Record Information
Version1.0
Creation date2010-04-08 22:07:38 UTC
Update date2018-05-28 18:28:30 UTC
Primary IDFDB007497
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameCellobiose
DescriptionCellobiose is a disaccharide consisting of two glucose units in a beta (1-4) glycosidic linkage. It is a microbial breakdown product from plant material (cellulose). It may be found in some food products (vegetables, fruits, corn syrups, etc.).
CAS Number528-50-7
Structure
Thumb
Synonyms
SynonymSource
1-beta-D-Glucopyranosyl-4-beta-D-glucopyranoseChEBI
4-O-beta-D-Glucopyranosyl-beta-D-glucopyranoseChEBI
beta-D-GLC-(1->4)-beta-D-GLCChEBI
beta-D-GLCP-(1->4)-beta-D-GLCPChEBI
beta-D-Glucosyl-(1->4)-beta-D-glucoseChEBI
GLCB1-4GLCBChEBI
Glcbeta1-4glcbetaChEBI
1-b-D-Glucopyranosyl-4-b-D-glucopyranoseGenerator
1-Β-D-glucopyranosyl-4-β-D-glucopyranoseGenerator
4-O-b-D-Glucopyranosyl-b-D-glucopyranoseGenerator
4-O-Β-D-glucopyranosyl-β-D-glucopyranoseGenerator
b-D-GLC-(1->4)-b-D-GLCGenerator
Β-D-GLC-(1->4)-β-D-GLCGenerator
b-D-GLCP-(1->4)-b-D-GLCPGenerator
Β-D-GLCP-(1->4)-β-D-GLCPGenerator
b-D-Glucosyl-(1->4)-b-D-glucoseGenerator
Β-D-glucosyl-(1->4)-β-D-glucoseGenerator
4-(b-D-Glucosido)-D-glucoseHMDB
4-(b-delta-Glucosido)-delta-glucoseHMDB
4-(beta-D-Glucosido)-D-glucoseHMDB
4-(beta-delta-Glucosido)-delta-glucoseHMDB
4-beta-D-Glucopyranosyl-D-glucopyranoseHMDB
4-beta-delta-Glucopyranosyl-delta-glucopyranoseHMDB
4-O-b-D-Glucopyranosyl-D-glucoseHMDB
4-O-beta-D-Glucopyranosyl-D-glucoseHMDB
4-O-beta-delta-Glucopyranosyl-delta-glucoseHMDB
CelloseHMDB
D-(+)-CellobioseHMDB
D-CellobioseHMDB
D-Glucosyl-b-(1->4)-D-glucoseHMDB
D-Glucosyl-beta-(1-4)-D-glucoseHMDB
D-Glucosyl-beta-(1->4)-D-glucoseHMDB
delta-(+)-CellobioseHMDB
delta-CellobioseHMDB
delta-Glucosyl-beta-(1-4)-delta-glucoseHMDB
delta-Glucosyl-beta-(1->4)-delta-glucoseHMDB
4 O beta D Glucopyranosyl D glucopyranoseHMDB
4-O-beta-D-Glucopyranosyl-D-glucopyranoseHMDB
b-CellobioseHMDB
Β-cellobioseHMDB
CELLOBIOSEChEBI
1-beta-D-Glucopyranosyl-4-D-glucopyranosebiospider
1-β-D-glucopyranosyl-4-β-D-glucopyranoseGenerator
4-(b-D-glucosido)-D-GlucoseHMDB
4-(b-delta-glucosido)-delta-GlucoseHMDB
4-(beta-D-glucosido)-D-GlucoseHMDB
4-(beta-delta-glucosido)-delta-GlucoseHMDB
4-Beta-D-Glucopyranosyl-D-glucopyranosebiospider
4-O-beta-D-glucopyranosyl-D-glucopyranosebiospider
4-O-β-D-glucopyranosyl-β-D-glucopyranoseGenerator
b-D-Glc-(1->4)-b-D-glcGenerator
b-D-Glcp-(1->4)-b-D-glcpGenerator
beta-CellobioseChEBI
beta-D-Glc-(1->4)-beta-D-glcChEBI
beta-D-Glcp-(1->4)-beta-D-glcpChEBI
Cellobiosebiospider
D-(+)-cellobiosebiospider
D-cellobiosebiospider
D-Glucose, 4-O-beta-D-glucopyranosyl-biospider
β-cellobioseGenerator
β-D-glc-(1->4)-β-D-glcGenerator
β-D-glcp-(1->4)-β-D-glcpGenerator
β-D-glucosyl-(1->4)-β-D-glucoseGenerator
Predicted Properties
PropertyValueSource
Water Solubility586 g/LALOGPS
logP-3ALOGPS
logP-4.7ChemAxon
logS0.23ALOGPS
pKa (Strongest Acidic)11.25ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area189.53 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity68.34 m³·mol⁻¹ChemAxon
Polarizability31.08 ųChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC12H22O11
IUPAC name(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol
InChI IdentifierInChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,11-,12+/m1/s1
InChI KeyGUBGYTABKSRVRQ-QRZGKKJRSA-N
Isomeric SMILESOC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O
Average Molecular Weight342.2965
Monoisotopic Molecular Weight342.116211546
Classification
Description belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentO-glycosyl compounds
Alternative Parents
Substituents
  • O-glycosyl compound
  • Disaccharide
  • Oxane
  • Secondary alcohol
  • Hemiacetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Acetal
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
OntologyShould have ontology for this compound
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting Point229-230 oC
Boiling PointNot Available
Experimental Water Solubility111 mg/mL at 15 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (1 MEOX; 8 TMS)splash10-0wmi-1794000000-0677096b4c9ccf48f063View in MoNA
GC-MSGC-MS Spectrum - GC-MS (1 MEOX; 8 TMS)splash10-0uxr-1793000000-4b9e3693e06370d25b79View in MoNA
GC-MSGC-MS Spectrum - GC-MS (8 TMS)splash10-0udi-0592000000-fd6c9b6fc37768f90f50View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0uxs-0951000000-5a3ac52d468ddc5c332aView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0uxr-0951000000-c862eeafae784cc54fa3View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03e9-4897000000-332d470623cd7f1e1cedView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-014i-3222149000-51b76bf2eab425e81425View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-03di-0901000000-4f5e21e94576c46b5a30View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-000i-9300000000-e62e4ba03fc46e7f06bcView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-000i-9000000000-ca047c1ce7b82c7aa87cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01tc-0419000000-7756e1f28bcc76e75af1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03fr-1915000000-f7a01cbe1a1eba1f39b1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01we-4920000000-0dcd848ee51f4218f67aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-2379000000-abb41b2f1a43083992caView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0200-3923000000-87a71f93194716a7f75dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004l-6900000000-a0954b0f7ffc379d1deeView in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,1H] 2D NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID10261
ChEMBL IDCHEMBL1231670
KEGG Compound IDC06422
Pubchem Compound ID10712
Pubchem Substance IDNot Available
ChEBI ID17057
Phenol-Explorer IDNot Available
DrugBank IDDB02061
HMDB IDHMDB00055
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDCELLOBIOSE
BIGG IDNot Available
KNApSAcK IDC00001134
HET IDCBI
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDCellobiose
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
GlucosylceramidaseGBAP04062
Glucosidase 2 subunit betaPRKCSHP14314
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).