L-Rhamnose monohydrate - 10mM in DMSO , CAS No.10030-85-0

CAS: 10030-85-0 Cat. No.: L420262 Molecular Weight: 182.17 Beilstein Registry Number: 3912643 EC Number: 600-058-2 PubChem CID: 20849066

GRADE & PURITY 10mM in DMSO

Synonyms

AC-35139 | AKOS016843742 | L-Mannose, 6-deoxy-, monohydrate | L-Rhamnose (monohydrate) | L-rhamnose hydrate | L-Mannose, 6-deoxy-, hydrate (1:1) | MFCD00149363 | 6-Deoxy-L-mannose monohydrate | HY-N1420A | (2R,3R,4S,5S)-2,3,4,5-Tetrahydroxyhexanal hydrate

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

L-Rhamnose is a part of plant cell wall polysaccharides, rhamnogalacturonan I and rhamnogalacturonan. It is also present in bacterial cell walland a major antigenic determinant contributing to its pathogenicity.L-rhamnose is non-absorbable in humans but is fermented by intestinal microbes. Supplementation of L-rhamnose slows down gastric emptying.L-rhamnose monosaccharide conjugated immunogens have applications in cancer immunotherapies. Intake of L-rhamnose elevates serum propionate levels

Specifications

Synonyms

AC-35139 | AKOS016843742 | L-Mannose, 6-deoxy-, monohydrate | L-Rhamnose (monohydrate) | L-rhamnose hydrate | L-Mannose, 6-deoxy-, hydrate (1:1) | MFCD00149363 | 6-Deoxy-L-mannose monohydrate | HY-N1420A | (2R, 3R, 4S, 5S)-2, 3, 4, 5-Tetrahydroxyhexanal hydrate

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

6-deoxyhexose sugar. Present on surface of Gram-negative and Gram-positive bacteria.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: CC(C(C(C(C=O)O)O)O)O.O
• IUPAC Name: (2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal;hydrate
• InChIKey: CBDCDOTZPYZPRO-DEZHIRTDSA-N
• INCHI: 1S/C6H12O5.H2O/c1-3(8)5(10)6(11)4(9)2-7;/h2-6,8-11H,1H3;1H2/t3-,4-,5-,6-;/m0./s1
• Isomeric SMILES: C[C@@H]([C@@H]([C@H]([C@H](C=O)O)O)O)O.O
• WGK Germany: 3
• Alternate CAS: 3615-41-6;6155-35-7
• PubChem CID: 20849066
• Molecular Weight: 182.17
• Beilstein: 3912643
• Reaxy-Rn: 4660356

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Monosaccharides
          • Level6 Hexoses

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Monosaccharides
• Direct Parent: Hexoses
• Alternative Parents: Medium-chain aldehydes Beta-hydroxy aldehydes Alpha-hydroxyaldehydes Secondary alcohols 1,2-diols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Hexose monosaccharide - Medium-chain aldehyde - Beta-hydroxy aldehyde - Alpha-hydroxyaldehyde - Secondary alcohol - 1,2-diol - Polyol - Organic oxide - Hydrocarbon derivative - Carbonyl group - Aldehyde - Alcohol - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Melt Point(°C): 82-92°C
• Molecular Weight: 182.170 g/mol
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 182.079 Da
• Monoisotopic Mass: 182.079 Da
• Topological Polar Surface Area: 99.000 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 126.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Chunfan Huang, Xiaoqi Jing, Qianhu Wu, Kan Ding.  (2021)  Novel pectin-like polysaccharide from Panax notoginseng attenuates renal tubular cells fibrogenesis induced by TGF-β.  CARBOHYDRATE POLYMERS,      [PMID:34823789] [10.1016/j.carbpol.2021.118772]

2. Chuan Yuan, Ding Jiang, Shuang Wang, Bahram Barati, Xun Gong, Bin Cao, RuiPing Zhang, Chuang Zhang, Emmanuel A. Odey.  (2020)  Study on catalytic pyrolysis mechanism of seaweed polysaccharide monomer.  COMBUSTION AND FLAME,      [PMID:] [10.1016/j.combustflame.2020.04.022]

3. Yixuan Pan, Maohua Yang, Mei Zhang, Mingyan Jia.  (2019)  Rapid discrimination of commercial American ginseng and Asian ginseng according to diols composition using a colorimetric sensor array.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2019.05.029]

4. Yongkang Lai, Tinglin Zhang, Xiaojing Yin, Chunping Zhu, Yiqi Du, Zhaoshen Li, Jie Gao.  (2024)  An antibiotic-free platform for eliminating persistent Helicobacter pylori infection without disrupting gut microbiota.  Acta Pharmaceutica Sinica B,      [PMID:39027245] [10.1016/j.apsb.2024.03.014]

5. Dongping Li, Rongjuan Wei, Xianglong Zhang, Shenhai Gong, Meijuan Wan, Fangzhao Wang, Jiaxin Li, Meiling Chen, Ruofan Liu, Yantong Wan, Yinghao Hong, Zhenhua Zeng, Peng Gu, Zhang Wang, Kutty Selva Nandakumar, Yong Jiang, Hongwei Zhou, Peng Chen.  (2024)  Gut commensal metabolite rhamnose promotes macrophages phagocytosis by activating SLC12A4 and protects against sepsis in mice.  Acta Pharmaceutica Sinica B,      [PMID:39027244] [10.1016/j.apsb.2024.03.025]

6. Zheng Jiang, Hong Wang, Miao Yu, Cheng Qu, Wei Yue, Qinan Wu.  (2023)  A low-cost efficient online derivatization system for the determination of saccharides by high-performance liquid chromatograph-ultraviolet detector.  JOURNAL OF SEPARATION SCIENCE,  46  (20): (2300384).  [PMID:37691057] [10.1002/jssc.202300384]

7. Junjun Yan, Yunhong Chen, Yuyue Ma, Xue Yang, Yonghong Yao, Guoping Zhao, Yanfei Zhang.  (2025)  Efficient ergothioneine production through reconstruction of the methyl and sulfur supply systems in Escherichia coli.  TRENDS IN BIOTECHNOLOGY,      [PMID:41139570] [10.1016/j.tibtech.2025.09.014]

8. Rongjuan Wei, Tao Zhong, Ke Deng, Xianglong Zhang, Dongping Li, Meiling Chen, Ping Chang, Peng Wu, Zhanguo Liu.  (2025)  Rhamnose alleviates the proinflammatory response during endotoxemia via the CEACAM1/LGALS9-p38 axis: Rhamnose alleviates the proinflammatory response.  ACTA BIOCHIMICA ET BIOPHYSICA SINICA,  57  (12): (1983).  [PMID:40708539] [10.3724/abbs.2025109]

9. Peng Guo, Jiayue Liang, Yiyang He, Yaowen Xing, Xubin Quan, Yuyang Fang, Wenqi Zhao, Jiahui Liang, Pengyu Zhou, Xinyi Wang, Yanli Wu.  (2026)  Research on the ultrasonic-assisted extraction, purification, structural characterization, and anti- glycolipid metabolic disorder (anti-GLMD) activity and mechanism of polysaccharide from Dryopteridis crassirhizomatis Rhizoma.  ULTRASONICS SONOCHEMISTRY,      [PMID:41723948] [10.1016/j.ultsonch.2026.107777]