Cellobionic acid

HCID 6452827

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Grundinformationen

CAS: 534-41-8
Standard-SMILES: O=C(O)[C@H](O)[C@@H](O)[C@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)CO
InChIKey: JYTUSYBCFIZPBE-ZNLUKOTNSA-N
Summenformel: C12H22O12
Durchschnittliche Molmasse: 358,3 g/mol
Monoisotopische Masse: 358,11112614

Überblick

Cellobionic acid is a disaccharide consisting beta-D-glucosyl and D-gluconic acid residues joined by a (14)-linkage. It has a role as a metabolite. It is a carbohydrate acid and a disaccharide. It is functionally related to a cellobiose. It is a conjugate acid of a cellobionate.

Namen und Bezeichner

Bevorzugter Name: Cellobionic acid
IUPAC: (2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexanoic acid
Englischer Name: cellobionic acid
Summenformel: C12H22O12
Molmasse: 358.3

Namen und Synonyme

Cellobionic acid534-41-8CHEBI:77021DTXSID702015624-O-beta-D-Glucopyranosyl D-gluconic acidRefChem:124298GlyTouCan:G31453ASDTXCID00124053G31453ASMaltobionate4-O-beta-D-glucopyranosyl-D-gluconic acidCellobionic Acid Ammonium Salt

Weitere Namen anzeigen

D-Cellobionic acidD-gluconic acid, 4-o-B-D-glucopyranosylD-Gluconic acid, 4-O-β-D-glucopyranosyl-Cellobionic Acid DISCONTINUED. Please see C254850

C12H22O12(2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexanoic acidSCHEMBL9322922534-41-8 (free base)JYTUSYBCFIZPBE-ZNLUKOTNSA-N4-O-beta-D-glucosyl-D-gluconic acidOC61665(2R,3R,4R,5R)-2,3,5,6-Tetrahydroxy-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)hexanoic acid

Datenbank-Bezeichner

CAS: 534-41-8
PubChem CID: 6452827
DTXSID: DTXSID70201562
ChEBI: CHEBI:77021
Nikkaji: J1.846.155B

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -5
Polarare Oberfläche (TPSA): 218 Å²
H-Brücken-Donoren: 9
H-Brücken-Akzeptoren: 12
Frei drehbare Bindungen: 8
Schwere Atome: 24
Formalladung: 0
Komplexität: 405

Physikochemische Eigenschaften

Siedepunkt: 864.7 · 864.7±65.0 °C(Predicted)
Dichte: 1.79 · 1.79±0.1 g/cm3(Predicted)
storage temp.: Hygroscopic, Refrigerator, Under Inert Atmosphere
Löslichkeit: DMSO, (Slightly) Water (Slightly)
Aggregatzustand: Solid
pka: 3.28 · 3.28±0.35(Predicted)
Farbe: Off-White to Brown

Chemie und Industrie

Anwendungen · 1 Eintrag

VerwendenCellobionic acid is produced by ozonization of Cellobiose. Cellobionic acid was not a good substrate for β-Glucosidase. The lactonized carboxyl group inhibited the enzymic hydrolysis. This inhibitory effect of Cellobionic acid was removed by gluconolactonase.