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Showing Compound Famotidine (FDB022737)

Record Information
Version1.0
Creation date2011-09-21 00:18:50 UTC
Update date2015-10-09 22:31:18 UTC
Primary IDFDB022737
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameFamotidine
DescriptionFamotidine, also known as gastro or pepcid, belongs to the class of organic compounds known as 2,4-disubstituted thiazoles. 2,4-disubstituted thiazoles are compounds containing a thiazole ring substituted at the positions 2 and 3. Famotidine is a very strong basic compound (based on its pKa). Famotidine is a bitter tasting compound.
CAS Number76824-35-6
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(1-Amino-3-(((2-((diaminomethylene)amino)-4-thiazolyl)methyl)thio)propylidene)sulfamideChEBI
3-(((2-((Aminoiminomethyl)amino)-4-thiazolyl)methyl)thio)-N-(aminosulfonyl)propanimidamideChEBI
FamotidinaChEBI
FamotidinumChEBI
N-Sulfamoyl-3-((2-guanidinothiazol-4-yl)methylthio)propionamideChEBI
PepcidChEBI
FluxidKegg
(1-Amino-3-(((2-((diaminomethylene)amino)-4-thiazolyl)methyl)thio)propylidene)sulphamideGenerator
3-(((2-((Aminoiminomethyl)amino)-4-thiazolyl)methyl)thio)-N-(aminosulphonyl)propanimidamideGenerator
N-Sulphamoyl-3-((2-guanidinothiazol-4-yl)methylthio)propionamideGenerator
GastridanHMDB
PanalbaHMDB
TaminHMDB
AmfamoxHMDB
AntodineHMDB
Apo-famotidineHMDB
ApogastineHMDB
BestidineHMDB
BlocacidHMDB
BrolinHMDB
CepalHMDB
ConfobosHMDB
CronolHMDB
CuantinHMDB
FamocidHMDB
FamodarHMDB
FamodilHMDB
FamodinHMDB
FamodineHMDB
FamogardHMDB
FamonitHMDB
FamopsinHMDB
FamosHMDB
FamosanHMDB
FamotalHMDB
FamotepHMDB
FamotinHMDB
FamovaneHMDB
FamowalHMDB
GastridinHMDB
GastrionHMDB
GastroHMDB
GastrodominaHMDB
GastrofamHMDB
GastropenHMDB
GastrosidinHMDB
HacipHMDB
HuberdinaHMDB
IngastriHMDB
InviganHMDB
LecedilHMDB
LogosHMDB
MensomaHMDB
MidefamHMDB
MosulHMDB
MotiaxHMDB
MucloxHMDB
Mylanta arHMDB
NeocidineHMDB
NevofamHMDB
NotidinHMDB
Novo-famotidineHMDB
NulceranHMDB
NulcerinHMDB
PepcidinHMDB
Pepcidin pepcidineHMDB
PepdineHMDB
PepdulHMDB
PepfaminHMDB
PeptanHMDB
PeptidinHMDB
PurifamHMDB
QuamatelHMDB
QuamtelHMDB
RenapepsaHMDB
RestadinHMDB
RogastiHMDB
RubacinaHMDB
TipodexHMDB
TopcidHMDB
UlcatifHMDB
UlcepraxHMDB
UlcofamHMDB
UlfagelHMDB
UlfamHMDB
UlfamidHMDB
UlfinolHMDB
UlgarineHMDB
VagostalHMDB
Famotidine hydrochlorideHMDB
(1-amino-3-(((2-((Diaminomethylene)amino)-4-thiazolyl)methyl)thio)propylidene)sulfamideChEBI
(1-amino-3-(((2-((Diaminomethylene)amino)-4-thiazolyl)methyl)thio)propylidene)sulphamideGenerator
Apo-Famotidinehmdb
Famotidinehmdb
Mylanta ARhmdb
Novo-Famotidinehmdb
Pepcidin Pepcidinehmdb
Predicted Properties
PropertyValueSource
Water Solubility0.27 g/LALOGPS
logP-0.2ALOGPS
logP-2ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)9.29ChemAxon
pKa (Strongest Basic)8.38ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area175.83 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity80.46 m³·mol⁻¹ChemAxon
Polarizability32.03 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H15N7O2S3
IUPAC name3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl]-N'-sulfamoylpropanimidamide
InChI IdentifierInChI=1S/C8H15N7O2S3/c9-6(15-20(12,16)17)1-2-18-3-5-4-19-8(13-5)14-7(10)11/h4H,1-3H2,(H2,9,15)(H2,12,16,17)(H4,10,11,13,14)
InChI KeyXUFQPHANEAPEMJ-UHFFFAOYSA-N
Isomeric SMILESNC(N)=NC1=NC(CSCCC(N)=NS(N)(=O)=O)=CS1
Average Molecular Weight337.445
Monoisotopic Molecular Weight337.044934829
Classification
Description Belongs to the class of organic compounds known as 2,4-disubstituted thiazoles. 2,4-Disubstituted thiazoles are compounds containing a thiazole ring substituted at the positions 2 and 3.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzoles
Sub ClassThiazoles
Direct Parent2,4-disubstituted thiazoles
Alternative Parents
Substituents
  • 2,4-disubstituted 1,3-thiazole
  • Organic sulfuric acid or derivatives
  • Heteroaromatic compound
  • Guanidine
  • Amidine
  • Azacycle
  • Dialkylthioether
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Sulfenyl compound
  • Thioether
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSFamotidine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-1900000000-2746e8b0a6fcc3a2f219Spectrum
Predicted GC-MSFamotidine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSFamotidine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)splash10-000i-0029000000-087ab7a1109f0568738d2012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)splash10-0udi-0900000000-d8a9ef8fc58c0c7052322012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)splash10-000i-0900000000-e245f325e8c6f31a5fd02012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-01q0-0940000000-116994867a4e2c649c002017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-002b-0900000000-1c9889f5fc33443c7b3b2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0005-0940000000-a2bd7381011d29592cea2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0a4i-0090000000-10306158f008021f19a52017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-014i-0090000000-90a70a7303c9683118642017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-001i-0090000000-ac0250ad61059e58f4312017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0002-0090000000-235724a37e50732fdf942017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-0a4r-0950000000-0c16a77af1ba782fa15a2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-0a4r-0950000000-02af106b93d1423b13422017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-0a4i-1900000000-54d54e89cec0ca3850692021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-01p9-0920000000-7f8e380e85832f355ad42021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-004l-9000000000-62cbecb8fe68f9ce10762021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-000i-1900000000-1f38196cbed2112375922021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-002f-9000000000-8c1e87a4e2789ad9cc382021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-000i-0930000000-8fbb1d51e60a5c65f8bf2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-052r-1900000000-31dc5ebbab5c66547c352021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-3889000000-5f5680abbc4a8414dcfa2017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01pc-6950000000-cc539a86fd857e7bb3f92017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0h2u-6900000000-6e578775790a16dc06b92017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-4967000000-ce757fe05404080d91bd2017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9540000000-c35d863d5070ca4d0f4c2017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002f-9100000000-a1ca1123193889d875ae2017-07-26View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Spectrum
ChemSpider ID3208
ChEMBL IDCHEMBL902
KEGG Compound IDC00025
Pubchem Compound ID3325
Pubchem Substance IDNot Available
ChEBI ID4975
Phenol-Explorer IDNot Available
DrugBank IDDB00927
HMDB IDHMDB01919
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDFamotidine
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Tyrosine aminotransferaseTATP17735
Aspartate aminotransferase, cytoplasmicGOT1P17174
Aspartate aminotransferase, mitochondrialGOT2P00505
Aminoadipate-semialdehyde synthaseAASSA4D0W4
Branched-chain-amino-acid aminotransferase, cytosolicBCAT1P54687
Branched-chain-amino-acid aminotransferase, mitochondrialBCAT2O15382
Alanine--glyoxylate aminotransferase 2, mitochondrialAGXT2Q9BYV1
Ornithine aminotransferase, mitochondrialOATP04181
4-aminobutyrate aminotransferase, mitochondrialABATP80404
Alanine aminotransferase 1GPTP24298
Alanine aminotransferase 2GPT2Q8TD30
Glutamate--cysteine ligase catalytic subunitGCLCP48506
Bifunctional glutamate/proline--tRNA ligaseEPRSP07814
Phosphoserine aminotransferasePSAT1Q9Y617
Asparagine synthetase [glutamine-hydrolyzing]ASNSP08243
Gamma-glutamyltranspeptidase 1GGT1P19440
Gamma-glutamyltransferase 6GGT6Q6P531
Gamma-glutamyltransferase 5GGT5P36269
Glutamate decarboxylase 2GAD2Q05329
Glutamate decarboxylase 1GAD1Q99259
Arginine decarboxylaseADCQ96A70
Delta-1-pyrroline-5-carboxylate synthaseALDH18A1P54886
Glutaminase liver isoform, mitochondrialGLS2Q9UI32
Glutaminase kidney isoform, mitochondrialGLSO94925
Formimidoyltransferase-cyclodeaminaseFTCDO95954
CTP synthase 2CTPS2Q9NRF8
Probable glutamate--tRNA ligase, mitochondrialEARS2Q5JPH6
Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 2GFPT2O94808
Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 1GFPT1Q06210
N-acetylglutamate synthase, mitochondrialNAGSQ8N159
Folylpolyglutamate synthase, mitochondrialFPGSQ05932
5-oxoprolinaseOPLAHO14841
Histamine H2 receptorHRH2P25021
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
bitter
  1. Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
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References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference