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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:34:22 UTC
Update Date2022-03-07 02:55:17 UTC
HMDB IDHMDB0037335
Secondary Accession Numbers
  • HMDB37335
Metabolite Identification
Common NameSudachitin
DescriptionSudachitin belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. Thus, sudachitin is considered to be a flavonoid. Sudachitin has been detected, but not quantified in, a few different foods, such as citrus, mandarin orange (clementine, tangerine), and peppermints (Mentha X piperita). This could make sudachitin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Sudachitin.
Structure
Data?1563863013
Synonyms
ValueSource
5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,8-dimethoxy-4H-1-benzopyran-4-oneHMDB
MenthocubanoneHMDB
MenthokubanoneHMDB
Chemical FormulaC18H16O8
Average Molecular Weight360.3148
Monoisotopic Molecular Weight360.084517488
IUPAC Name5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,8-dimethoxy-4H-chromen-4-one
Traditional Namesudachitin
CAS Registry Number4281-28-1
SMILES
COC1=C(O)C=CC(=C1)C1=CC(=O)C2=C(O)C(OC)=C(O)C(OC)=C2O1
InChI Identifier
InChI=1S/C18H16O8/c1-23-12-6-8(4-5-9(12)19)11-7-10(20)13-14(21)17(24-2)15(22)18(25-3)16(13)26-11/h4-7,19,21-22H,1-3H3
InChI KeyXRHHDQSPFPQKMS-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassO-methylated flavonoids
Direct Parent8-O-methylated flavonoids
Alternative Parents
Substituents
  • 6-methoxyflavonoid-skeleton
  • 8-methoxyflavonoid-skeleton
  • 3p-methoxyflavonoid-skeleton
  • 7-hydroxyflavonoid
  • Flavone
  • Hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • Chromone
  • Benzopyran
  • Methoxyphenol
  • 1-benzopyran
  • Anisole
  • Methoxybenzene
  • Phenoxy compound
  • Phenol ether
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Pyranone
  • Benzenoid
  • Monocyclic benzene moiety
  • Pyran
  • Heteroaromatic compound
  • Vinylogous acid
  • Ether
  • Organoheterocyclic compound
  • Oxacycle
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point241 - 243 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility56.1 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.07 g/LALOGPS
logP2.7ALOGPS
logP2.23ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)6.63ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area114.68 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity92.3 m³·mol⁻¹ChemAxon
Polarizability35.41 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]+183.731661259
DarkChem[M-H]-187.21431661259
DeepCCS[M+H]+179.52430932474
DeepCCS[M-H]-177.16630932474
DeepCCS[M-2H]-211.22430932474
DeepCCS[M+Na]+186.45230932474
AllCCS[M+H]+182.832859911
AllCCS[M+H-H2O]+179.632859911
AllCCS[M+NH4]+185.832859911
AllCCS[M+Na]+186.732859911
AllCCS[M-H]-183.932859911
AllCCS[M+Na-2H]-183.532859911
AllCCS[M+HCOO]-183.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
SudachitinCOC1=C(O)C=CC(=C1)C1=CC(=O)C2=C(O)C(OC)=C(O)C(OC)=C2O15396.7Standard polar33892256
SudachitinCOC1=C(O)C=CC(=C1)C1=CC(=O)C2=C(O)C(OC)=C(O)C(OC)=C2O13363.9Standard non polar33892256
SudachitinCOC1=C(O)C=CC(=C1)C1=CC(=O)C2=C(O)C(OC)=C(O)C(OC)=C2O13364.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Sudachitin,1TMS,isomer #1COC1=CC(C2=CC(=O)C3=C(O)C(OC)=C(O)C(OC)=C3O2)=CC=C1O[Si](C)(C)C3419.2Semi standard non polar33892256
Sudachitin,1TMS,isomer #2COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(OC)=C(O)C(OC)=C3O2)=CC=C1O3380.0Semi standard non polar33892256
Sudachitin,1TMS,isomer #3COC1=CC(C2=CC(=O)C3=C(O)C(OC)=C(O[Si](C)(C)C)C(OC)=C3O2)=CC=C1O3388.5Semi standard non polar33892256
Sudachitin,2TMS,isomer #1COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(OC)=C(O)C(OC)=C3O2)=CC=C1O[Si](C)(C)C3301.8Semi standard non polar33892256
Sudachitin,2TMS,isomer #2COC1=CC(C2=CC(=O)C3=C(O)C(OC)=C(O[Si](C)(C)C)C(OC)=C3O2)=CC=C1O[Si](C)(C)C3288.9Semi standard non polar33892256
Sudachitin,2TMS,isomer #3COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(OC)=C(O[Si](C)(C)C)C(OC)=C3O2)=CC=C1O3304.8Semi standard non polar33892256
Sudachitin,3TMS,isomer #1COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C)C(OC)=C(O[Si](C)(C)C)C(OC)=C3O2)=CC=C1O[Si](C)(C)C3223.6Semi standard non polar33892256
Sudachitin,1TBDMS,isomer #1COC1=CC(C2=CC(=O)C3=C(O)C(OC)=C(O)C(OC)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C3625.5Semi standard non polar33892256
Sudachitin,1TBDMS,isomer #2COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(OC)=C(O)C(OC)=C3O2)=CC=C1O3605.4Semi standard non polar33892256
Sudachitin,1TBDMS,isomer #3COC1=CC(C2=CC(=O)C3=C(O)C(OC)=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3O2)=CC=C1O3605.2Semi standard non polar33892256
Sudachitin,2TBDMS,isomer #1COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(OC)=C(O)C(OC)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C3778.0Semi standard non polar33892256
Sudachitin,2TBDMS,isomer #2COC1=CC(C2=CC(=O)C3=C(O)C(OC)=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C3753.2Semi standard non polar33892256
Sudachitin,2TBDMS,isomer #3COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(OC)=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3O2)=CC=C1O3744.3Semi standard non polar33892256
Sudachitin,3TBDMS,isomer #1COC1=CC(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C(OC)=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3O2)=CC=C1O[Si](C)(C)C(C)(C)C3882.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Sudachitin GC-MS (Non-derivatized) - 70eV, Positivesplash10-000y-0319000000-bfe5d8d2412ea882dbaa2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Sudachitin GC-MS (3 TMS) - 70eV, Positivesplash10-03di-1021190000-1c829865027c841db17a2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Sudachitin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Sudachitin 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 - Sudachitin 10V, Positive-QTOFsplash10-03di-0009000000-737352bd89c152a5c5fb2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sudachitin 20V, Positive-QTOFsplash10-03di-0009000000-4989cf59c2bb3efdc1cb2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sudachitin 40V, Positive-QTOFsplash10-03xr-0239000000-453f65fbc3ee4d43aa602015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sudachitin 10V, Negative-QTOFsplash10-0a4i-0009000000-f77d7dddc182024fa7082015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sudachitin 20V, Negative-QTOFsplash10-0a4l-0009000000-487c456cac03b33b49ef2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sudachitin 40V, Negative-QTOFsplash10-0229-0296000000-105e73fa0cf382750dac2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sudachitin 10V, Negative-QTOFsplash10-0a4i-0009000000-430000c34fd3832734712021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sudachitin 20V, Negative-QTOFsplash10-0a4i-0009000000-64b99ecd01e7a05411f82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sudachitin 40V, Negative-QTOFsplash10-029i-0963000000-efe61b1315e98ab97a5c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sudachitin 10V, Positive-QTOFsplash10-03di-0009000000-ef0e36da9abfe27aa0762021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sudachitin 20V, Positive-QTOFsplash10-03di-0009000000-ef0e36da9abfe27aa0762021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sudachitin 40V, Positive-QTOFsplash10-03di-0396000000-a49b10a517515d52fe282021-09-22Wishart 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 IDFDB016357
KNApSAcK IDC00003928
Chemspider ID10276573
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound12443122
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1859941
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.. .