D-arabinopyranose

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

D-arabinopyranose is a sugar with the molecular formula C5H10O5. It is a cyclic form of the pentose arabinose. D-arabinopyranose is a component of several important biomolecules, including arabinans, arabinogalactans, and arabinoxylan. Arabinans are complex polysaccharides that are found in the cell walls of plants and are thought to play a role in cell wall structure and function. Arabinogalactans are polysaccharides that are found in the cell walls of plants and are thought to be involved in plant defense against pathogens. Arabinoxylans are polysaccharides that are found in the cell walls of grasses and are thought to be important for the digestion of plant material by animals. D-arabinopyranose is also a component of some antibiotics, such as vancomycin. The synthesis of D-arabinopyranose can be achieved by a variety of methods, including chemical synthesis and enzymatic synthesis. D-arabinopyranose is a valuable research tool for studying the structure and function of carbohydrates. It is also a potential target for the development of new drugs.'
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D-arabinopyranose : D-Arabinose in its pyranose form. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID Source	ID
PubMed CID	6902
CHEMBL ID	1222249
CHEBI ID	46994
SCHEMBL ID	112598

Synonyms (30)

Synonym
O_FULL_00000100000000_GS_790
CHEMBL1222249
C00216
d-(-)-arabinose, >=98%
d-(-)-arabinose, bioxtra, >=98%
NCGC00165986-01
d-arabinopyranose
28697-53-2
CHEBI:46994 ,
A-8200
03CC4623-88D1-42C5-8561-3E19735C47D4
(3s,4r,5r)-oxane-2,3,4,5-tetrol
(3s,4r,5r)-tetrahydro-2h-pyran-2,3,4,5-tetraol
S5134
SCHEMBL112598
AKOS016843688
mfcd00064361
d-(-)-arabinose, 99%
d-(-)-arabinose, for microbiology, >=99.0%
d-(-)-arabinose, 98.5%
d-?arabinose
HY-N7082
(3s,4r,5r)-tetrahydropyran-2,3,4,5-tetrol
Q27120748
AS-12470
CCG-266200
CS-0030746
DTXSID101316251
EN300-107811
Z1255360576

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

Class	Description
D-arabinose
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (3)

Pathway	Proteins	Compounds
D-Arabinose Degradation I	5	11
GDP-arabinose biosynthesis	0	8
ascorbate biosynthesis	0	18

Protein Targets (1)

Potency Measurements

Protein	Taxonomy	Measurement	Average (µ)	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
histone acetyltransferase KAT2A isoform 1	Homo sapiens (human)	Potency	2.2387	0.2512	15.8432	39.8107	AID504327
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (13)

Assay ID	Title	Year	Journal	Article
AID30428	Compound was tested for inhibition of Human acrosin by aldopentoses	1981	Journal of medicinal chemistry, Nov, Volume: 24, Issue:11	Inhibition of human acrosin by monosaccharides and related compounds: structure-activity relationships.
AID1711521	Growth inhibition of Caenorhabditis elegans N2 L1 larvae under monoxenic condition assessed as reduction in body size at 42 mM incubated for 72 hrs by microscopic method relative to control	2016	Bioorganic & medicinal chemistry letters, Feb-01, Volume: 26, Issue:3	Growth inhibitory effect of D-arabinose against the nematode Caenorhabditis elegans: Discovery of a novel bioactive monosaccharide.
AID1278462	Induction of ROS generation in human NCI-H1299 cells at <= 100 uM after 5 hrs by DCF-DA staining-based assay	2016	Bioorganic & medicinal chemistry letters, Mar-01, Volume: 26, Issue:5	Carbohydrate-based inducers of cellular stress for targeting cancer cells.
AID1711524	Growth inhibition of Caenorhabditis elegans N2 assessed as reduction in body size at 10 mM in presence of D-fructose by microscopic method	2016	Bioorganic & medicinal chemistry letters, Feb-01, Volume: 26, Issue:3	Growth inhibitory effect of D-arabinose against the nematode Caenorhabditis elegans: Discovery of a novel bioactive monosaccharide.
AID389314	Increase in [3H]2-deoxy-D-glucose uptake in rat L6 cells at 20 mM preincubated 24 hrs with D-glucose assessed after 6 hrs relative to control	2008	Journal of medicinal chemistry, Dec-25, Volume: 51, Issue:24	Novel D-xylose derivatives stimulate muscle glucose uptake by activating AMP-activated protein kinase alpha.
AID1711517	Growth inhibition of Caenorhabditis elegans N2 L1 larvae under axenic condition assessed as reduction in body size at 16 mM incubated for 7 days by microscopic method relative to control	2016	Bioorganic & medicinal chemistry letters, Feb-01, Volume: 26, Issue:3	Growth inhibitory effect of D-arabinose against the nematode Caenorhabditis elegans: Discovery of a novel bioactive monosaccharide.
AID500279	Ratio of Kcat to Km for Neisseria meningitidis lgtC	2006	Nature chemical biology, Dec, Volume: 2, Issue:12	Using substrate engineering to harness enzymatic promiscuity and expand biological catalysis.
AID1711520	Toxicity in Caenorhabditis elegans N2 under monoxenic condition with Escherichia coli food assessed as mortality at 42 mM incubated for 72 hrs by microscopic method relative to control	2016	Bioorganic & medicinal chemistry letters, Feb-01, Volume: 26, Issue:3	Growth inhibitory effect of D-arabinose against the nematode Caenorhabditis elegans: Discovery of a novel bioactive monosaccharide.
AID30429	Compound was tested for inhibition of Human acrosin by aldoses	1981	Journal of medicinal chemistry, Nov, Volume: 24, Issue:11	Inhibition of human acrosin by monosaccharides and related compounds: structure-activity relationships.
AID1711518	Growth inhibition of Caenorhabditis elegans N2 L1 larvae under monoxenic condition with Escherichia coli food assessed as reduction in body size at 42 mM incubated for 72 hrs by microscopic method relative to control	2016	Bioorganic & medicinal chemistry letters, Feb-01, Volume: 26, Issue:3	Growth inhibitory effect of D-arabinose against the nematode Caenorhabditis elegans: Discovery of a novel bioactive monosaccharide.
AID1711519	Growth inhibition of Caenorhabditis elegans N2 L1 larvae under monoxenic condition with Escherichia coli food assessed as reduction in motility at 42 mM incubated for 72 hrs by microscopic method relative to control	2016	Bioorganic & medicinal chemistry letters, Feb-01, Volume: 26, Issue:3	Growth inhibitory effect of D-arabinose against the nematode Caenorhabditis elegans: Discovery of a novel bioactive monosaccharide.
AID1711523	Growth inhibition of Caenorhabditis elegans N2 assessed as reduction in body size at 10 mM in presence of 125 mM D-glucose by microscopic method	2016	Bioorganic & medicinal chemistry letters, Feb-01, Volume: 26, Issue:3	Growth inhibitory effect of D-arabinose against the nematode Caenorhabditis elegans: Discovery of a novel bioactive monosaccharide.
AID1711522	Growth inhibition of Caenorhabditis elegans N2 assessed as reduction in body size at 10 mM in presence of D-ribose by microscopic method	2016	Bioorganic & medicinal chemistry letters, Feb-01, Volume: 26, Issue:3	Growth inhibitory effect of D-arabinose against the nematode Caenorhabditis elegans: Discovery of a novel bioactive monosaccharide.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	1 (20.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	2 (40.00)	29.6817
2010's	2 (40.00)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 45.41

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

Metric	This Compound (vs All)
Research Demand Index	45.41 (24.57)
Research Supply Index	1.79 (2.92)
Research Growth Index	4.32 (4.65)
Search Engine Demand Index	65.76 (26.88)
Search Engine Supply Index	2.00 (0.95)

This Compound (45.41)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	5 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
dihydroxyacetone [no description available]	1.96	1	ketotriose; primary alpha-hydroxy ketone	antifungal agent; Escherichia coli metabolite; human metabolite; metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
glycerol Moon: The natural satellite of the planet Earth. It includes the lunar cycles or phases, the lunar month, lunar landscapes, geography, and soil.	1.96	1	alditol; triol	algal metabolite; detergent; Escherichia coli metabolite; geroprotector; human metabolite; mouse metabolite; osmolyte; Saccharomyces cerevisiae metabolite; solvent
inositol Inositol: An isomer of glucose that has traditionally been considered to be a B vitamin although it has an uncertain status as a vitamin and a deficiency syndrome has not been identified in man. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1379) Inositol phospholipids are important in signal transduction.. inositol : Any cyclohexane-1,2,3,4,5,6-hexol.. 1D-chiro-inositol : Belonging to the inositol family of compounds, D-chiro-inositol (DCI) is an isomer of glucose. It is an important secondary messenger in insulin signal transduction.. muco-inositol : An inositol that is cyclohexane-1,2,3,4,5,6-hexol having a (1R,2R,3r,4R,5S,6r)-configuration.	2.39	2	cyclitol; hexol
sorbose [no description available]	1.96	1
2,4-dinitrophenol 2,4-Dinitrophenol: A toxic dye, chemically related to trinitrophenol (picric acid), used in biochemical studies of oxidative processes where it uncouples oxidative phosphorylation. It is also used as a metabolic stimulant. (Stedman, 26th ed). dinitrophenol : Members of the class of nitrophenol carrying two nitro substituents.. 2,4-dinitrophenol : A dinitrophenol having the nitro groups at the 2- and 4-positions.	2.04	1	dinitrophenol	allergen; antiseptic drug; bacterial xenobiotic metabolite; geroprotector; oxidative phosphorylation inhibitor
D-ribofuranose ribofuranose : A cyclic ribose having a 5-membered tetrahydrofuran ring; the predominant (C3'-endo) form of the two cyclic structures (the other is the "C2'-endo" form, having a 6-membered ring) adopted by ribose in aqueous solution.	2.13	1	D-ribose; ribofuranose
sorbitol D-glucitol : The D-enantiomer of glucitol (also known as D-sorbitol).	2.39	2	glucitol	cathartic; Escherichia coli metabolite; food humectant; human metabolite; laxative; metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite; sweetening agent
galactose galactopyranose : The pyranose form of galactose.	2.03	1	D-galactose; galactopyranose	Escherichia coli metabolite; mouse metabolite
lactose Lactose: A disaccharide of GLUCOSE and GALACTOSE in human and cow milk. It is used in pharmacy for tablets, in medicine as a nutrient, and in industry.. lactose : A glycosylglucose disaccharide, found most notably in milk, that consists of D-galactose and D-glucose fragments bonded through a beta-1->4 glycosidic linkage. The glucose fragment can be in either the alpha- or beta-pyranose form, whereas the galactose fragment can only have the beta-pyranose form.. beta-lactose : The beta-anomer of lactose.	2.03	1	lactose
mannitol [no description available]	1.96	1	mannitol	allergen; antiglaucoma drug; compatible osmolytes; Escherichia coli metabolite; food anticaking agent; food bulking agent; food humectant; food stabiliser; food thickening agent; hapten; metabolite; osmotic diuretic; sweetening agent
1-naphthylamine 1-Naphthylamine: A suspected industrial carcinogen (and listed as such by OSHA). Its N-hydroxy metabolite is strongly carcinogenic and mutagenic.. naphthylamine : A primary arylamine that is naphthalene substituted by an amino group at unspecified position.. 1-naphthylamine : A naphthylamine that is naphthalene substituted by an amino group at position 1.	2.13	1	naphthylamine	human xenobiotic metabolite
fructose-1,6-diphosphate beta-D-fructofuranose 1,6-bisphosphate : A D-fructofuranose 1,6-bisphosphate with a beta-configuration at the anomeric position.	1.96	1	D-fructofuranose 1,6-bisphosphate	mouse metabolite
fucose Fucose: A six-member ring deoxysugar with the chemical formula C6H12O5. It lacks a hydroxyl group on the carbon at position 6 of the molecule.. L-fucopyranose : The pyranose form of L-fucose.. fucose : Any deoxygalactose that is deoxygenated at the 6-position.	1.96	1	fucopyranose; L-fucose	Escherichia coli metabolite; mouse metabolite
mannose mannopyranose : The pyranose form of mannose.	2.39	2	D-aldohexose; D-mannose; mannopyranose	metabolite
octyl glucoside octyl-beta-D-glucoside: RN given refers to (beta)-isomer. octyl beta-D-glucopyranoside : An beta-D-glucoside in which the anomeric hydrogen of beta-D-glucopyranose is substituted by an octyl group.	2.03	1	beta-D-glucoside	plant metabolite
aica ribonucleotide AICA ribonucleotide: purine precursor that has antineoplastic activity. AICA ribonucleotide : A 1-(phosphoribosyl)imidazolecarboxamide that is acadesine in which the hydroxy group at the 5' position has been converted to its monophosphate derivative.	2.04	1	1-(phosphoribosyl)imidazolecarboxamide; aminoimidazole	cardiovascular drug; Escherichia coli metabolite; human metabolite; mouse metabolite; plant metabolite; Saccharomyces cerevisiae metabolite
arabitol arabitol: RN given refers to cpd without isomeric designation. arabinitol : A pentitol that is the sugar alcohol produced by the reduction of arabinose or lyxose. It is found in serum or urine of human infected with Candida albicans.. D-arabinitol : The D-enantiomer of arabinitol.	2.13	1	arabinitol
xylose xylopyranose: structure in first source	3.12	5	D-xylose
arabinose [no description available]	2.4	2	L-arabinose	Escherichia coli metabolite; mouse metabolite
lyxose D-lyxose : Any lyxose having D-configuration.. D-lyxopyranose : The pyranose form of D-lyxose.	2.13	1	D-lyxose
deoxyglucose 2-deoxy-D-glucopyranose : A 2-deoxy-D-glucose that is D-glucopyranose in which the hydroxy group at position 2 has been replaced by a hydrogen.	2.53	2	2-deoxy-D-glucose	metabolite
galactose beta-D-galactose : A D-galactopyranose having beta-configuration at the anomeric centre.. beta-D-galactoside : Any D-galactoside having beta-configuration at its anomeric centre.	1.96	1	D-galactopyranose	epitope; mouse metabolite
galactose alpha-D-galactoside : Any D-galactoside having alpha-configuration at its anomeric centre.	1.96	1	D-galactopyranose	mouse metabolite
allose [no description available]	2.03	1	allopyranose; D-allose	antioxidant
gulose gulose: RN given refers to cpd without isomeric designation. gulopyranose : The pyranose form of gulose.. gulose : An aldohexose that is the C-3 epimer of galactose.	1.96	1	D-aldohexose; D-gulose; gulopyranose

Condition	Indicated	Relationship Strength	Studies	Trials
Diabetes Mellitus, Adult-Onset [description not available]	0	2.04	1	0
Diabetes Mellitus, Type 2 A subclass of DIABETES MELLITUS that is not INSULIN-responsive or dependent (NIDDM). It is characterized initially by INSULIN RESISTANCE and HYPERINSULINEMIA; and eventually by GLUCOSE INTOLERANCE; HYPERGLYCEMIA; and overt diabetes. Type II diabetes mellitus is no longer considered a disease exclusively found in adults. Patients seldom develop KETOSIS but often exhibit OBESITY.	0	2.04	1	0

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