalProduct: CNP0519957.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R04405 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate:L-homocysteine S-methyltransferase
KEGG:R09365 2.1.1.13 5-methyltetrahydropteroyltri-L-glutamate:L-selenohomocysteine Se-methyltransferase
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
BioCyc:ARA_PWY-5041 S-adenosyl-L-methionine cycle II
BioCyc:SHIGELLA_METSYN-PWY homoserine and methionine biosynthesis
BioCyc:PLASMO_P4-PWY superpathway of lysine, threonine and methionine biosynthesis I
BioCyc:ECOO157_HOMOSER-METSYN-PWY methionine biosynthesis I
BioCyc:ECOO157_PWY-5347 superpathway of methionine biosynthesis (transsulfuration)
BioCyc:ECOO157_P4-PWY superpathway of lysine, threonine and methionine biosynthesis I
BioCyc:ECOL199310_PWY-6151 S-adenosyl-L-methionine cycle I
BioCyc:ECOL199310_METSYN-PWY homoserine and methionine biosynthesis
BioCyc:CAULO_PWY-6151 S-adenosyl-L-methionine cycle I
BioCyc:CAULO_HSERMETANA-PWY methionine biosynthesis III
BioCyc:PCHR_PWY-6151 S-adenosyl-L-methionine cycle I
BioCyc:ECOL316407_P4-PWY superpathway of lysine, threonine and methionine biosynthesis I
BioCyc:ECOL316407_METSYN-PWY homoserine and methionine biosynthesis
BioCyc:ECOL316407_PWY0-781 aspartate superpathway
BioCyc:ECOL413997_P4-PWY superpathway of lysine, threonine and methionine biosynthesis I
BioCyc:ECOL413997_METSYN-PWY homoserine and methionine biosynthesis
BioCyc:MOB3B_HOMOSER-METSYN-PWY methionine biosynthesis I
BioCyc:THAPS_HOMOSER-METSYN-PWY methionine biosynthesis I
BioCyc:THAPS_METSYN-PWY homoserine and methionine biosynthesis
BioCyc:THAPS_PWY-5347 superpathway of methionine biosynthesis (transsulfuration)
View All Pathways