Showing Compound Card for Norizalpinin (CDB005185)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraProtein targetPathwaysConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Created at2020-04-17 19:17:53 UTC
Updated at2020-11-18 16:39:29 UTC
CannabisDB IDCDB005185
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameNorizalpinin
DescriptionNorizalpinin, also known as teptochrysin or galangin, belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, norizalpinin is considered to be a flavonoid lipid molecule. Norizalpinin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Norizalpinin is found, on average, in the highest concentration within mexican oregano. Norizalpinin has also been detected, but not quantified in, several different foods, such as lingonberries, garden onion (var.), herbs and spices, parsley, and apples. This could make norizalpinin a potential biomarker for the consumption of these foods. A 7-hydroxyflavonol with additional hydroxy groups at positions 3 and 5 respectively; a growth inhibitor of breast tumor cells. Norizalpinin is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
3,5,7-Trihydroxy-2-phenyl-4H-benzopyran-4-oneChEBI
3,5,7-TrihydroxyflavoneChEBI
3,5,7-TriOH-flavoneChEBI
TeptochrysinChEBI
3,5,7-Trihydroxy-2-phenyl-4-benzopyroneHMDB
3,5,7-Trihydroxy-2-phenyl-4H-1-benzopyran-4-oneHMDB
3,5,7-Trihydroxy-2-phenyl-4H-1-benzopyran-4-one, 9ciHMDB
3,5,7-Trihydroxy-2-phenyl-4H-chromen-4-oneHMDB
3,5,7-Trihydroxy-flavoneHMDB
4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-phenyl- (9ci)HMDB
5,7-DihydroxyflavonolHMDB
GalanginHMDB
NorizalpininChEBI
Chemical FormulaC15H10O5
Average Molecular Weight270.24
Monoisotopic Molecular Weight270.0528
IUPAC Name3,5,7-trihydroxy-2-phenyl-4H-chromen-4-one
Traditional Namegalangin
CAS Registry Number548-83-4
SMILES
OC1=CC(O)=C2C(OC(=C(O)C2=O)C2=CC=CC=C2)=C1
InChI Identifier
InChI=1S/C15H10O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,16-17,19H
InChI KeyVCCRNZQBSJXYJD-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavones
Direct ParentFlavonols
Alternative Parents
Substituents
  • 3-hydroxyflavone
  • 3-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Hydroxyflavonoid
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Pyranone
  • Monocyclic benzene moiety
  • Benzenoid
  • Pyran
  • Vinylogous acid
  • Heteroaromatic compound
  • Organoheterocyclic compound
  • Oxacycle
  • Polyol
  • Organooxygen compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point217 - 218 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.39ALOGPS
logP2.76ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)6.38ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.99 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity72.9 m³·mol⁻¹ChemAxon
Polarizability26.54 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSNorizalpinin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000i-0950000000-f80dc86cabb2b5ee7f80Spectrum
Predicted GC-MSNorizalpinin, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-3433900000-6efc1a666076cec9c866Spectrum
Predicted GC-MSNorizalpinin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - ESI-TOF , Negativesplash10-004i-0917700000-5933de30c7285a663ccc2017-08-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-004i-0917700000-5933de30c7285a663ccc2017-08-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 40V, Negativesplash10-014i-0980000000-5ead402f53f21ad1bc692017-08-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 30V, Negativesplash10-014i-0980000000-5ead402f53f21ad1bc692017-08-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 20V, Negativesplash10-014i-0980000000-5ead402f53f21ad1bc692017-08-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF , Negativesplash10-014i-0090000000-ccad6be83481aed77fa32017-09-12View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-014i-0090000000-a7d187f28c6a27ca6b7c2017-09-12View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 40V, Negativesplash10-014i-0980000000-5ead402f53f21ad1bc692017-09-12View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 30V, Negativesplash10-014i-0090000000-573c015550a1005e3b912017-09-12View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 20V, Negativesplash10-014i-0090000000-041e54bbbd21adb90d8e2017-09-12View Spectrum
MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Negativesplash10-014i-0970000000-f56d16bf9ffd129227e22017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Positivesplash10-0uk9-0940000000-fcc781cee9aa39b4d2c32017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-00ov-0941000000-088245d4060300c289132017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-01b9-0090000000-3dca6de83080ab5407382017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-01b9-0090000000-c7a6c4b522f7d1ab344a2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-00mk-0690000000-9d8f0b599742e5233f852017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-014i-0090000000-a7d187f28c6a27ca6b7c2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-014i-0980000000-5ead402f53f21ad1bc692017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-014i-0090000000-573c015550a1005e3b912017-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0090000000-a5f26af5c8b5cd0dba262016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0090000000-760166b17d32142846722016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-6950000000-b847b228161afff1e72a2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0090000000-54bac69149adc7b5ba6e2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0190000000-d5a27d2008cc138143012016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-3930000000-91f995a09835f8ce69532016-08-03View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
UDP-glucuronosyltransferase 1-1UGT1A12q37P22309 details
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0029521
DrugBank IDNot Available
Phenol Explorer Compound ID317
FoodDB IDFDB000657
KNApSAcK IDC00004533
Chemspider ID4444935
KEGG Compound IDC10044
BioCyc IDCPD-13502
BiGG IDNot Available
Wikipedia LinkGalangin
METLIN IDNot Available
PubChem Compound5281616
PDB IDNot Available
ChEBI ID5262
References
General ReferencesNot Available

Enzymes

Enzyme Details
1. UDP-glucuronosyltransferase 1-1
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular weight:
59590.91