Record Information
Version1.0
Creation date2010-04-08 22:07:38 UTC
Update date2019-11-26 03:01:40 UTC
Primary IDFDB007497
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameCellobiose
DescriptionCellobiose, also known as GLCB1-4GLCB or cellose, 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. Cellobiose is an extremely weak basic (essentially neutral) compound (based on its pKa). Cellobiose exists in all living species, ranging from bacteria to humans. Cellobiose has been detected, but not quantified in, several different foods, such as wakames, grapefruits, asian pears, chia, and poppies. This could make cellobiose a potential biomarker for the consumption of these foods.
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
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
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
Disposition

Route of exposure:

Source:

Biological location:

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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSCellobiose, 1 MEOX; 8 TMS, GC-MS Spectrumsplash10-0wmi-1794000000-0677096b4c9ccf48f063Spectrum
GC-MSCellobiose, 1 MEOX; 8 TMS, GC-MS Spectrumsplash10-0uxr-1793000000-4b9e3693e06370d25b79Spectrum
GC-MSCellobiose, 8 TMS, GC-MS Spectrumsplash10-0udi-0592000000-fd6c9b6fc37768f90f50Spectrum
GC-MSCellobiose, non-derivatized, GC-MS Spectrumsplash10-0uxs-0951000000-5a3ac52d468ddc5c332aSpectrum
GC-MSCellobiose, non-derivatized, GC-MS Spectrumsplash10-0uxr-0951000000-c862eeafae784cc54fa3Spectrum
Predicted GC-MSCellobiose, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03e9-4897000000-332d470623cd7f1e1cedSpectrum
Predicted GC-MSCellobiose, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-014i-3222149000-51b76bf2eab425e81425Spectrum
Predicted GC-MSCellobiose, TBDMS_3_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCellobiose, TBDMS_3_16, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCellobiose, TBDMS_4_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCellobiose, TBDMS_4_10, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCellobiose, TBDMS_4_11, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCellobiose, TBDMS_4_12, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCellobiose, TBDMS_4_20, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCellobiose, TBDMS_4_32, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCellobiose, TBDMS_4_33, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCellobiose, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCellobiose, "Cellobiose,3TBDMS,#3" TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCellobiose, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCellobiose, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCellobiose, TMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCellobiose, TMS_1_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCellobiose, TMS_1_5, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCellobiose, TMS_1_6, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCellobiose, TMS_1_7, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-03di-0901000000-4f5e21e94576c46b5a30Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-000i-9300000000-e62e4ba03fc46e7f06bcSpectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-000i-9000000000-ca047c1ce7b82c7aa87cSpectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0ab9-9000000000-c4ddbfcb86ed7714925bSpectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0fki-9600000000-684f3e6bfcb4b3f65879Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0ik9-2900000000-6f8ce9de315ceb48511cSpectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0ik9-3900000000-a7560da5d35c827f8b96Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0fki-9600000000-555afe933920df7d007fSpectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0uki-9600000000-deabb4159817d4b7a024Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0ik9-3900000000-b9ab5098e40517a0129cSpectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0ab9-9000000000-516fe731f3fd059e37abSpectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0ab9-9000000000-7fe640a698bed4f9e4c6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01tc-0419000000-7756e1f28bcc76e75af1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03fr-1915000000-f7a01cbe1a1eba1f39b1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01we-4920000000-0dcd848ee51f4218f67aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-2379000000-abb41b2f1a43083992caSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0200-3923000000-87a71f93194716a7f75dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004l-6900000000-a0954b0f7ffc379d1deeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0109000000-9d0f9a68a67bafd734abSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01rw-3898000000-7f495a1bcfdbed6466c4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01ti-9210000000-b8a83657f0266d372beeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000x-1069000000-9cd867711bca0eecf935Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9365000000-65403961bfb5e35eaa0dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000l-9200000000-0de9785c1c5df1430dd2Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
2D NMR[1H,1H] 2D NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
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
Food Biomarker OntologyNot Available
VMH IDNot Available
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).