Record Information
Version1.0
Creation date2010-04-08 22:09:41 UTC
Update date2018-01-23 19:16:25 UTC
Primary IDFDB011525
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameBaptifoline
DescriptionAlkaloid from Caulophyllum thalictroides (blue cohosh). Baptifoline is found in coffee and coffee products.
CAS Number732-50-3
Structure
Thumb
Synonyms
SynonymSource
(-)-BaptifolineHMDB
13-HydroxyanagyrineHMDB
Alkaloid P3?HMDB
BaptifolineMeSH
Predicted Properties
PropertyValueSource
Water Solubility22.4 g/LALOGPS
logP1.2ALOGPS
logP-0.52ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)15.17ChemAxon
pKa (Strongest Basic)8.67ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area43.78 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity75.62 m³·mol⁻¹ChemAxon
Polarizability27.89 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC15H20N2O2
IUPAC name12-hydroxy-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadeca-2,4-dien-6-one
InChI IdentifierInChI=1S/C15H20N2O2/c18-12-4-5-16-8-10-6-11(14(16)7-12)9-17-13(10)2-1-3-15(17)19/h1-3,10-12,14,18H,4-9H2
InChI KeyAOOCSKCGZYCEJX-UHFFFAOYSA-N
Isomeric SMILESOC1CCN2CC3CC(CN4C(=O)C=CC=C34)C2C1
Average Molecular Weight260.3315
Monoisotopic Molecular Weight260.152477894
Classification
Description belongs to the class of organic compounds known as anagyrine-type alkaloids. These are lupin alkaloids with a structure based on the anagyrine skeleton. Anagyrine is a tetracyclic ketone containing a quinolizidine, and two pyridine rings fused together to form dipyrido[1,2-a:1',2'-e][1,5]diazocin-4-one.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassLupin alkaloids
Sub ClassAnagyrine-type alkaloids
Direct ParentAnagyrine-type alkaloids
Alternative Parents
Substituents
  • Anagyrine-type alkaloid
  • Quinolizidine
  • Pyridinone
  • Aralkylamine
  • Piperidine
  • Pyridine
  • Heteroaromatic compound
  • Lactam
  • Secondary alcohol
  • Tertiary aliphatic amine
  • Tertiary amine
  • Azacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Alcohol
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 69.21%; H 7.74%; N 10.76%; O 12.29%DFC
Melting PointMp 210°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]16D -89.05 (c, 1.415 in H2O)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03xr-2590000000-07f6ebf71fc39939f9f6View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0300-6981000000-df090227ddc3c6127b1dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01ox-0090000000-843960a8489ba4f1d0ecView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01ox-0190000000-f0a5c4b7858f49c5f20fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-029i-3980000000-54bed17f205c1e0a2f93View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0090000000-bbddfb9941122293598cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4l-0090000000-e65b7d3569bc1b821defView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052r-1910000000-476f26b4ec1e0d9cf647View in MoNA
ChemSpider ID539881
ChEMBL IDNot Available
KEGG Compound IDC10755
Pubchem Compound ID621307
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33481
CRC / DFC (Dictionary of Food Compounds) IDGQC39-V:GQC39-V
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00002212
HET 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
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference