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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:11:03 UTC
Update Date2022-03-07 02:54:25 UTC
HMDB IDHMDB0035232
Secondary Accession Numbers
  • HMDB35232
Metabolite Identification
Common NameRotundine B
DescriptionRotundine B belongs to the class of organic compounds known as methylpyridines. These are organic compounds containing a pyridine ring substituted at one or more positions by a methyl group. Rotundine B has been detected, but not quantified in, root vegetables. This could make rotundine b a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Rotundine B.
Structure
Data?1563862686
Synonyms
ValueSource
Rotundine bMeSH
Chemical FormulaC15H23NO
Average Molecular Weight233.3492
Monoisotopic Molecular Weight233.177964363
IUPAC Name4-{1,5,5-trimethyl-5H,6H,7H-cyclopenta[c]pyridin-6-yl}butan-2-ol
Traditional Name4-{1,5,5-trimethyl-6H,7H-cyclopenta[c]pyridin-6-yl}butan-2-ol
CAS Registry NumberNot Available
SMILES
CC(O)CCC1CC2=C(C=CN=C2C)C1(C)C
InChI Identifier
InChI=1S/C15H23NO/c1-10(17)5-6-12-9-13-11(2)16-8-7-14(13)15(12,3)4/h7-8,10,12,17H,5-6,9H2,1-4H3
InChI KeyIMDXDPUTIISQIM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as methylpyridines. These are organic compounds containing a pyridine ring substituted at one or more positions by a methyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassMethylpyridines
Direct ParentMethylpyridines
Alternative Parents
Substituents
  • Methylpyridine
  • Heteroaromatic compound
  • Secondary alcohol
  • Azacycle
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.22 g/LALOGPS
logP3.99ALOGPS
logP2.64ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)17.61ChemAxon
pKa (Strongest Basic)6.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area33.12 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity70.5 m³·mol⁻¹ChemAxon
Polarizability28.32 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+157.38631661259
DarkChem[M-H]-156.20131661259
DeepCCS[M+H]+157.20630932474
DeepCCS[M-H]-154.84830932474
DeepCCS[M-2H]-187.83930932474
DeepCCS[M+Na]+163.29930932474
AllCCS[M+H]+155.832859911
AllCCS[M+H-H2O]+152.132859911
AllCCS[M+NH4]+159.332859911
AllCCS[M+Na]+160.332859911
AllCCS[M-H]-163.732859911
AllCCS[M+Na-2H]-164.232859911
AllCCS[M+HCOO]-164.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Rotundine BCC(O)CCC1CC2=C(C=CN=C2C)C1(C)C2698.7Standard polar33892256
Rotundine BCC(O)CCC1CC2=C(C=CN=C2C)C1(C)C1813.7Standard non polar33892256
Rotundine BCC(O)CCC1CC2=C(C=CN=C2C)C1(C)C1869.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Rotundine B,1TMS,isomer #1CC1=NC=CC2=C1CC(CCC(C)O[Si](C)(C)C)C2(C)C1953.4Semi standard non polar33892256
Rotundine B,1TBDMS,isomer #1CC1=NC=CC2=C1CC(CCC(C)O[Si](C)(C)C(C)(C)C)C2(C)C2185.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Rotundine B GC-MS (Non-derivatized) - 70eV, Positivesplash10-02tj-6940000000-af8e6842ef02e5718d782017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rotundine B GC-MS (1 TMS) - 70eV, Positivesplash10-00r6-8960000000-8fe5e8a69c6f93c66cd52017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rotundine B GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rotundine B 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 - Rotundine B 10V, Negative-QTOFsplash10-001i-0190000000-fcd73f18e1dfd9ac09032015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rotundine B 20V, Negative-QTOFsplash10-01q9-0190000000-68f9ede89bbc0d5c16ed2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rotundine B 40V, Negative-QTOFsplash10-06dj-5970000000-18d104e26838e551a8f82015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rotundine B 10V, Negative-QTOFsplash10-001i-0090000000-c4da52d55add11319fe12021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rotundine B 20V, Negative-QTOFsplash10-053r-0690000000-1c5a21293cfeede305932021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rotundine B 40V, Negative-QTOFsplash10-05ar-0920000000-704b4cac867596fa26bd2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rotundine B 10V, Positive-QTOFsplash10-014i-0190000000-cf0d00a83bb524c109892015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rotundine B 20V, Positive-QTOFsplash10-014i-4790000000-bd9bd31de5f331a15b0d2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rotundine B 40V, Positive-QTOFsplash10-0fdo-7920000000-5da10fa89008e8b01ade2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rotundine B 10V, Positive-QTOFsplash10-02t9-0980000000-24d0f3592ece0c95ff5e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rotundine B 20V, Positive-QTOFsplash10-08mi-1910000000-2e7cec00beb48ff1cab52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rotundine B 40V, Positive-QTOFsplash10-0a4i-6900000000-bcc75fc82727a7ce4a1a2021-09-24Wishart 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 IDFDB013932
KNApSAcK IDC00047087
Chemspider ID35013879
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound21603505
PDB IDNot Available
ChEBI ID173678
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.. .