(S)-(+)-allantoin

Base Information

• Chemical Name: (S)-(+)-allantoin
• CAS No.: 3844-67-5
• Molecular Formula: C₄H₆N₄O₃
• Molecular Weight: 158.117
• UNII: XDK458E1J9
• DSSTox Substance ID: DTXSID701278152
• Nikkaji Number: J732.397B
• Wikidata: Q27098185
• RXCUI: 1739978
• Metabolomics Workbench ID: 50218
• ChEMBL ID: CHEMBL1230080
• Mol file: 3844-67-5.mol

Synonyms:(+)-Allantoin;S-(+)-Allantoin;Allantoin, (+)-;(S)-(+)-allantoin;3844-67-5;Allantoin, S-(+)-;(S)-Allantoin;Allantoin S-(+)-form [MI];UNII-XDK458E1J9;XDK458E1J9;[(4S)-2,5-dioxoimidazolidin-4-yl]urea;Urea, N-((4S)-2,5-dioxo-4-imidazolidinyl)-;CHEBI:15678;N-((S)-2,5-dioxoimidazolidin-4-yl)urea;N-[(4S)-2,5-dioxoimidazolidin-4-yl]urea;1-[(4s)-2,5-Dioxoimidazolidin-4-Yl]urea;Urea, N-[(4S)-2,5-dioxo-4-imidazolidinyl]-;S-allantoin;S-Allantion;CAS-97-59-6;NCGC00016358-01;(S)(+)-Allantoin;CHEMBL1230080;SCHEMBL12994447;DTXSID701278152;N-[(4S)-2,5-Dioxo-4-imidazolidinyl]urea;A14826;C02350;Q27098185;3AL

Chemical Property of (S)-(+)-allantoin

Chemical Property:

• XLogP3: -2.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 158.04399007
• Heavy Atom Count: 11
• Complexity: 225

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1(C(=O)NC(=O)N1)NC(=O)N
• Isomeric SMILES: [C@H]1(C(=O)NC(=O)N1)NC(=O)N

Technology Process of (S)-(+)-allantoin

There total 2 articles about (S)-(+)-allantoin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

urate → (S)-(-)-allantoin (97-59-6,3844-67-5,5377-33-3,7303-80-2)

Guidance literature:

urate; With urate oxidase from Candida utilis; water; oxygen; Enzymatic reaction;

With recombinant HIU hydrolase from zebrafish; water; Enzymatic reaction;

With recombinant OHCU decarboxylase from zebrafish; Enzymatic reaction;

DOI:10.1039/c1ob05433c

Reference yield:

uric Acid (69-93-2) + allantoin racemase from Klebsiella pneumoniae → KpHpxA*(R)-allantoin*H2O + KpHpxA*(S)-allantoin*H2O + (S)-(-)-allantoin (97-59-6,3844-67-5,5377-33-3,7303-80-2)

Guidance literature:

With Candida sp. uricase; K_. pneumoniae 2-oxo-4-hydroxy-4-carboxy-5-ureidoimidazoline decarboxylase; K_. pneumoniae 5-hydroxyisourate hydrolase; at 25 ℃; for 0.5h; pH=7.5; stereospecific reaction; Kinetics; aq. buffer; Enzymatic reaction;

DOI:10.1016/j.jmb.2011.05.016

Reference yield:

(S)-(-)-allantoin (97-59-6,3844-67-5,5377-33-3,7303-80-2) → Allantoin (97-59-6)

Guidance literature:

In phosphate buffer; at 25 ℃; Further Variations:; Solvents; Kinetics;

DOI:10.1006/bioo.2000.1162

upstream raw materials:

uric Acid

Downstream raw materials:

allantoic acid

Allantoin