RHAMNOSE MONOHYDRATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C6H12O5.H2O
Molecular Weight	182.1718
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O.C[C@H](O)[C@H](O)[C@@H](O)[C@@H](O)C=O

InChI

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

HIDE SMILES / InChI

Molecular Formula	H2O
Molecular Weight	18.0153
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C6H12O5
Molecular Weight	164.1565
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://doi.org/10.1016/0022-0981(91)90007-J | https://www.drugbank.ca/drugs/DB02961 | Golan, David E., ed. (2005). 'Chapter 35 - Pharmacology of the Bacterial Cell Wall'. Principles of Pharmacology: The Pathophysiologic Basis of Drug Therapy. Armen H. Tashjian Jr., Ehrin J. Armstrong, Joshua N. Galanter, April Wang Armstrong, Ramy A. Arnaout, Harris S. Rose. Lippincott Williams and Wilkins. p. 569. ISBN 0-7817-4678-7

Rhamnose is a naturally occurring deoxy sugar which can be classified as either a methyl-pentose or a 6-deoxy-hexose. Unlike most other naturally occurring sugars rhamnose is found in nature as L-rhamnose. Rhamnose can be isolated from plants such as Buckthorn, poison sumac, and those of the genus Uncaria. It is also produced by microalgae from class Bacillariophyceae. Throughout nature, rhamnose is commonly bound to other sugars. It is a common glycone component of glycosides in many plants. It also forms a component of the outer cell membrane in acid-fast bacteria of the genus Mycobaterium, including tuberculosis.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Inhibition of cyclic AMP-dependent induction of ornithine aminotransferase by simple carbohydrates in cultured hepatocytes.	1987 Dec	2827574
Short prereduced anaerobically sterilized (PRAS) biochemical scheme for identification of clinical isolates of bile-resistant Bacteroides species.	1990 Oct	2229345
The effect of intestinal hypoperfusion on intestinal absorption and permeability during cardiopulmonary bypass.	1994 Feb	8299899
Use of Presumpto Plates to identify anaerobic bacteria.	1995 May	7615728
Rapid and simultaneous quantification of rhamnose, mannitol, and lactulose in urine by HPLC for estimating intestinal permeability in pediatric practice.	1996 Jan	8565237
Screening and diagnosis of beta-ureidopropionase deficiency by gas chromatographic/mass spectrometric analysis of urine.	2002 Sep	12271438
Platelet aggregation induced by serotype polysaccharides from Streptococcus mutans.	2004 May	15102769
Glutamine supplementation of parenteral nutrition does not improve intestinal permeability, nitrogen balance, or outcome in newborns and infants undergoing digestive-tract surgery: results from a double-blind, randomized, controlled trial.	2005 Apr	15798461
Molecular analysis of the genes involved in the biosynthesis of serotype specific polysaccharide in the novel serotype k strains of Streptococcus mutans.	2005 Oct	16101966
Purification, characterization, cDNA cloning, and expression of asialofetuin-binding C-type lectin from eggs of shishamo smelt (Osmerus [Spirinchus] lanceolatus).	2005 Sep 15	16112459
L-rhamnose is often an important part of immunodominant epitope for pneumococcal serotype 23F polysaccharide antibodies in human sera immunized with PPV23.	2013	24391831
Rhamnose glycoconjugates for the recruitment of endogenous anti-carbohydrate antibodies to tumor cells.	2014 Jul 7	24909955

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:12:15 UTC 2023` Edited by `admin` on `Sat Dec 16 08:12:15 UTC 2023`
Record UNII	8FBR580ITD
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

RHAMNOSE MONOHYDRATE

Common Name

English

L-MANNOSE, 6-DEOXY-, HYDRATE (1:1)

Systematic Name

English

L-MANNOSE, 6-DEOXY-, MONOHYDRATE

Systematic Name

English

L-RHAMNOSE MONOHYDRATE

Common Name

English

Code System Code Type Description

FDA UNII

8FBR580ITD

Created by admin on Sat Dec 16 08:12:15 UTC 2023 , Edited by admin on Sat Dec 16 08:12:15 UTC 2023

PRIMARY

CAS

10030-85-0

Created by admin on Sat Dec 16 08:12:15 UTC 2023 , Edited by admin on Sat Dec 16 08:12:15 UTC 2023

PRIMARY

EPA CompTox

DTXSID801018668

Created by admin on Sat Dec 16 08:12:15 UTC 2023 , Edited by admin on Sat Dec 16 08:12:15 UTC 2023

PRIMARY

PUBCHEM

20849066

Created by admin on Sat Dec 16 08:12:15 UTC 2023 , Edited by admin on Sat Dec 16 08:12:15 UTC 2023

PRIMARY

Related Record Type Details


					QN34XC755A

RHAMNOSE

ANHYDROUS->SOLVATE


					QN34XC755A

RHAMNOSE

PARENT -> SALT/SOLVATE