Showing Compound Card for FMNH2 (CDB005164)

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Record Information
Version1.0
Created at2020-04-17 19:15:46 UTC
Updated at2020-11-18 16:39:27 UTC
CannabisDB IDCDB005164
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameFMNH2
DescriptionFMNH2, also known as FMNH or reduced FMN, belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions. FMNH2 is an extremely weak basic (essentially neutral) compound (based on its pKa). FMNH2 exists in all living species, ranging from bacteria to humans. Within humans, FMNH2 participates in a number of enzymatic reactions. In particular, 24,25-dihydrolanosterol and FMNH2 can be converted into formic acid, flavin mononucleotide, and 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8-en-3β-ol through its interaction with the enzyme lanosterol 14-alpha demethylase. In addition, 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8-en-3β-ol and FMNH2 can be converted into 4,4-dimethyl-14α-formyl-5α-cholest-8-en-3β-ol, flavin mononucleotide, and formic acid through its interaction with the enzyme lanosterol 14-alpha demethylase. The reduced 1,5-dihydro form of flavin mononucleotide. In humans, FMNH2 is involved in kandutsch-russell pathway (cholesterol biosynthesis). FMNH2 is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1,5-Dihydroriboflavin 5'-(dihydrogen phosphate)ChEBI
Flavin mononucleotide (reduced)ChEBI
FMNHChEBI
Reduced FMNChEBI
1,5-Dihydroriboflavin 5'-(dihydrogen phosphoric acid)Generator
Reduced flavin mononucleotideHMDB
Flavin mononucleotide hydroquinoneMeSH, HMDB
Chemical FormulaC17H23N4O9P
Average Molecular Weight458.36
Monoisotopic Molecular Weight458.1203
IUPAC Name{[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-1H,2H,3H,4H,5H,10H-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy}phosphonic acid
Traditional Namefmnh(.)
CAS Registry Number5666-16-0
SMILES
CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C1=C(N2)C(=O)NC(=O)N1
InChI Identifier
InChI=1S/C17H23N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,18,22-24H,5-6H2,1-2H3,(H2,27,28,29)(H2,19,20,25,26)/t11-,12+,14-/m0/s1
InChI KeyYTNIXZGTHTVJBW-SCRDCRAPSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassFlavin nucleotides
Sub ClassNot Available
Direct ParentFlavin nucleotides
Alternative Parents
Substituents
  • Flavin nucleotide
  • Flavin
  • Alkyldiarylamine
  • Monosaccharide phosphate
  • Pteridine
  • Pyrimidone
  • Monoalkyl phosphate
  • Monosaccharide
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Pyrimidine
  • Alkyl phosphate
  • Benzenoid
  • Vinylogous amide
  • Heteroaromatic compound
  • Urea
  • Secondary alcohol
  • Lactam
  • Secondary amine
  • Azacycle
  • Organoheterocyclic compound
  • Polyol
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Amine
  • Alcohol
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organic oxide
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.17ALOGPS
logP-1.1ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)1.5ChemAxon
pKa (Strongest Basic)-0.52ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area200.92 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity118.51 m³·mol⁻¹ChemAxon
Polarizability41.65 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSFMNH2, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0007-8985500000-75b16c96ea0f481a249bSpectrum
Predicted GC-MSFMNH2, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-3097008000-4a68372916e7237f45d3Spectrum
Predicted GC-MSFMNH2, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4l-0134900000-c067efd0cfc36a1e948b2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-2391000000-d074adaacd074db901662015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-1290000000-c7e71e5446c90cf0229b2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-06fr-9686800000-5cbc632057bde5fb77312015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002f-9130000000-c711ab545300e0d990b82015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-b1fb1fadd3de6e9ce4bb2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0003900000-159698f8e2f51a77a6502021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01oy-2039100000-3d12d69e3f37a5d16d9d2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4m-1091000000-4227f41a22b0e7dc3bdc2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-056r-9000800000-adceeefc6ce022df6b412021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-a5e502a2627af2048a1f2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-92fea992d3a941dc72022021-09-24View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0001142
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022449
KNApSAcK IDNot Available
Chemspider ID393046
KEGG Compound IDC01847
BioCyc IDFMNH2
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6034
PubChem Compound445395
PDB IDNot Available
ChEBI ID16048
References
General ReferencesNot Available