Showing Compound Card for Laricitrin (CDB005070)

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Record Information
Version1.0
Created at2020-04-17 19:06:20 UTC
Updated at2020-11-18 16:39:16 UTC
CannabisDB IDCDB005070
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameLaricitrin
Description2-(3,4-dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one, also known as 3'-O-methylmyricetin or 3,4',5,5',7-pentahydroxy-3'-methoxyflavone, 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, 2-(3,4-dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one is considered to be a flavonoid lipid molecule. 2-(3,4-dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Laricitrin 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'-O-MethylmyricetinChEBI
3,4',5,5',7-Pentahydroxy-3'-methoxyflavoneChEBI
2-(3,4-Dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-oneHMDB
3'-MethylmyricetinHMDB
3’-MethylmyricetinHMDB
3’-O-MethylmyricetinHMDB
LaricetrinHMDB
LaricitrinHMDB
LaricytrinHMDB
LarycitrinHMDB
Myricetin 3'-methyl etherHMDB
Myricetin 3’-methyl etherHMDB
Chemical FormulaC16H12O8
Average Molecular Weight332.26
Monoisotopic Molecular Weight332.0532
IUPAC Name2-(3,4-dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one
Traditional Namelaricitrin
CAS Registry Number53472-37-0
SMILES
COC1=CC(=CC(O)=C1O)C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1
InChI Identifier
InChI=1S/C16H12O8/c1-23-11-3-6(2-9(19)13(11)20)16-15(22)14(21)12-8(18)4-7(17)5-10(12)24-16/h2-5,17-20,22H,1H3
InChI KeyCFYMYCCYMJIYAB-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
  • 3p-methoxyflavonoid-skeleton
  • 3-hydroxyflavone
  • 3'-hydroxyflavonoid
  • 3-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Hydroxyflavonoid
  • Chromone
  • Benzopyran
  • Methoxyphenol
  • 1-benzopyran
  • Phenoxy compound
  • Anisole
  • Catechol
  • Methoxybenzene
  • Phenol ether
  • Pyranone
  • Phenol
  • Alkyl aryl ether
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Pyran
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Vinylogous acid
  • Organoheterocyclic compound
  • Polyol
  • Oxacycle
  • Ether
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Source:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.82ALOGPS
logP2ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)6.38ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area136.68 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity83.33 m³·mol⁻¹ChemAxon
Polarizability31.53 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-MSLaricitrin, 5 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0059-0033009000-057abb5132228c1326f1Spectrum
Predicted GC-MSLaricitrin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0udr-0719000000-88f22f0e476bc7e374d5Spectrum
Predicted GC-MSLaricitrin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 6V, positivesplash10-001i-0129000000-c7437a58de4eba08f9ca2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0ufr-0594000000-2f46849ff93230a662402020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 35V, negativesplash10-0ufr-0295000000-6220e7e45b57ebd4ec012020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 6V, negativesplash10-001i-0429000000-58b7179fe988343aaed22020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-001i-0429000000-a70c69053a9b8e1eadab2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-001i-0129000000-53889ccd91d5af27171d2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Negativesplash10-001i-0429000000-5f0090acb6fba682afbb2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-001i-0129000000-07b48d605c39b6754ccc2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0ufr-0295000000-1573f6fa500a0a058cfd2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0009000000-4d7be96b6b48379501b42019-02-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0219000000-ebd92d1f3330250cdecb2019-02-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fe0-2921000000-5948d0474dc3c9b2b6d22019-02-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0009000000-4f93c0f9aa17df767c012019-02-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0129000000-7182a57be034615dffb72019-02-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-2931000000-0907bea30a7bd218cd242019-02-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0009000000-31d7a3d9e9a14bce0c3e2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0619000000-40ed5ffa456c5397bb5e2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fz0-1930000000-8066e496543ff38984bc2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0009000000-9a57877c53466fab202c2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0009000000-5a5b84c2463dda4845e32021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uyi-1912000000-9c4df784f8a752d3d1a72021-09-24View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0126497
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB085372
KNApSAcK IDC00004763
Chemspider ID4445351
KEGG Compound IDC12633
BioCyc IDCPD-8605
BiGG IDNot Available
Wikipedia LinkLaricitrin
METLIN IDNot Available
PubChem Compound5282154
PDB IDNot Available
ChEBI ID31763
References
General ReferencesNot Available