Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 00:27:25 UTC
Update Date2022-03-07 02:56:04 UTC
HMDB IDHMDB0039097
Secondary Accession Numbers
  • HMDB39097
Metabolite Identification
Common NameDemethylbatatasin IV
DescriptionDemethylbatatasin IV belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Thus, demethylbatatasin IV is considered to be an aromatic polyketide. Demethylbatatasin IV has been detected, but not quantified in, root vegetables. This could make demethylbatatasin IV a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Demethylbatatasin IV.
Structure
Data?1563863312
Synonyms
ValueSource
2'35-TrihydroxybibenzylChEMBL, HMDB
2',3,5-TrihydroxybibenzylHMDB
5-[2-(2-Hydroxyphenyl)ethyl]-1,3-benzenediolHMDB
Chemical FormulaC14H14O3
Average Molecular Weight230.2592
Monoisotopic Molecular Weight230.094294314
IUPAC Name5-[2-(2-hydroxyphenyl)ethyl]benzene-1,3-diol
Traditional Namedemethylbatatasin IV
CAS Registry Number113276-63-4
SMILES
OC1=CC(CCC2=CC=CC=C2O)=CC(O)=C1
InChI Identifier
InChI=1S/C14H14O3/c15-12-7-10(8-13(16)9-12)5-6-11-3-1-2-4-14(11)17/h1-4,7-9,15-17H,5-6H2
InChI KeyQNLYZTMYRVYPMN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassStilbenes
Sub ClassNot Available
Direct ParentStilbenes
Alternative Parents
Substituents
  • Stilbene
  • Resorcinol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.11 g/LALOGPS
logP2.38ALOGPS
logP3.6ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)9.3ChemAxon
pKa (Strongest Basic)-5.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area60.69 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity66.34 m³·mol⁻¹ChemAxon
Polarizability24.61 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]+153.12531661259
DarkChem[M-H]-152.12331661259
DeepCCS[M+H]+149.88630932474
DeepCCS[M-H]-147.49130932474
DeepCCS[M-2H]-180.69630932474
DeepCCS[M+Na]+155.88630932474
AllCCS[M+H]+152.832859911
AllCCS[M+H-H2O]+148.632859911
AllCCS[M+NH4]+156.632859911
AllCCS[M+Na]+157.832859911
AllCCS[M-H]-153.832859911
AllCCS[M+Na-2H]-153.732859911
AllCCS[M+HCOO]-153.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Demethylbatatasin IVOC1=CC(CCC2=CC=CC=C2O)=CC(O)=C13852.1Standard polar33892256
Demethylbatatasin IVOC1=CC(CCC2=CC=CC=C2O)=CC(O)=C12488.5Standard non polar33892256
Demethylbatatasin IVOC1=CC(CCC2=CC=CC=C2O)=CC(O)=C12476.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Demethylbatatasin IV,1TMS,isomer #1C[Si](C)(C)OC1=CC(O)=CC(CCC2=CC=CC=C2O)=C12356.0Semi standard non polar33892256
Demethylbatatasin IV,1TMS,isomer #2C[Si](C)(C)OC1=CC=CC=C1CCC1=CC(O)=CC(O)=C12355.6Semi standard non polar33892256
Demethylbatatasin IV,2TMS,isomer #1C[Si](C)(C)OC1=CC(CCC2=CC=CC=C2O)=CC(O[Si](C)(C)C)=C12248.2Semi standard non polar33892256
Demethylbatatasin IV,2TMS,isomer #2C[Si](C)(C)OC1=CC(O)=CC(CCC2=CC=CC=C2O[Si](C)(C)C)=C12316.1Semi standard non polar33892256
Demethylbatatasin IV,3TMS,isomer #1C[Si](C)(C)OC1=CC(CCC2=CC=CC=C2O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C12293.0Semi standard non polar33892256
Demethylbatatasin IV,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC(O)=CC(CCC2=CC=CC=C2O)=C12621.4Semi standard non polar33892256
Demethylbatatasin IV,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=CC=C1CCC1=CC(O)=CC(O)=C12621.0Semi standard non polar33892256
Demethylbatatasin IV,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC(CCC2=CC=CC=C2O)=CC(O[Si](C)(C)C(C)(C)C)=C12755.3Semi standard non polar33892256
Demethylbatatasin IV,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC(O)=CC(CCC2=CC=CC=C2O[Si](C)(C)C(C)(C)C)=C12803.8Semi standard non polar33892256
Demethylbatatasin IV,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC(CCC2=CC=CC=C2O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C12962.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Demethylbatatasin IV GC-MS (Non-derivatized) - 70eV, Positivesplash10-05fr-3910000000-64eec9ff94a70f8b1e162017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Demethylbatatasin IV GC-MS (3 TMS) - 70eV, Positivesplash10-00gi-7957800000-4b2bc7e427e711596f212017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Demethylbatatasin IV 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 - Demethylbatatasin IV 10V, Positive-QTOFsplash10-001i-0190000000-cea527f0820bb33e4cf42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethylbatatasin IV 20V, Positive-QTOFsplash10-0540-1940000000-f695d12bf4aeee2353ca2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethylbatatasin IV 40V, Positive-QTOFsplash10-0lg0-7900000000-dd14e475e88e805a76d82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethylbatatasin IV 10V, Negative-QTOFsplash10-004i-0090000000-9eb90abf6182d2235c9d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethylbatatasin IV 20V, Negative-QTOFsplash10-004i-0190000000-5fffa2fa2364b34a51a32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethylbatatasin IV 40V, Negative-QTOFsplash10-06rg-2920000000-d2f3aac6e7bb4ecc33a72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethylbatatasin IV 10V, Negative-QTOFsplash10-004i-0090000000-3b9ecf594e3ba8c418c22021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethylbatatasin IV 20V, Negative-QTOFsplash10-004i-2390000000-8c585a6fc9b2933e15962021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethylbatatasin IV 40V, Negative-QTOFsplash10-00kf-9500000000-4fe26445cdbac692c29f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethylbatatasin IV 10V, Positive-QTOFsplash10-001i-1490000000-02e7bca3aed9b3f2ec232021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethylbatatasin IV 20V, Positive-QTOFsplash10-05cr-6920000000-f6021f3672fceed6374a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Demethylbatatasin IV 40V, Positive-QTOFsplash10-0ar9-9700000000-4a1fedcb10d09a51fdb92021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB018601
KNApSAcK IDC00002877
Chemspider ID391055
KEGG Compound IDC10253
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound442699
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular weight:
59590.91
Reactions
Demethylbatatasin IV → 3,4,5-trihydroxy-6-{3-hydroxy-5-[2-(2-hydroxyphenyl)ethyl]phenoxy}oxane-2-carboxylic aciddetails
Demethylbatatasin IV → 6-{2-[2-(3,5-dihydroxyphenyl)ethyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic aciddetails