Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:04:34 UTC
Update Date2022-03-07 02:53:41 UTC
HMDB IDHMDB0033360
Secondary Accession Numbers
  • HMDB33360
Metabolite Identification
Common NameIsodomesticine
DescriptionIsodomesticine belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. Isodomesticine is a very strong basic compound (based on its pKa). Outside of the human body, isodomesticine has been detected, but not quantified in, a few different foods, such as herbs and spices, sweet bay, and tea. This could make isodomesticine a potential biomarker for the consumption of these foods.
Structure
Data?1563862394
Synonyms
ValueSource
(+)-1-Methoxy-2-hydroxy-9,10-methylenedioxyaporphineHMDB
2-Hydroxy-1-methoxy-9,10-methylenedioxyaporphineHMDB
Chemical FormulaC19H19NO4
Average Molecular Weight325.3585
Monoisotopic Molecular Weight325.131408101
IUPAC Name19-methoxy-13-methyl-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaen-18-ol
Traditional Name19-methoxy-13-methyl-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaen-18-ol
CAS Registry Number70560-83-7
SMILES
COC1=C2C3=CC4=C(OCO4)C=C3CC3N(C)CCC(C=C1O)=C23
InChI Identifier
InChI=1S/C19H19NO4/c1-20-4-3-10-6-14(21)19(22-2)18-12-8-16-15(23-9-24-16)7-11(12)5-13(20)17(10)18/h6-8,13,21H,3-5,9H2,1-2H3
InChI KeyOGJUMNZGTZWIBO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassAporphines
Sub ClassNot Available
Direct ParentAporphines
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point85 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.39 g/LALOGPS
logP2.33ALOGPS
logP2.86ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)9.87ChemAxon
pKa (Strongest Basic)7.08ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area51.16 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity90.24 m³·mol⁻¹ChemAxon
Polarizability35.23 ųChemAxon
Number of Rings5ChemAxon
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]+173.80231661259
DarkChem[M-H]-173.28831661259
DeepCCS[M-2H]-209.19430932474
DeepCCS[M+Na]+184.42130932474
AllCCS[M+H]+176.032859911
AllCCS[M+H-H2O]+172.732859911
AllCCS[M+NH4]+179.032859911
AllCCS[M+Na]+179.932859911
AllCCS[M-H]-183.732859911
AllCCS[M+Na-2H]-182.932859911
AllCCS[M+HCOO]-182.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
IsodomesticineCOC1=C2C3=CC4=C(OCO4)C=C3CC3N(C)CCC(C=C1O)=C234120.6Standard polar33892256
IsodomesticineCOC1=C2C3=CC4=C(OCO4)C=C3CC3N(C)CCC(C=C1O)=C232695.5Standard non polar33892256
IsodomesticineCOC1=C2C3=CC4=C(OCO4)C=C3CC3N(C)CCC(C=C1O)=C232983.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Isodomesticine,1TMS,isomer #1COC1=C(O[Si](C)(C)C)C=C2CCN(C)C3CC4=CC5=C(C=C4C1=C23)OCO52851.8Semi standard non polar33892256
Isodomesticine,1TBDMS,isomer #1COC1=C(O[Si](C)(C)C(C)(C)C)C=C2CCN(C)C3CC4=CC5=C(C=C4C1=C23)OCO53072.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Isodomesticine GC-MS (Non-derivatized) - 70eV, Positivesplash10-01pk-0193000000-6662960c8296bb02354c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isodomesticine GC-MS (1 TMS) - 70eV, Positivesplash10-0089-1019000000-ac9db19d1993111a15142017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isodomesticine 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 - Isodomesticine 10V, Positive-QTOFsplash10-004i-0029000000-fa2bf7b6ab1399b65b5c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isodomesticine 20V, Positive-QTOFsplash10-004j-0097000000-8bb3dc8f98e4881221be2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isodomesticine 40V, Positive-QTOFsplash10-0f89-0090000000-6d7755f27acab997352d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isodomesticine 10V, Negative-QTOFsplash10-00di-0009000000-ba8055912bca3a6371d72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isodomesticine 20V, Negative-QTOFsplash10-00di-0039000000-513114ca846775e6c0d52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isodomesticine 40V, Negative-QTOFsplash10-0kbf-2092000000-f9dde68875adfb21831f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isodomesticine 10V, Negative-QTOFsplash10-00di-0009000000-fd8a579508e412fbe1142021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isodomesticine 20V, Negative-QTOFsplash10-00di-0019000000-f8d4468c03977c2d7ab22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isodomesticine 40V, Negative-QTOFsplash10-0fml-0093000000-224034e73ac1bd07b77c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isodomesticine 10V, Positive-QTOFsplash10-004i-0009000000-8258216b4e41e9caadf22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isodomesticine 20V, Positive-QTOFsplash10-004i-0009000000-609d0af4479f31393e7b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isodomesticine 40V, Positive-QTOFsplash10-001j-0091000000-cf21cac4be4549eff0b02021-09-22Wishart 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 IDFDB011388
KNApSAcK IDC00027551
Chemspider ID28283320
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound69523059
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.. .