(2S,3R,4R)-2,3,4,5-tetrahydroxypentanal

Base Information

• Chemical Name: (2S,3R,4R)-2,3,4,5-tetrahydroxypentanal
• CAS No.: 10323-20-3
• Deprecated CAS: 20235-19-2,149116-01-8
• Molecular Formula: C5H10O5
• Molecular Weight: 150.131
• Hs Code.: 29400000
• European Community (EC) Number: 233-708-5,205-699-8,243-619-3
• UNII: F0W6ETZ4E5,509X20752R
• DSSTox Substance ID: DTXSID8041610,DTXSID70858954
• Nikkaji Number: J15.056H
• Wikidata: Q63398845
• Metabolomics Workbench ID: 44128
• ChEMBL ID: CHEMBL500808
• Mol file: 10323-20-3.mol

Synonyms:D-(-)-Arabinose;10323-20-3;(2S,3R,4R)-2,3,4,5-tetrahydroxypentanal;DL-Arabinose;Arabinose, D-;(-)-Arabinose;Arabinose,d;beta-D-(-)-Arabinose;147-81-9;aldehydo-D-arabinose;Arabinose, DL-;(+-)-Arabinose;UNII-F0W6ETZ4E5;F0W6ETZ4E5;AI3-18439;DTXSID8041610;CHEBI:46983;UNII-509X20752R;EINECS 205-699-8;EINECS 233-708-5;EINECS 243-619-3;509X20752R;C5H10O5;Anhydroarabinose;D-rabinose;Arabinose (d-);D-()-Arabinose;D-Arabinose (9CI);ARABINOSE D-FORM;ARABINOSE [MI];ARABINOSE [INCI];D(-)-PECTINOSE;aldehydo-D-arabino-pentose;Arabinose, D- (8CI);ARABINOSE [USP-RS];SCHEMBL18363;ARABINOSE D-FORM [MI];CHEMBL500808;ARABINOSE, (+/-)-;DTXSID70858954;DTXCID301324371;HY-N0059;HY-N2353;Tox21_301533;AKOS006343696;AKOS015855459;AM83955;CS-W008725;()-rabinose;DL-rabinose;dl-rabinose;NCGC00255695-01;AC-32132;BS-10023;CAS-147-81-9;A0513;A0514;CS-0022535;EN300-135943;F10533;WURCS=2.0/1,1,0/[o122h]/1/;A800696;J-519845;Q63398845;(2R,4S,5R)-tetrahydropyran-2,3,4,5-tetrol;D-Arabinose

Chemical Property of (2S,3R,4R)-2,3,4,5-tetrahydroxypentanal

Chemical Property:

• Appearance/Colour: White to off-white powder
• Vapor Pressure: 9.92E-06mmHg at 25°C
• Melting Point: 156-160 °C
• Refractive Index: -104 ° (C=10, H2O)
• Boiling Point: 415.462 °C at 760 mmHg
• PKA: pK1: 12.34 (25°C)
• Flash Point: 219.215 °C
• PSA: 97.99000
• Density: 1.757 g/cm³
• LogP: -2.73970
• Storage Temp.: +15C to +30C
• Water Solubility.: Soluble in water.
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 150.05282342
• Heavy Atom Count: 10
• Complexity: 104

Purity/Quality:

99% ^*data from raw suppliers

D-Arabinose-1,2-13C2 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Monosaccharides and Derivatives
• Canonical SMILES: C(C(C(C(C=O)O)O)O)O
• Isomeric SMILES: C([C@H]([C@H]([C@@H](C=O)O)O)O)O
• Uses: Isotope labelled analogue of D-Arabinose (A764175), an inhibitor of the enzyme glucose dehydrogenase. pharmaceutical intermediate; food additive D-(-)-Arabinose is used in culture media for some bacteria. It serves as a component of biopolymers such as hemicellulose and pectin. In the synthetic biology laboratory, it is employed as a reversible switch for protein expression under the Pbad promoter (i.e. part of plasmids) in E. coli. Further, it acts as an inhibitor of the enzyme glucose dehydrogenase. In addition to this, it is used as a pharmaceutical intermediate and food additive.

Technology Process of (2S,3R,4R)-2,3,4,5-tetrahydroxypentanal

There total 226 articles about (2S,3R,4R)-2,3,4,5-tetrahydroxypentanal which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(23S,24S)-24-[(O-β-D-glucopyranosyl)oxy]-3β,23-dihydroxyspirosta-5,25(27)-diene-1β-yl O-β-D-apiofuranosyl-(1→3)-O-(4-O-acetyl-α-L-rhamnopyranosyl)-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-α-L-arabinopyranoside → D-xylose (58-86-6) + D-apiose (639-97-4,6477-44-7,42927-70-8) + D-Arabinose (10323-20-3) + L-Rhamnose (3615-41-6,478518-52-4) + D-glucose (50-99-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; at 80 ℃; for 2h;

DOI:10.1080/14786419.2016.1255888

Reference yield:

(23S)-3β-[(O-β-D-apiofuranosyl-(1->2)-O-β-D-glucopyranosyl-(1->2)-O-α-L-arabinopyranosyl-(1->6)-β-D-glucopyranosyl)oxy]-17α,23-epoxy-29-hydroxy-27-norlanost-8-ene-15,24-dione (111252-14-3) → D-apiose (639-97-4,6477-44-7,42927-70-8) + D-Arabinose (10323-20-3) + D-glucose (50-99-7)

Guidance literature:

With sulfuric acid; Product distribution; structure determination;

Reference yield:

muscaroside D4 (111252-15-4) → D-apiose (639-97-4,6477-44-7,42927-70-8) + D-Arabinose (10323-20-3) + D-glucose (50-99-7)

Guidance literature:

With sulfuric acid; Product distribution; structure determination;

upstream raw materials:

pyridine

D-ribulose

xylulose

mannitol

Downstream raw materials:

1,2,3,4-tetra-O-benzoyl-α-D-arabinopyranose

1,2,3,4-tetra-O-benzoyl-β-D-arabinopyranose

arabinose

D-(1S)-1-(phenyl-[1,3,4]thiadiazol-2-yl)-erythritol

Refernces

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• 2、 Yadava,Raghuvansi, Jyotsna. "Antibacterial Activity of a New Flavone Glycoside from the Stems of Holmskioldia sanguinea Retz.". . p. 1815 - 1818. Retrieved 2019.
• 3、 Fiorentino, Antonio,Ricci, Andreina,D'Abrosca, Brigida,Golino, Annunziata,Izzo, Angelina,Pascarella, Maria Teresa,Piccolella, Simona,Esposito, Assunta. "Kaempferol glycosides from Lobularia maritima and their potential role in plant interactions". . p. 204 - 217. Retrieved 2009.
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• 5、 Bao, Xiaoli,Yuan, Huihui,Wang, Chengzhong,Liu, Jinjin,Lan, Minbo. "Antitumor and immunomodulatory activities of a polysaccharide from Artemisia argyi". . p. 1236 - 1243. Retrieved 2013.
• 6、 Xie, Feng,Li, Yutao,Su, Fei,Hu, Songhua. "Adjuvant effect of Atractylodis macrocephalae Koidz. Polysaccharides on the immune response to foot-and-mouth disease vaccine". . p. 1713 - 1719. Retrieved 2012.
• 7、 Bellardita, Marianna,García-López, Elisa Isabel,Marcì, Giuseppe,Nasillo, Giorgio,Palmisano, Leonardo. "Photocatalytic Solar Light H2 Production by Aqueous Glucose Reforming". . p. 4522 - 4532. Retrieved 2018.
• 8、 Griffiths et al.. "". . p. 177. Retrieved 1970.
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• 10、 Bellardita,García-López,Marcì,Megna,Pomilla,Palmisano. "Photocatalytic conversion of glucose in aqueous suspensions of heteropolyacid-TiO2 composites". . p. 59037 - 59047. Retrieved 2015.