WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H318661
CAS#: 83-88-5
Description: Riboflavin, also known as vitamin B2, is an essential human nutrient that is a heat-stable and water-soluble flavin belonging to the vitamin B family.
Hodoodo Cat#: H318661
Name: Riboflavin
CAS#: 83-88-5
Chemical Formula: C17H20N4O6
Exact Mass: 376.14
Molecular Weight: 376.370
Elemental Analysis: C, 54.25; H, 5.36; N, 14.89; O, 25.51
Synonym: Riboflavin, Vitamin B2, Vitamin G; Lactoflavin.
IUPAC/Chemical Name: 7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4-dione
InChi Key: AUNGANRZJHBGPY-SCRDCRAPSA-N
InChi Code: InChI=1S/C17H20N4O6/c1-7-3-9-10(4-8(7)2)21(5-11(23)14(25)12(24)6-22)15-13(18-9)16(26)20-17(27)19-15/h3-4,11-12,14,22-25H,5-6H2,1-2H3,(H,20,26,27)/t11-,12+,14-/m0/s1
SMILES Code: O=C(N1)N=C2N(C[C@H](O)[C@H](O)[C@H](O)CO)C3=CC(C)=C(C)C=C3N=C2C1=O
Appearance: Yellow or orange crystalline 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 and water
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO and water
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: |
The following data is based on the product molecular weight 376.37 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 |
Formulation protocol: | |
In vitro protocol: | |
In vivo protocol: |
1: Redmond RW, Kochevar IE. Medical Applications of Rose Bengal- and Riboflavin-Photosensitized Protein Crosslinking. Photochem Photobiol. 2019 Sep;95(5):1097-1115. doi: 10.1111/php.13126. Epub 2019 Jul 10. Review. PubMed PMID: 31111489.
2: Kundu B, Sarkar D, Ray N, Talukdar A. Understanding the riboflavin biosynthesis pathway for the development of antimicrobial agents. Med Res Rev. 2019 Jul;39(4):1338-1371. doi: 10.1002/med.21576. Epub 2019 Mar 29. Review. PubMed PMID: 30927319.
3: O'Callaghan B, Bosch AM, Houlden H. An update on the genetics, clinical presentation, and pathomechanisms of human riboflavin transporter deficiency. J Inherit Metab Dis. 2019 Jul;42(4):598-607. doi: 10.1002/jimd.12053. Epub 2019 Feb 21. Review. PubMed PMID: 30793323.
4: Balasubramaniam S, Christodoulou J, Rahman S. Disorders of riboflavin metabolism. J Inherit Metab Dis. 2019 Jul;42(4):608-619. doi: 10.1002/jimd.12058. Epub 2019 Mar 11. Review. PubMed PMID: 30680745.
5: Peechakara BV, Gupta M. Vitamin B2 (Riboflavin). 2019 Oct 1. StatPearls [Internet]. Treasure Island (FL): StatPearls Publishing; 2020 Jan-. Available from http://www.ncbi.nlm.nih.gov/books/NBK525977/ PubMed PMID: 30247852.
6: Sepúlveda Cisternas I, Salazar JC, García-Angulo VA. Overview on the Bacterial Iron-Riboflavin Metabolic Axis. Front Microbiol. 2018 Jul 5;9:1478. doi: 10.3389/fmicb.2018.01478. eCollection 2018. Review. PubMed PMID: 30026736; PubMed Central PMCID: PMC6041382.
7: Saedisomeolia A, Ashoori M. Riboflavin in Human Health: A Review of Current Evidences. Adv Food Nutr Res. 2018;83:57-81. doi: 10.1016/bs.afnr.2017.11.002. Epub 2018 Feb 2. Review. PubMed PMID: 29477226.
8: Mahabadi N, Bhusal A, Banks SW. Riboflavin Deficiency. 2019 Jul 3. StatPearls [Internet]. Treasure Island (FL): StatPearls Publishing; 2020 Jan-. Available from http://www.ncbi.nlm.nih.gov/books/NBK470460/ PubMed PMID: 29262062.
9: Naghashpour M, Jafarirad S, Amani R, Sarkaki A, Saedisomeolia A. Update on riboflavin and multiple sclerosis: a systematic review. Iran J Basic Med Sci. 2017 Sep;20(9):958-966. doi: 10.22038/IJBMS.2017.9257. Review. PubMed PMID: 29085589; PubMed Central PMCID: PMC5651462.
10: Marashly ET, Bohlega SA. Riboflavin Has Neuroprotective Potential: Focus on Parkinson's Disease and Migraine. Front Neurol. 2017 Jul 20;8:333. doi: 10.3389/fneur.2017.00333. eCollection 2017. Review. PubMed PMID: 28775706; PubMed Central PMCID: PMC5517396.
11: Yonemura S, Doane S, Keil S, Goodrich R, Pidcoke H, Cardoso M. Improving the safety of whole blood-derived transfusion products with a riboflavin-based pathogen reduction technology. Blood Transfus. 2017 Jul;15(4):357-364. doi: 10.2450/2017.0320-16. Epub 2017 May 11. Review. PubMed PMID: 28665269; PubMed Central PMCID: PMC5490732.
12: Thompson DF, Saluja HS. Prophylaxis of migraine headaches with riboflavin: A systematic review. J Clin Pharm Ther. 2017 Aug;42(4):394-403. doi: 10.1111/jcpt.12548. Epub 2017 May 8. Review. PubMed PMID: 28485121.
13: Maier P, Reinhard T. [Riboflavin UVA crosslinking in progressive keratoconus]. Ophthalmologe. 2017 Jun;114(6):571-586. doi: 10.1007/s00347-017-0500-4. Review. German. PubMed PMID: 28477073.
14: Udhayabanu T, Manole A, Rajeshwari M, Varalakshmi P, Houlden H, Ashokkumar B. Riboflavin Responsive Mitochondrial Dysfunction in Neurodegenerative Diseases. J Clin Med. 2017 May 5;6(5). pii: E52. doi: 10.3390/jcm6050052. Review. PubMed PMID: 28475111; PubMed Central PMCID: PMC5447943.
15: Chan TC, Chow VW, Jhanji V. Collagen Cross-linking With Photoactivated Riboflavin (PACK-CXL) for Bacterial Keratitis After Small Incision Lenticule Extraction (SMILE). J Refract Surg. 2017 Apr 1;33(4):278-280. doi: 10.3928/1081597X-20170126-01. Review. PubMed PMID: 28407169.
16: García-Angulo VA. Overlapping riboflavin supply pathways in bacteria. Crit Rev Microbiol. 2017 Mar;43(2):196-209. doi: 10.1080/1040841X.2016.1192578. Epub 2016 Nov 8. Review. PubMed PMID: 27822970.
17: McNulty H, Strain JJ, Hughes CF, Ward M. Riboflavin, MTHFR genotype and blood pressure: A personalized approach to prevention and treatment of hypertension. Mol Aspects Med. 2017 Feb;53:2-9. doi: 10.1016/j.mam.2016.10.002. Epub 2016 Oct 6. Review. PubMed PMID: 27720779.
18: Revuelta JL, Ledesma-Amaro R, Lozano-Martinez P, Díaz-Fernández D, Buey RM, Jiménez A. Bioproduction of riboflavin: a bright yellow history. J Ind Microbiol Biotechnol. 2017 May;44(4-5):659-665. doi: 10.1007/s10295-016-1842-7. Epub 2016 Sep 30. Review. PubMed PMID: 27696023.
19: Henriques BJ, Lucas TG, Gomes CM. Therapeutic Approaches Using Riboflavin in Mitochondrial Energy Metabolism Disorders. Curr Drug Targets. 2016;17(13):1527-34. Review. PubMed PMID: 27527619.
20: O'Brart DP. Riboflavin for corneal cross-linking. Drugs Today (Barc). 2016 Jun;52(6):331-46. doi: 10.1358/dot.2016.52.6.2494140. Review. PubMed PMID: 27458610.