MedKoo Cat#: 145920 | Name: Rhamnitol

Description:

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

Rhamnitol is a sugar alcohol derived from rhamnose, a naturally occurring monosaccharide. It is used primarily as a low-calorie sweetener in food and beverage products, offering a mild sweetness without significant impact on blood sugar levels. Rhamnitol works by inhibiting the enzymatic breakdown of carbohydrates, resulting in slower absorption in the body. Its applications extend to the pharmaceutical industry, where it is sometimes used as an excipient in drug formulations due to its stability and ability to improve the texture of tablets.

Chemical Structure

Rhamnitol
Rhamnitol
CAS#1114-16-5

Theoretical Analysis

MedKoo Cat#: 145920

Name: Rhamnitol

CAS#: 1114-16-5

Chemical Formula: C6H14O5

Exact Mass: 166.0800

Molecular Weight: 166.17

Elemental Analysis: C, 43.37; H, 8.49; O, 48.14

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Rhamnitol;
IUPAC/Chemical Name
(2R,3R,4R,5R)-hexane-1,2,3,4,5-pentaol
InChi Key
SKCKOFZKJLZSFA-KVTDHHQDSA-N
InChi Code
1S/C6H14O5/c1-3(8)5(10)6(11)4(9)2-7/h3-11H,2H2,1H3/t3-,4-,5-,6-/m1/s1
SMILES Code
C[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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

Preparing Stock Solutions

The following data is based on the product molecular weight 166.17 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
1: Dharuman S, Wang Y, Crich D. Alternative synthesis and antibacterial evaluation of 1,5-dideoxy-1,5-imino-L-rhamnitol. Carbohydr Res. 2016 Jan;419:29-32. doi: 10.1016/j.carres.2015.10.015. Epub 2015 Nov 4. PMID: 26623949; PMCID: PMC4698172. 2: Malagon I, Onkenhout W, Klok M, van der Poel PF, Bovill JG, Hazekamp MG. Rhamnose and rhamnitol in dual sugar permeability tests. J Pediatr Gastroenterol Nutr. 2006 Aug;43(2):265-6. doi: 10.1097/01.mpg.0000226379.41365.62. PMID: 16877999. 3: Tomita S, Nemoto T, Matsuo Y, Shoji T, Tanaka F, Nakagawa H, Ono H, Kikuchi J, Ohnishi-Kameyama M, Sekiyama Y. A NMR-based, non-targeted multistep metabolic profiling revealed L-rhamnitol as a metabolite that characterised apples from different geographic origins. Food Chem. 2015 May 1;174:163-72. doi: 10.1016/j.foodchem.2014.11.028. Epub 2014 Nov 8. PMID: 25529666. 4: Jenkinson SF, Booth KV, Gullapalli P, Morimoto K, Izumori K, Fleet GW, Watkin DJ. 1-De-oxy-l-mannitol (6-de-oxy-l-mannitol or l-rhamnitol). Acta Crystallogr Sect E Struct Rep Online. 2008 Aug 6;64(Pt 9):o1705-6. doi: 10.1107/S1600536808024586. PMID: 21201694; PMCID: PMC2960544. 5: MARCUS L, MARR AG. Polyol dehydrogenases of Azotobacter agilis. J Bacteriol. 1961 Aug;82(2):224-32. doi: 10.1128/jb.82.2.224-232.1961. PMID: 13766585; PMCID: PMC279146. 6: Posma JM, Garcia-Perez I, Heaton JC, Burdisso P, Mathers JC, Draper J, Lewis M, Lindon JC, Frost G, Holmes E, Nicholson JK. Integrated Analytical and Statistical Two-Dimensional Spectroscopy Strategy for Metabolite Identification: Application to Dietary Biomarkers. Anal Chem. 2017 Mar 21;89(6):3300-3309. doi: 10.1021/acs.analchem.6b03324. Epub 2017 Mar 10. PMID: 28240543; PMCID: PMC5379249. 7: Regeling H, Chittenden GJ. Synthesis of some monodeoxy- and dideoxy-hexitols, and derivatives thereof, from D-glucono-1,5-lactone. Carbohydr Res. 1990 Sep 19;205:261-8. doi: 10.1016/0008-6215(90)80145-s. PMID: 2276138. 8: Di Matteo G, Spano M, Esposito C, Santarcangelo C, Baldi A, Daglia M, Mannina L, Ingallina C, Sobolev AP. NMR Characterization of Ten Apple Cultivars from the Piedmont Region. Foods. 2021 Feb 1;10(2):289. doi: 10.3390/foods10020289. PMID: 33535442; PMCID: PMC7912530. 9: Korndörfer IP, Fessner WD, Matthews BW. The structure of rhamnose isomerase from Escherichia coli and its relation with xylose isomerase illustrates a change between inter and intra-subunit complementation during evolution. J Mol Biol. 2000 Jul 21;300(4):917-33. doi: 10.1006/jmbi.2000.3896. PMID: 10891278. 10: Tata A, Pallante I, Massaro A, Miano B, Bottazzari M, Fiorini P, Dal Prà M, Paganini L, Stefani A, De Buck J, Piro R, Pozzato N. Serum Metabolomic Profiles of Paratuberculosis Infected and Infectious Dairy Cattle by Ambient Mass Spectrometry. Front Vet Sci. 2021 Jan 20;7:625067. doi: 10.3389/fvets.2020.625067. PMID: 33553289; PMCID: PMC7854907. 11: Näsi M, Tanhuanpää E. The effects of sugar alcohols on metabolism of growing pigs. Acta Vet Scand. 1981;22(3-4):344-54. doi: 10.1186/BF03548659. PMID: 7046400; PMCID: PMC8300514. 12: Alagar Yadav S, Ramalingam S, Jebamalairaj A, Subban R, Sundaram KM. Biochemical fingerprint and pharmacological applications of Barleria noctiflora L.f. leaves. J Complement Integr Med. 2016 Dec 1;13(4):365-376. doi: 10.1515/jcim-2015-0106. PMID: 27476103. 13: Kindel PK, Cheng LA. The acetylation of apiitol in the determination of apiose. Carbohydr Res. 1990 May 15;199(1):55-65. doi: 10.1016/0008-6215(90)84092-9. PMID: 2379200. 14: Cho SN, Fujiwara T, Hunter SW, Rea TH, Gelber RH, Brennan PJ. Use of an artificial antigen containing the 3,6-di-O-methyl-beta-D-glucopyranosyl epitope for the serodiagnosis of leprosy. J Infect Dis. 1984 Sep;150(3):311-22. doi: 10.1093/infdis/150.3.311. PMID: 6207246. 15: Fält IC, Mills D, Schweda EK, Timmis KN, Lindberg AA. Construction of recombinant aroA salmonellae stably producing the Shigella dysenteriae serotype 1 O-antigen and structural characterization of the Salmonella/Shigella hybrid LPS. Microb Pathog. 1996 Jan;20(1):11-30. doi: 10.1006/mpat.1996.0002. PMID: 8692007. 16: Andrews P, Hough L, Picken JM. The biosynthesis of l-rhamnose of plum-leaf polysaccharides. Biochem J. 1965 Oct;97(1):27-31. doi: 10.1042/bj0970027. PMID: 16749113; PMCID: PMC1264539. 17: Frush HL, Isbell HS, Fatiadi AJ. Tritium-Labeled Compounds VI. Alditols-1-t and Alditols-2-t. J Res Natl Bur Stand A Phys Chem. 1960 Sep-Oct;64A(5):433-442. doi: 10.6028/jres.064A.044. Epub 1960 Oct 1. PMID: 32196165; PMCID: PMC5287049.