Allantoin | AI3-15281 | NSC-7606 | CAS#97-59-6 | Skin Conditioning Antioxidant

MedKoo Cat#: 328104 | Name: Allantoin

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Allantoin, is a diureide of glyoxylic acid. Allantoin is potentionally a treatment for epidermolysis bullosa. Several beneficial effects for allantoin as an active ingredient in over-the-counter cosmetics include: a moisturizing and keratolytic effect, increasing the water content of the extracellular matrix and enhancing the desquamation of upper layers of dead skin cells, increasing the smoothness of the skin; promoting cell proliferation and wound healing; and a soothing, anti-irritant, and skin protectant effect by forming complexes with irritant and sensitizing agents.

Chemical Structure

Allantoin

CAS#97-59-6 (racemic)

Theoretical Analysis

MedKoo Cat#: 328104

Name: Allantoin

CAS#: 97-59-6 (racemic)

Chemical Formula: C4H6N4O3

Exact Mass: 158.0440

Molecular Weight: 158.12

Elemental Analysis: C, 30.39; H, 3.83; N, 35.43; O, 30.36

Price and Availability

Size	Price	Availability	Quantity
25g	USD 350.00	2 Weeks
500g	USD 950.00	2 Weeks

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Related CAS #

97-59-6 (racemic) 3844-67-5 (S-isomer) 7303-80-2 (R-isomer) 565227-55-6 (panthenol)

Synonym

(±)-Allantoin; 1-(2,5-Dioxoimidazolidin-4-yl)urea; 5-Ureidohydantoin; Allantion; Allantol; Cordianine; DL-Allantoin; Glyoxyldiureid; Glyoxyldiureide; Glyoxylic diureide; NSC 7606; Psoralon; SD 101; Sebical; Septalan;

IUPAC/Chemical Name

1-(2,5-dioxoimidazolidin-4-yl)urea

InChi Key

POJWUDADGALRAB-UHFFFAOYSA-N

InChi Code

InChI=1S/C4H6N4O3/c5-3(10)6-1-2(9)8-4(11)7-1/h1H,(H3,5,6,10)(H2,7,8,9,11)

SMILES Code

O=C(N)NC(C(N1)=O)NC1=O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2933.21.0000

More Info

Certificate of Analysis

View CoA: current batch, Lot#T20C01I31

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 158.12 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Go HK, Rahman MM, Kim GB, Na CS, Song CH, Kim JS, Kim SJ, Kang HS. Antidiabetic Effects of Yam (Dioscorea batatas) and Its Active Constituent, Allantoin, in a Rat Model of Streptozotocin-Induced Diabetes. Nutrients. 2015 Oct 15;7(10):8532-44. doi: 10.3390/nu7105411. PubMed PMID: 26501316; PubMed Central PMCID: PMC4632431. 2: Savić VLj, Nikolić VD, Arsić IA, Stanojević LP, Najman SJ, Stojanović S, Mladenović-Ranisavljević II. Comparative Study of the Biological Activity of Allantoin and Aqueous Extract of the Comfrey Root. Phytother Res. 2015 Aug;29(8):1117-22. doi: 10.1002/ptr.5356. Epub 2015 Apr 16. PubMed PMID: 25880800. 3: Navone L, Macagno JP, Licona-Cassani C, Marcellin E, Nielsen LK, Gramajo H, Rodriguez E. AllR Controls the Expression of Streptomyces coelicolor Allantoin Pathway Genes. Appl Environ Microbiol. 2015 Oct;81(19):6649-59. doi: 10.1128/AEM.02098-15. Epub 2015 Jul 17. PubMed PMID: 26187964; PubMed Central PMCID: PMC4561711. 4: Svetlichny G, Külkamp-Guerreiro IC, Cunha SL, Silva FE, Bueno K, Pohlmann AR, Fuentefria AM, Guterres SS. Solid lipid nanoparticles containing copaiba oil and allantoin: development and role of nanoencapsulation on the antifungal activity. Pharmazie. 2015 Mar;70(3):155-64. PubMed PMID: 25980176. 5: Alam MJ, Ahmad S. FTIR, FT-Raman, UV-Visible spectra and quantum chemical calculations of allantoin molecule and its hydrogen bonded dimers. Spectrochim Acta A Mol Biomol Spectrosc. 2015 Feb 5;136 Pt B:961-78. doi: 10.1016/j.saa.2014.09.119. Epub 2014 Oct 5. PubMed PMID: 25459622. 6: Florentino IF, Silva DP, Galdino PM, Lino RC, Martins JL, Silva DM, de Paula JR, Tresvenzol LM, Costa EA. Antinociceptive and anti-inflammatory effects of Memora nodosa and allantoin in mice. J Ethnopharmacol. 2016 Jun 20;186:298-304. doi: 10.1016/j.jep.2016.04.010. Epub 2016 Apr 11. PubMed PMID: 27079223. 7: Lescano CI, Martini C, González CA, Desimone M. Allantoin accumulation mediated by allantoinase downregulation and transport by Ureide Permease 5 confers salt stress tolerance to Arabidopsis plants. Plant Mol Biol. 2016 Jul;91(4-5):581-95. doi: 10.1007/s11103-016-0490-7. Epub 2016 May 21. PubMed PMID: 27209043. 8: Vagenende V, Ching TJ, Chua RJ, Jiang QZ, Gagnon P. Self-assembly of lipopolysaccharide layers on allantoin crystals. Colloids Surf B Biointerfaces. 2014 Aug 1;120:8-14. doi: 10.1016/j.colsurfb.2014.04.008. Epub 2014 May 23. PubMed PMID: 24905674. 9: Esiaba I, Angeles DM, Holden MS, Tan JB, Asmerom Y, Gollin G, Boskovic DS. Urinary Allantoin Is Elevated in Severe Intraventricular Hemorrhage in the Preterm Newborn. Transl Stroke Res. 2016 Apr;7(2):97-102. doi: 10.1007/s12975-015-0405-y. Epub 2015 May 22. PubMed PMID: 25994284; PubMed Central PMCID: PMC4655193. 10: Elmas O, Elmas O, Aliciguzel Y, Simsek T. The relationship between hypertension and plasma allantoin, uric acid, xanthine oxidase activity and nitrite, and their predictive capacity in severe preeclampsia. J Obstet Gynaecol. 2016;36(1):34-8. doi: 10.3109/01443615.2015.1030608. Epub 2015 Sep 14. PubMed PMID: 26366935.