(S)-Allantoin (BioCAD00000000962)

plant natural products

Metabolite Card

Formula: C4H6N4O3 (158.044)
SMILES: NC(=O)N[C@H]1NC(=O)NC1=O

Synonyms [en]

(S)-Allantoin; (S)(+)-Allantoin; (S)-(+)-allantoin; S-allantoin; S-(+)-Allantoin; N-[(4S)-2,5-dioxoimidazolidin-4-yl]urea

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

(S)-Allantoin. 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: BioCAD00000000962). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

An optically active form of allantoin having (S)-(+)-configuration." []

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 3844-67-5
  • CAS Registry Number: 97-59-6
  • PubChem: 439714
  • ChEBI: ChEBI:15678
  • KEGG: C02350
  • BioCyc: S-ALLANTOIN
  • Metlin: METLIN_63392
  • Coconut NaturalProduct: CNP0273828.2

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R02425 3.5.2.5 (S)-allantoin amidohydrolase
KEGG:R03925 5.1.99.3 allantoin racemase
KEGG:R06064 C11821 + C00080 + C00001<=>C02350 + C00011
KEGG:R06604 4.1.1.97 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H-imidazole-5-carboxylate carboxy-lyase [(S)-allantoin-forming]
BioCyc:TRANS-RXN0-444 S-ALLANTOIN + PROTON --> S-ALLANTOIN + PROTON
BioCyc:ALLANTOINASE-RXN 3.5.2.5 S-ALLANTOIN + WATER --> PROTON + ALLANTOATE
Rhea:RHEA:10805 5.1.99.3 (S)-allantoin => (R)-allantoin
Rhea:RHEA:10806 5.1.99.3 (R)-allantoin => (S)-allantoin
Rhea:RHEA:10807 5.1.99.3 (S)-allantoin <=> (R)-allantoin
Rhea:RHEA:17030 3.5.2.5 (S)-allantoin + H2O => allantoate + H+
Rhea:RHEA:17031 3.5.2.5 allantoate + H+ => (S)-allantoin + H2O
Rhea:RHEA:17032 3.5.2.5 (S)-allantoin + H2O <=> allantoate + H+
Rhea:RHEA:26302 4.1.1.97 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H-imidazole-5-carboxylate + H+ => (S)-allantoin + CO2
Rhea:RHEA:26303 4.1.1.97 (S)-allantoin + CO2 => 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H-imidazole-5-carboxylate + H+
Rhea:RHEA:26304 4.1.1.97 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H-imidazole-5-carboxylate + H+ <=> (S)-allantoin + CO2
Rhea:RHEA:28724 (S)-allantoin(in) + H+(in) => (S)-allantoin(out) + H+(out)
Rhea:RHEA:28725 (S)-allantoin(out) + H+(out) => (S)-allantoin(in) + H+(in)
Rhea:RHEA:28726 (S)-allantoin(in) + H+(in) <=> (S)-allantoin(out) + H+(out)
BioCyc:RXN-6201 4.1.1.97 PROTON + CPD-5821 --> S-ALLANTOIN + CARBON-DIOXIDE
BioCyc:ALLANTOIN-RACEMASE-RXN 5.1.99.3 S-ALLANTOIN<=>R--ALLANTOIN
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Organism Source

Taxonomy Source

  1. Streptomyces coelicolor M145 [ncbi taxid: ]
  2. Zea mays [ncbi taxid: 4577]

Pathway Synthetic

pathway id name
BioCyc:META_PWY-5705 allantoin degradation to glyoxylate III
BioCyc:META_PWY-5694 allantoin degradation to glyoxylate I
BioCyc:META_PWY-5691 urate conversion to allantoin I
BioCyc:META_PWY-7394 urate conversion to allantoin II
BioCyc:ECO_PWY-5698 allantoin degradation to ureidoglycolate II (ammonia producing)
BioCyc:YEAST_PWY-5697 allantoin degradation to ureidoglycolate I (urea producing)
BioCyc:ARA_PWY-5697 allantoin degradation to ureidoglycolate I (urea producing)
BioCyc:ARA_PWY-5691 urate degradation to allantoin I
BioCyc:AURANTIMONAS_PWY-5697 allantoin degradation to ureidoglycolate I (urea producing)
BioCyc:AURANTIMONAS_PWY-5691 urate conversion to allantoin I
BioCyc:AURANTIMONAS_PWY-5694 allantoin degradation to glyoxylate I
BioCyc:MOUSE_URSIN-PWY ureide biosynthesis
BioCyc:MOUSE_PWY-5697 allantoin degradation to ureidoglycolate I (urea producing)
BioCyc:SCO_URDEGR-PWY superpathway of allantoin degradation in plants
BioCyc:BSUB_URSIN-PWY ureide biosynthesis
BioCyc:FLY_PWY-5698 allantoin degradation to ureidoglycolate II (ammonia producing)
BioCyc:FLY_PWY-5691 urate degradation to allantoin I
BioCyc:PCHR_PWY-5692 allantoin degradation to glyoxylate II
BioCyc:ECOL413997_PWY0-41 allantoin degradation IV (anaerobic)
BioCyc:META_URDEGR-PWY superpathway of allantoin degradation in plants
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