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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:31:00 UTC
Update Date2022-03-07 02:52:12 UTC
HMDB IDHMDB0029534
Secondary Accession Numbers
  • HMDB29534
Metabolite Identification
Common NameGlyzarin
DescriptionGlyzarin belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Thus, glyzarin is considered to be a flavonoid. Based on a literature review a significant number of articles have been published on Glyzarin.
Structure
Data?1582753432
Synonyms
ValueSource
8-Acetyl-7-hydroxy-2-methyl-3-phenyl-4H-1-benzopyran-4-one, 9ciHMDB
8-Acetyl-7-hydroxy-2-methylisoflavoneHMDB
Chemical FormulaC18H14O4
Average Molecular Weight294.3014
Monoisotopic Molecular Weight294.089208936
IUPAC Name8-acetyl-7-hydroxy-2-methyl-3-phenyl-4H-chromen-4-one
Traditional Nameglyzarin
CAS Registry Number62820-28-4
SMILES
CC(=O)C1=C(O)C=CC2=C1OC(C)=C(C2=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C18H14O4/c1-10(19)15-14(20)9-8-13-17(21)16(11(2)22-18(13)15)12-6-4-3-5-7-12/h3-9,20H,1-2H3
InChI KeyKTCOGEGNUCOCON-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassIsoflav-2-enes
Direct ParentIsoflavones
Alternative Parents
Substituents
  • Hydroxyisoflavonoid
  • Isoflavone
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Acetophenone
  • Aryl ketone
  • Aryl alkyl ketone
  • 1-hydroxy-2-unsubstituted benzenoid
  • Pyranone
  • Monocyclic benzene moiety
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Vinylogous acid
  • Ketone
  • Oxacycle
  • Organoheterocyclic compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point207 - 208 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility18.12 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.028 g/LALOGPS
logP3.58ALOGPS
logP3.44ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)7.26ChemAxon
pKa (Strongest Basic)-5.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity83.94 m³·mol⁻¹ChemAxon
Polarizability30.79 ųChemAxon
Number of Rings3ChemAxon
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]+165.87431661259
DarkChem[M-H]-167.88231661259
DeepCCS[M+H]+169.79830932474
DeepCCS[M-H]-167.4430932474
DeepCCS[M-2H]-201.28730932474
DeepCCS[M+Na]+176.51430932474
AllCCS[M+H]+167.532859911
AllCCS[M+H-H2O]+163.832859911
AllCCS[M+NH4]+171.032859911
AllCCS[M+Na]+172.032859911
AllCCS[M-H]-171.332859911
AllCCS[M+Na-2H]-170.632859911
AllCCS[M+HCOO]-169.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
GlyzarinCC(=O)C1=C(O)C=CC2=C1OC(C)=C(C2=O)C1=CC=CC=C13196.2Standard polar33892256
GlyzarinCC(=O)C1=C(O)C=CC2=C1OC(C)=C(C2=O)C1=CC=CC=C12527.3Standard non polar33892256
GlyzarinCC(=O)C1=C(O)C=CC2=C1OC(C)=C(C2=O)C1=CC=CC=C12620.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Glyzarin,1TMS,isomer #1CC(=O)C1=C(O[Si](C)(C)C)C=CC2=C1OC(C)=C(C1=CC=CC=C1)C2=O2718.6Semi standard non polar33892256
Glyzarin,1TBDMS,isomer #1CC(=O)C1=C(O[Si](C)(C)C(C)(C)C)C=CC2=C1OC(C)=C(C1=CC=CC=C1)C2=O2960.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Glyzarin GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fb9-0290000000-1e2d221d55e3a776e21d2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glyzarin GC-MS (1 TMS) - 70eV, Positivesplash10-0g4i-4459000000-3aadeb36d312c33b98ea2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glyzarin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glyzarin 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 - Glyzarin 10V, Positive-QTOFsplash10-0002-0090000000-631c07bbda801ce8d0982016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glyzarin 20V, Positive-QTOFsplash10-002b-0090000000-2b807ededfb32d16e7ae2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glyzarin 40V, Positive-QTOFsplash10-0aou-2490000000-9bfc3686e31acdfc32422016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glyzarin 10V, Negative-QTOFsplash10-0006-0090000000-615fc0d776e3c60fb6422016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glyzarin 20V, Negative-QTOFsplash10-0udl-0090000000-f335ae268d97fac3a7932016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glyzarin 40V, Negative-QTOFsplash10-0k9i-2890000000-c519721a713ab9c56dcf2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glyzarin 10V, Positive-QTOFsplash10-0002-0090000000-66a51132a1acda0b37492021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glyzarin 20V, Positive-QTOFsplash10-004j-0090000000-0c45289449d605fc01762021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glyzarin 40V, Positive-QTOFsplash10-00ou-2920000000-8adf6003a30efe2c79e02021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glyzarin 10V, Negative-QTOFsplash10-0006-0090000000-5d9523dcc66ac3f8a1882021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glyzarin 20V, Negative-QTOFsplash10-0006-0090000000-a442626f004d540f312e2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glyzarin 40V, Negative-QTOFsplash10-01ox-0290000000-497b22b21be82ef9c3232021-09-25Wishart 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 IDFDB000675
KNApSAcK IDC00009396
Chemspider ID24842678
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound44257206
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1810271
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.. .