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

MedKoo CAT#: 540209

CAS#: 68-94-0

Description: Hypoxanthine is an endogenous xanthine derivative. It is used as a biomarker to indicate freshness in commercials meat and fish consumption.

Chemical Structure

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Hypoxanthine
CAS# 68-94-0
Instruction

Theoretical Analysis

MedKoo Cat#: 540209
Name: Hypoxanthine
CAS#: 68-94-0
Chemical Formula: C5H4N4O
Exact Mass: 136.04
Molecular Weight: 136.110
Elemental Analysis: C, 44.12; H, 2.96; N, 41.16; O, 11.75

Price and Availability

Size Price Availability Quantity
5g USD 150
10g USD 250
25g USD 350
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Synonym: 1,7-Dihydro-6H-purin-6-one; 6-Hydroxypurine; Hypoxanthine; Purin-6-ol; Sarcine

IUPAC/Chemical Name: 1,9-dihydro-6H-purin-6-one

InChi Key: FDGQSTZJBFJUBT-UHFFFAOYSA-N

InChi Code: InChI=1S/C5H4N4O/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)

SMILES Code: O=C1NC=NC2=C1N=CN2

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: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 136.11 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.

Recalculate based on batch purity %
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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Farthing DE, Farthing CA, Xi L. Inosine and hypoxanthine as novel biomarkers for cardiac ischemia: from bench to point-of-care. Exp Biol Med (Maywood). 2015 Jun;240(6):821-31. doi: 10.1177/1535370215584931. Epub 2015 May 8. Review. PubMed PMID: 25956679; PubMed Central PMCID: PMC4935215.

2: Rodrigues AF, Roecker R, Junges GM, de Lima DD, da Cruz JG, Wyse AT, Dal Magro DD. Hypoxanthine induces oxidative stress in kidney of rats: protective effect of vitamins E plus C and allopurinol. Cell Biochem Funct. 2014 Jun;32(4):387-94. doi: 10.1002/cbf.3029. Epub 2014 Feb 28. PubMed PMID: 24578313.

3: Dawley MM, Tanzer K, Cantrell WA, Plattner P, Brinkmann NR, Scheier P, Denifl S, Ptasińska S. Electron ionization of the nucleobases adenine and hypoxanthine near the threshold: a combined experimental and theoretical study. Phys Chem Chem Phys. 2014 Dec 7;16(45):25039-53. doi: 10.1039/c4cp03452j. PubMed PMID: 25327785.

4: Bone DB, Antic M, Quinonez D, Hammond JR. Hypoxanthine uptake by skeletal muscle microvascular endothelial cells from equilibrative nucleoside transporter 1 (ENT1)-null mice: effect of oxidative stress. Microvasc Res. 2015 Mar;98:16-22. doi: 10.1016/j.mvr.2014.11.005. Epub 2014 Nov 22. PubMed PMID: 25448155.

5: Wamser MN, Leite EF, Ferreira VV, Delwing-de Lima D, da Cruz JG, Wyse AT, Delwing-Dal Magro D. Effect of hypoxanthine, antioxidants and allopurinol on cholinesterase activities in rats. J Neural Transm (Vienna). 2013 Sep;120(9):1359-67. doi: 10.1007/s00702-013-0989-x. Epub 2013 Feb 12. PubMed PMID: 23400363.

6: Sanders JM, Wampole ME, Chen CP, Sethi D, Singh A, Dupradeau FY, Wang F, Gray BD, Thakur ML, Wickstrom E. Effects of hypoxanthine substitution in peptide nucleic acids targeting KRAS2 oncogenic mRNA molecules: theory and experiment. J Phys Chem B. 2013 Oct 3;117(39):11584-95. doi: 10.1021/jp4064966. Epub 2013 Sep 18. PubMed PMID: 23972113; PubMed Central PMCID: PMC3946533.

7: Křikavová R, Hošek J, Vančo J, Hutyra J, Dvořák Z, Trávníček Z. Gold(I)-triphenylphosphine complexes with hypoxanthine-derived ligands: in vitro evaluations of anticancer and anti-inflammatory activities. PLoS One. 2014 Sep 16;9(9):e107373. doi: 10.1371/journal.pone.0107373. eCollection 2014. PubMed PMID: 25226034; PubMed Central PMCID: PMC4167326.

8: Ding H, Yue LJ, Yang CL. [Research progress in hypoxanthine-guanine phosphoribosyltrans-ferase]. Yi Chuan. 2013 Aug;35(8):948-54. Review. Chinese. PubMed PMID: 23956083.

9: Torres RJ, Prior C, Garcia MG, Puig JG. A review of the implication of hypoxanthine excess in the physiopathology of Lesch-Nyhan disease. Nucleosides Nucleotides Nucleic Acids. 2016 Dec;35(10-12):507-516. Review. PubMed PMID: 27906640.

10: Dawley MM, Tanzer K, Carmichael I, Denifl S, Ptasińska S. Dissociative electron attachment to the gas-phase nucleobase hypoxanthine. J Chem Phys. 2015 Jun 7;142(21):215101. doi: 10.1063/1.4921388. PubMed PMID: 26049525.

11: Latosińska JN, Latosińska M, Seliger J, Žagar V, Kazimierczuk Z. An insight into prototropism and supramolecular motifs in solid-state structures of allopurinol, hypoxanthine, xanthine, and uric acid. A ¹H-¹⁴N NQDR spectroscopy, hybrid DFT/QTAIM, and Hirshfeld surface-based study. J Phys Chem B. 2014 Sep 18;118(37):10837-53. doi: 10.1021/jp504871y. Epub 2014 Aug 13. PubMed PMID: 25079386.

12: Liu M, Chen S, Zhao X, Ye Y, Li J, Zhu Q, Zhao B, Zhao W, Huang X, Shen J. Biocompatible phosphonic acid-functionalized silica nanoparticles for sensitive detection of hypoxanthine in real samples. Talanta. 2013 Dec 15;117:536-42. doi: 10.1016/j.talanta.2013.08.061. Epub 2013 Sep 7. PubMed PMID: 24209378.

13: Torres AC, Ghica ME, Brett CM. Design of a new hypoxanthine biosensor: xanthine oxidase modified carbon film and multi-walled carbon nanotube/carbon film electrodes. Anal Bioanal Chem. 2013 Apr;405(11):3813-22. doi: 10.1007/s00216-012-6631-1. Epub 2012 Dec 22. PubMed PMID: 23263517.

14: Guo X, Zhao Y, Cao Z. A QM/MM MD insight into photodynamics of hypoxanthine: distinct nonadiabatic decay behaviors between keto-N7H and keto-N9H tautomers in aqueous solution. Phys Chem Chem Phys. 2014 Aug 7;16(29):15381-8. doi: 10.1039/c4cp01928h. Epub 2014 Jun 19. PubMed PMID: 24945346.

15: Kim YJ, Ryu HM, Choi JY, Cho JH, Kim CD, Park SH, Kim YL. Hypoxanthine causes endothelial dysfunction through oxidative stress-induced apoptosis. Biochem Biophys Res Commun. 2017 Jan 22;482(4):821-827. doi: 10.1016/j.bbrc.2016.11.119. Epub 2016 Nov 22. PubMed PMID: 27888108.

16: Raj MA, John SA. Simultaneous determination of uric acid, xanthine, hypoxanthine and caffeine in human blood serum and urine samples using electrochemically reduced graphene oxide modified electrode. Anal Chim Acta. 2013 Apr 10;771:14-20. doi: 10.1016/j.aca.2013.02.017. Epub 2013 Feb 19. PubMed PMID: 23522107.

17: Yong T, Zhang M, Chen D, Shuai O, Chen S, Su J, Jiao C, Feng D, Xie Y. Actions of water extract from Cordyceps militaris in hyperuricemic mice induced by potassium oxonate combined with hypoxanthine. J Ethnopharmacol. 2016 Dec 24;194:403-411. doi: 10.1016/j.jep.2016.10.001. Epub 2016 Oct 4. PubMed PMID: 27717908.

18: Chen F, Ye Z, Zhao L, Liu X, Fan L, Tan WS. Biphasic addition strategy of hypoxanthine and thymidine for improving monoclonal antibody production. J Biosci Bioeng. 2012 Sep;114(3):347-52. doi: 10.1016/j.jbiosc.2012.04.015. Epub 2012 May 30. PubMed PMID: 22652083.

19: Villabona-Monsalve JP, Noria R, Matsika S, Peón J. On the accessibility to conical intersections in purines: hypoxanthine and its singly protonated and deprotonated forms. J Am Chem Soc. 2012 May 9;134(18):7820-9. doi: 10.1021/ja300546x. Epub 2012 Apr 24. PubMed PMID: 22486543.

20: Chen J, Kohler B. Ultrafast nonradiative decay by hypoxanthine and several methylxanthines in aqueous and acetonitrile solution. Phys Chem Chem Phys. 2012 Aug 14;14(30):10677-82. doi: 10.1039/c2cp41296a. Epub 2012 Jun 29. PubMed PMID: 22751681.