Showing Compound Card for 6,7-Dimethyl-8-(1-D-ribityl)lumazine (CDB004965)

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Record Information
Version1.0
Created at2020-04-17 18:55:16 UTC
Updated at2020-11-18 16:39:07 UTC
CannabisDB IDCDB004965
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name6,7-Dimethyl-8-(1-D-ribityl)lumazine
Description6,7-Dimethyl-8-(1-D-ribityl)lumazine, also known as DMDRL or RL-6,7-dime, belongs to the class of organic compounds known as pteridines and derivatives. These are polycyclic aromatic compounds containing a pteridine moiety, which consists of a pyrimidine fused to a pyrazine ring to form pyrimido(4,5-b)pyrazine. The pteridine that is lumazine substituted with methyl groups at C-6 and -7 and with a 1-D-ribityl group on N-8. 6,7-Dimethyl-8-(1-D-ribityl)lumazine is an extremely weak basic (essentially neutral) compound (based on its pKa). In humans, 6,7-dimethyl-8-(1-D-ribityl)lumazine is involved in riboflavin metabolism. 6,7-Dimethyl-8-(1-D-ribityl)lumazine is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
6,7-Dimethyl-8-(1'-D-ribityl)lumazineChEBI
6,7-Dimethyl-8-(D-ribityl)lumazineChEBI
6,7-Dimethyl-8-D-ribityllumazineChEBI
6,7-Dimethyl-8-ribityllumazineChEBI
DMDRLChEBI
RL-6,7-DiMeChEBI
6,7-Dimethyl-8-ribityllumazine, 14C-labeledHMDB
6,7-Dimethyl-8-ribityllumazine, (D)-isomerHMDB
1-Deoxy-1-(3,4-dihydro-6,7-dimethyl-2,4-dioxo-8(2H)-pteridinyl)-D-ribitolHMDB
6,7-Dimethyl-8-(1’-D-ribityl)lumazineHMDB
6,7-DimethylribityllumazineHMDB
6,7-DimethylribolumazineHMDB
2,4(1H,3H)-Pteridinedione, 6,7-dimethyl-8-(2,3,4,5-tetrahydroxypentyl)-, [2S-(2R*,3R*,4S*)]-HMDB
Chemical FormulaC13H18N4O6
Average Molecular Weight326.31
Monoisotopic Molecular Weight326.1226
IUPAC Name6,7-dimethyl-8-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-2,3,4,8-tetrahydropteridine-2,4-dione
Traditional Name6,7-dimethyl-8-ribityllumazine
CAS Registry Number2535-20-8
SMILES
CC1=C(C)N(C[C@H](O)[C@H](O)[C@H](O)CO)C2=NC(=O)NC(=O)C2=N1
InChI Identifier
InChI=1S/C13H18N4O6/c1-5-6(2)17(3-7(19)10(21)8(20)4-18)11-9(14-5)12(22)16-13(23)15-11/h7-8,10,18-21H,3-4H2,1-2H3,(H,16,22,23)/t7-,8+,10-/m0/s1
InChI KeySXDXRJZUAJBNFL-XKSSXDPKSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pteridines and derivatives. These are polycyclic aromatic compounds containing a pteridine moiety, which consists of a pyrimidine fused to a pyrazine ring to form pyrimido(4,5-b)pyrazine.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPteridines and derivatives
Sub ClassNot Available
Direct ParentPteridines and derivatives
Alternative Parents
Substituents
  • Pteridine
  • Pyrimidone
  • Pyrazine
  • Pyrimidine
  • Heteroaromatic compound
  • Vinylogous amide
  • Lactam
  • Secondary alcohol
  • Polyol
  • Azacycle
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary alcohol
  • Alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logP-3.145Not Available
Predicted Properties
PropertyValueSource
logP-1.8ALOGPS
logP-2.7ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)5.97ChemAxon
pKa (Strongest Basic)-1.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area155.05 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity79 m³·mol⁻¹ChemAxon
Polarizability31.25 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS6,7-Dimethyl-8-(1-D-ribityl)lumazine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0cdi-9083000000-55d05335ecc8773d02f2Spectrum
Predicted GC-MS6,7-Dimethyl-8-(1-D-ribityl)lumazine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a6r-1059000000-456d791c6c92f427e0bb2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-4191000000-a369e70429d996cb453f2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-056r-3940000000-8631c507779bd52b9fce2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-007o-5090000000-04425d989e04e22e581b2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9410000000-a9771614889faa09219b2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9400000000-d2188f7f691cd53fb0be2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0019000000-6a3e2297312b9e0ad05c2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a6v-0193000000-af0c9caba180ea68c7d12021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0596-2950000000-b94c706faa170396061a2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0092000000-952d1c3b4014cc4b1b582021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0aba-3290000000-9b6bebb3cf7d4b5f032a2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-6920000000-ece0456a5fd52d62d5632021-09-25View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0003826
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB023230
KNApSAcK IDC00019640
Chemspider ID147805
KEGG Compound IDC04332
BioCyc IDDIMETHYL-D-RIBITYL-LUMAZINE
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound168989
PDB IDNot Available
ChEBI ID17601
References
General ReferencesNot Available