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Showing Compound Boldine (FDB002096)

Record Information
Version1.0
Creation date2010-04-08 22:05:14 UTC
Update date2019-11-26 02:56:59 UTC
Primary IDFDB002096
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameBoldine
Description(s)-boldine is a member of the class of compounds known as aporphines. Aporphines are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof (s)-boldine is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (s)-boldine can be found in sweet bay, which makes (s)-boldine a potential biomarker for the consumption of this food product.
CAS Number476-70-0
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility0.33 g/LALOGPS
logP2.33ALOGPS
logP2.78ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)6.67ChemAxon
pKa (Strongest Basic)12.35ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area62.16 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity92.91 m³·mol⁻¹ChemAxon
Polarizability35.35 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC19H21NO4
IUPAC name4,16-dimethoxy-10-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-5,15-diol
InChI IdentifierInChI=1S/C19H21NO4/c1-20-5-4-10-7-15(22)19(24-3)18-12-9-16(23-2)14(21)8-11(12)6-13(20)17(10)18/h7-9,13,21-22H,4-6H2,1-3H3
InChI KeyLZJRNLRASBVRRX-UHFFFAOYSA-N
Isomeric SMILESCOC1=C(O)C=C2CC3N(C)CCC4=CC(O)=C(OC)C(C2=C1)=C34
Average Molecular Weight327.3743
Monoisotopic Molecular Weight327.147058165
Classification
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 Parents
Substituents
  • Aporphine
  • Benzoquinoline
  • Phenanthrene
  • 2-naphthol
  • Naphthalene
  • Quinoline
  • Tetrahydroisoquinoline
  • Anisole
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aralkylamine
  • Benzenoid
  • Tertiary amine
  • Tertiary aliphatic amine
  • Azacycle
  • Ether
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSBoldine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03ea-0193000000-4e9d104f3b9f63ebca85Spectrum
Predicted GC-MSBoldine, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0c29-1003900000-b3664d5a9866ae0e674eSpectrum
Predicted GC-MSBoldine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSBoldine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSBoldine, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSBoldine, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSBoldine, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSBoldine, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSBoldine, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-00kr-0590000000-f0be973ef3df7bed676d2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-03di-0009000000-d2ba02385b9592588b922017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0002-0090000000-95c8c50b071b50db4c522017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-000i-0009000000-34786ce337d46ea704b52017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-00kr-0590000000-f0be973ef3df7bed676d2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-03dj-0097000000-67d87760a4caee6d56882021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0002-0090000000-e4cefc23c5dfb8ba6b982021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-002b-0960000000-fea69a015955b1a8c78a2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Negativesplash10-03xr-0096000000-eef48b135c01a8bce6092021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-03fr-0009000000-ca3e6fc8ef8b4652939a2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-03di-0009000000-de5317cf2fdab8ede5f22021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-00or-0093000000-9ed026ef6b3924c143612021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-03dj-0189000000-74839a87c32b59674b9e2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-03xr-0096000000-7a5557a34d23c54350042021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0002-0090000000-e2bcbd9b1e8cfe4b5c972021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-00or-0093000000-6425dc8e8623be8ff1552021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-00kb-0090000000-0189a512fde7a38e75082021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-00kb-0950000000-cfbc617d88a4d97d884b2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-002b-0980000000-99aa3f6034bdf51f0c8f2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0019000000-1bf91ce02169cdc4f51b2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004j-0097000000-f405b3e19193547c8a342015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-017i-0090000000-a3de726762f74254538d2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0009000000-740d8346fca3f39b70952015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0029000000-4fb006bf9d3d6f7f11382015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01qc-0091000000-090643282c4d4b4872542015-04-25View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDCFH49-G:CFH49-G
EAFUS IDNot Available
Dr. Duke IDBOLDINE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
Processing...
Biological Effects and Interactions
Health Effects / Bioactivities
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).