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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:33:59 UTC
Update Date2022-03-07 02:52:23 UTC
HMDB IDHMDB0029984
Secondary Accession Numbers
  • HMDB29984
Metabolite Identification
Common Name1-Isomangostin hydrate
Description1-Isomangostin hydrate belongs to the class of organic compounds known as 8-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 8-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group. Based on a literature review very few articles have been published on 1-Isomangostin hydrate.
Structure
Data?1563861920
Synonyms
ValueSource
1-Isomangostin hydric acidGenerator
Chemical FormulaC24H28O7
Average Molecular Weight428.4749
Monoisotopic Molecular Weight428.18350325
IUPAC Name5,9-dihydroxy-11-(3-hydroxy-3-methylbutyl)-10-methoxy-2,2-dimethyl-2,3,4,12-tetrahydro-1,7-dioxatetraphen-12-one
Traditional Name5,9-dihydroxy-11-(3-hydroxy-3-methylbutyl)-10-methoxy-2,2-dimethyl-3,4-dihydro-1,7-dioxatetraphen-12-one
CAS Registry Number26063-95-6
SMILES
COC1=C(CCC(C)(C)O)C2=C(OC3=C(C2=O)C2=C(CCC(C)(C)O2)C(O)=C3)C=C1O
InChI Identifier
InChI=1S/C24H28O7/c1-23(2,28)8-6-13-18-16(11-15(26)21(13)29-5)30-17-10-14(25)12-7-9-24(3,4)31-22(12)19(17)20(18)27/h10-11,25-26,28H,6-9H2,1-5H3
InChI KeyQEERGWNVXZILOR-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 8-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 8-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class1-benzopyrans
Direct Parent8-prenylated xanthones
Alternative Parents
Substituents
  • 8-prenylated xanthone
  • Pyranoxanthone
  • 2,2-dimethyl-1-benzopyran
  • Chromone
  • Anisole
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Pyranone
  • Benzenoid
  • Pyran
  • Heteroaromatic compound
  • Vinylogous ester
  • Tertiary alcohol
  • Ether
  • Oxacycle
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point261 - 263 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.012 g/LALOGPS
logP3.97ALOGPS
logP3.88ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)7.62ChemAxon
pKa (Strongest Basic)-2.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area105.45 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity115.9 m³·mol⁻¹ChemAxon
Polarizability46.08 ųChemAxon
Number of Rings4ChemAxon
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]+199.79831661259
DarkChem[M-H]-199.05131661259
DeepCCS[M+H]+206.23130932474
DeepCCS[M-H]-203.83530932474
DeepCCS[M-2H]-236.73530932474
DeepCCS[M+Na]+212.26330932474
AllCCS[M+H]+201.332859911
AllCCS[M+H-H2O]+198.832859911
AllCCS[M+NH4]+203.632859911
AllCCS[M+Na]+204.232859911
AllCCS[M-H]-210.432859911
AllCCS[M+Na-2H]-210.932859911
AllCCS[M+HCOO]-211.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1-Isomangostin hydrateCOC1=C(CCC(C)(C)O)C2=C(OC3=C(C2=O)C2=C(CCC(C)(C)O2)C(O)=C3)C=C1O4411.1Standard polar33892256
1-Isomangostin hydrateCOC1=C(CCC(C)(C)O)C2=C(OC3=C(C2=O)C2=C(CCC(C)(C)O2)C(O)=C3)C=C1O3572.4Standard non polar33892256
1-Isomangostin hydrateCOC1=C(CCC(C)(C)O)C2=C(OC3=C(C2=O)C2=C(CCC(C)(C)O2)C(O)=C3)C=C1O3800.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
1-Isomangostin hydrate,1TMS,isomer #1COC1=C(O)C=C2OC3=CC(O)=C4CCC(C)(C)OC4=C3C(=O)C2=C1CCC(C)(C)O[Si](C)(C)C3423.9Semi standard non polar33892256
1-Isomangostin hydrate,1TMS,isomer #2COC1=C(O)C=C2OC3=CC(O[Si](C)(C)C)=C4CCC(C)(C)OC4=C3C(=O)C2=C1CCC(C)(C)O3375.4Semi standard non polar33892256
1-Isomangostin hydrate,1TMS,isomer #3COC1=C(O[Si](C)(C)C)C=C2OC3=CC(O)=C4CCC(C)(C)OC4=C3C(=O)C2=C1CCC(C)(C)O3353.3Semi standard non polar33892256
1-Isomangostin hydrate,2TMS,isomer #1COC1=C(O[Si](C)(C)C)C=C2OC3=CC(O)=C4CCC(C)(C)OC4=C3C(=O)C2=C1CCC(C)(C)O[Si](C)(C)C3385.0Semi standard non polar33892256
1-Isomangostin hydrate,2TMS,isomer #2COC1=C(O)C=C2OC3=CC(O[Si](C)(C)C)=C4CCC(C)(C)OC4=C3C(=O)C2=C1CCC(C)(C)O[Si](C)(C)C3392.9Semi standard non polar33892256
1-Isomangostin hydrate,2TMS,isomer #3COC1=C(O[Si](C)(C)C)C=C2OC3=CC(O[Si](C)(C)C)=C4CCC(C)(C)OC4=C3C(=O)C2=C1CCC(C)(C)O3353.5Semi standard non polar33892256
1-Isomangostin hydrate,3TMS,isomer #1COC1=C(O[Si](C)(C)C)C=C2OC3=CC(O[Si](C)(C)C)=C4CCC(C)(C)OC4=C3C(=O)C2=C1CCC(C)(C)O[Si](C)(C)C3385.3Semi standard non polar33892256
1-Isomangostin hydrate,1TBDMS,isomer #1COC1=C(O)C=C2OC3=CC(O)=C4CCC(C)(C)OC4=C3C(=O)C2=C1CCC(C)(C)O[Si](C)(C)C(C)(C)C3651.4Semi standard non polar33892256
1-Isomangostin hydrate,1TBDMS,isomer #2COC1=C(O)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C4CCC(C)(C)OC4=C3C(=O)C2=C1CCC(C)(C)O3565.9Semi standard non polar33892256
1-Isomangostin hydrate,1TBDMS,isomer #3COC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O)=C4CCC(C)(C)OC4=C3C(=O)C2=C1CCC(C)(C)O3556.0Semi standard non polar33892256
1-Isomangostin hydrate,2TBDMS,isomer #1COC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O)=C4CCC(C)(C)OC4=C3C(=O)C2=C1CCC(C)(C)O[Si](C)(C)C(C)(C)C3818.0Semi standard non polar33892256
1-Isomangostin hydrate,2TBDMS,isomer #2COC1=C(O)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C4CCC(C)(C)OC4=C3C(=O)C2=C1CCC(C)(C)O[Si](C)(C)C(C)(C)C3843.5Semi standard non polar33892256
1-Isomangostin hydrate,2TBDMS,isomer #3COC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C4CCC(C)(C)OC4=C3C(=O)C2=C1CCC(C)(C)O3733.5Semi standard non polar33892256
1-Isomangostin hydrate,3TBDMS,isomer #1COC1=C(O[Si](C)(C)C(C)(C)C)C=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=C4CCC(C)(C)OC4=C3C(=O)C2=C1CCC(C)(C)O[Si](C)(C)C(C)(C)C4019.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1-Isomangostin hydrate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0bt9-9037700000-ba80a1c8870d3301be6a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-Isomangostin hydrate GC-MS (3 TMS) - 70eV, Positivesplash10-0059-4200039000-e41ec0314f2fc50cb5a52017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-Isomangostin hydrate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-Isomangostin hydrate 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 - 1-Isomangostin hydrate 10V, Positive-QTOFsplash10-03di-0005900000-16b3ccd2c4549c3bb08d2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Isomangostin hydrate 20V, Positive-QTOFsplash10-0ab9-1009100000-53c9a80c8202909da5712016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Isomangostin hydrate 40V, Positive-QTOFsplash10-0ap0-2019000000-597b103c6a022848079a2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Isomangostin hydrate 10V, Negative-QTOFsplash10-004i-0001900000-73d1d117bca69ca9e6492016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Isomangostin hydrate 20V, Negative-QTOFsplash10-05di-0007900000-22a0f14b08a04419483d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Isomangostin hydrate 40V, Negative-QTOFsplash10-004m-0259000000-c9a4a62649fed32cbd9f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Isomangostin hydrate 10V, Positive-QTOFsplash10-08i0-0003900000-e0d756c95e6b8565d46d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Isomangostin hydrate 20V, Positive-QTOFsplash10-0a4i-0019100000-e54e2926af97a4d549ff2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Isomangostin hydrate 40V, Positive-QTOFsplash10-002r-0029000000-b386af622e7c827e36b52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Isomangostin hydrate 10V, Negative-QTOFsplash10-004i-0000900000-9957a11a35e6d24b521a2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Isomangostin hydrate 20V, Negative-QTOFsplash10-004i-0004900000-e6d57ee7c09bd9bcb5212021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Isomangostin hydrate 40V, Negative-QTOFsplash10-0f9i-0029200000-1a5ea179bb410fd199b22021-09-25Wishart 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 IDFDB001271
KNApSAcK IDC00055595
Chemspider ID26342706
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound13873659
PDB IDNot Available
ChEBI ID1253308
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.. .