Hmdb loader
Survey
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:48:42 UTC
Update Date2022-03-07 02:53:17 UTC
HMDB IDHMDB0032245
Secondary Accession Numbers
  • HMDB32245
Metabolite Identification
Common NameDivanillin
DescriptionDivanillin, also known as 5,5'-bivanillin or dehydrodivanillin, belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond. Based on a literature review very few articles have been published on Divanillin.
Structure
Data?1563862237
Synonyms
ValueSource
55-BisvanillinHMDB
5,5'-BivanillinHMDB
6,6'-Dihydroxy-5,5'-dimethoxy-biphenyl-3,3'-dicarbaldehydeHMDB
DehydrodivanillinHMDB
Chemical FormulaC16H14O6
Average Molecular Weight302.2788
Monoisotopic Molecular Weight302.07903818
IUPAC Name3-(5-formyl-2-hydroxy-3-methoxyphenyl)-4-hydroxy-5-methoxybenzaldehyde
Traditional Name3-(5-formyl-2-hydroxy-3-methoxyphenyl)-4-hydroxy-5-methoxybenzaldehyde
CAS Registry Number2092-49-1
SMILES
COC1=CC(C=O)=CC(=C1O)C1=C(O)C(OC)=CC(C=O)=C1
InChI Identifier
InChI=1S/C16H14O6/c1-21-13-5-9(7-17)3-11(15(13)19)12-4-10(8-18)6-14(22-2)16(12)20/h3-8,19-20H,1-2H3
InChI KeyNSTQUZVZBUTVPY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBiphenyls and derivatives
Direct ParentBiphenyls and derivatives
Alternative Parents
Substituents
  • Biphenyl
  • Methoxyphenol
  • Hydroxybenzaldehyde
  • Anisole
  • Benzaldehyde
  • Benzoyl
  • Phenoxy compound
  • Phenol ether
  • Methoxybenzene
  • Alkyl aryl ether
  • Phenol
  • Aryl-aldehyde
  • Ether
  • Organooxygen compound
  • Organic oxygen compound
  • Organic oxide
  • Aldehyde
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting Point315.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point486.00 to 487.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility294.8 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP0.567 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.049 g/LALOGPS
logP2.7ALOGPS
logP2.12ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)7.04ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area93.06 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity81.25 m³·mol⁻¹ChemAxon
Polarizability29.99 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+171.8831661259
DarkChem[M-H]-172.12231661259
DeepCCS[M+H]+172.29630932474
DeepCCS[M-H]-169.93830932474
DeepCCS[M-2H]-203.08530932474
DeepCCS[M+Na]+178.38930932474
AllCCS[M+H]+168.632859911
AllCCS[M+H-H2O]+165.132859911
AllCCS[M+NH4]+171.832859911
AllCCS[M+Na]+172.832859911
AllCCS[M-H]-169.532859911
AllCCS[M+Na-2H]-169.132859911
AllCCS[M+HCOO]-168.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
DivanillinCOC1=CC(C=O)=CC(=C1O)C1=C(O)C(OC)=CC(C=O)=C14571.3Standard polar33892256
DivanillinCOC1=CC(C=O)=CC(=C1O)C1=C(O)C(OC)=CC(C=O)=C12704.9Standard non polar33892256
DivanillinCOC1=CC(C=O)=CC(=C1O)C1=C(O)C(OC)=CC(C=O)=C12785.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Divanillin,1TMS,isomer #1COC1=CC(C=O)=CC(C2=CC(C=O)=CC(OC)=C2O[Si](C)(C)C)=C1O2642.6Semi standard non polar33892256
Divanillin,2TMS,isomer #1COC1=CC(C=O)=CC(C2=CC(C=O)=CC(OC)=C2O[Si](C)(C)C)=C1O[Si](C)(C)C2630.7Semi standard non polar33892256
Divanillin,1TBDMS,isomer #1COC1=CC(C=O)=CC(C2=CC(C=O)=CC(OC)=C2O[Si](C)(C)C(C)(C)C)=C1O2862.4Semi standard non polar33892256
Divanillin,2TBDMS,isomer #1COC1=CC(C=O)=CC(C2=CC(C=O)=CC(OC)=C2O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C3070.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Divanillin GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fk9-0193000000-f933ec0826077351450e2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Divanillin GC-MS (2 TMS) - 70eV, Positivesplash10-00e9-4004900000-664b45dc8301e05eec302017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Divanillin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Divanillin 10V, Positive-QTOFsplash10-0udi-0029000000-2dffc642fbf88a9ebaf92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Divanillin 20V, Positive-QTOFsplash10-0udi-0489000000-cb10ec00b3f7eacb98d72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Divanillin 40V, Positive-QTOFsplash10-056r-1590000000-3e973ba2379937f484842016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Divanillin 10V, Negative-QTOFsplash10-0udi-0009000000-f33aca81f233e703ecdd2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Divanillin 20V, Negative-QTOFsplash10-0udi-0759000000-283df744ad5b582a449b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Divanillin 40V, Negative-QTOFsplash10-000i-4950000000-171c0191a07e59f1b30e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Divanillin 10V, Negative-QTOFsplash10-0udi-0009000000-249366f987125f7464692021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Divanillin 20V, Negative-QTOFsplash10-0a4i-0090000000-5c9e12708f3a8f9cbe032021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Divanillin 40V, Negative-QTOFsplash10-014i-1490000000-316cbd339bd0fed1bf662021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Divanillin 10V, Positive-QTOFsplash10-002b-0091000000-e3fd70238ba4a64f23ea2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Divanillin 20V, Positive-QTOFsplash10-004j-0091000000-4b983aa0137c30e4a5442021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Divanillin 40V, Positive-QTOFsplash10-0a4l-0791000000-7d9e033dceb9f331aadd2021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB009334
KNApSAcK IDNot Available
Chemspider ID85801
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound95086
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1407621
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). EAFUS: Everything Added to Food in the United States.. .