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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-18 08:25:34 UTC
Update Date2020-02-26 21:23:36 UTC
HMDB IDHMDB0001919
Secondary Accession Numbers
  • HMDB01919
Metabolite Identification
Common NameFamotidine
DescriptionFamotidine, also known as pepcid or gastro, 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). In humans, famotidine is involved in famotidine action pathway. Famotidine is a bitter tasting compound. Outside of the human body,. In the United States the wholesale cost of this amount is about $2. It begins working within an hour. The most common side effects associated with famotidine use include headache, dizziness, and constipation or diarrhea.
Structure
Data?1582752216
Synonyms
ValueSource
(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
Chemical FormulaC8H15N7O2S3
Average Molecular Weight337.445
Monoisotopic Molecular Weight337.044934829
IUPAC Name3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl]-N'-sulfamoylpropanimidamide
Traditional Namefamotidine
CAS Registry Number76824-35-6
SMILES
NC(N)=NC1=NC(CSCCC(N)=NS(N)(=O)=O)=CS1
InChI Identifier
InChI=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
Chemical Taxonomy
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

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point163.5 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1 mg/mL at 20 °CNot Available
LogP-0.64ISLAM,MS & NARURKAR,MM (1993)
Experimental Spectral Properties

Experimental Collision Cross Sections

PredictorAdduct TypeData SourceCCS Value (Å2)Reference
DeepCCS[M+H]+CBM165.930932474
AllCCS[M+H]+Not Available167.167http://allccs.zhulab.cn/database/detail?ID=AllCCS00001012
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.11 g/LALOGPS
logP10(-0.2) g/LALOGPS
logP10(-2) g/LChemAxon
logS10(-3.1) g/LALOGPS
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
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+177.42531661259
DarkChem[M-H]-171.17131661259
AllCCS[M+H]+168.02232859911
AllCCS[M-H]-165.46832859911

Predicted Kovats Retention Indices

Not Available
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Famotidine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-1900000000-2746e8b0a6fcc3a2f2192017-08-28Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Famotidine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Famotidine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Famotidine Quattro_QQQ 10V, N/A-QTOF (Annotated)splash10-000i-0029000000-087ab7a1109f0568738d2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Famotidine Quattro_QQQ 25V, N/A-QTOF (Annotated)splash10-0udi-0900000000-d8a9ef8fc58c0c7052322012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Famotidine Quattro_QQQ 40V, N/A-QTOF (Annotated)splash10-000i-0900000000-e245f325e8c6f31a5fd02012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Famotidine LC-ESI-qTof , Positive-QTOFsplash10-01q0-0940000000-116994867a4e2c649c002017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Famotidine LC-ESI-qTof , Positive-QTOFsplash10-002b-0900000000-1c9889f5fc33443c7b3b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Famotidine Linear Ion Trap , negative-QTOFsplash10-0005-0940000000-a2bd7381011d29592cea2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Famotidine Linear Ion Trap , positive-QTOFsplash10-0a4i-0090000000-10306158f008021f19a52017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Famotidine Linear Ion Trap , positive-QTOFsplash10-014i-0090000000-90a70a7303c9683118642017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Famotidine Linear Ion Trap , positive-QTOFsplash10-001i-0090000000-ac0250ad61059e58f4312017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Famotidine Linear Ion Trap , positive-QTOFsplash10-0002-0090000000-235724a37e50732fdf942017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Famotidine , positive-QTOFsplash10-0a4r-0950000000-0c16a77af1ba782fa15a2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Famotidine , positive-QTOFsplash10-0a4r-0950000000-02af106b93d1423b13422017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Famotidine 60V, Positive-QTOFsplash10-0a4i-1900000000-54d54e89cec0ca3850692021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Famotidine 40V, Negative-QTOFsplash10-01p9-0920000000-7f8e380e85832f355ad42021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Famotidine 90V, Negative-QTOFsplash10-004l-9000000000-62cbecb8fe68f9ce10762021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Famotidine 20V, Positive-QTOFsplash10-000i-1900000000-1f38196cbed2112375922021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Famotidine 75V, Negative-QTOFsplash10-002f-9000000000-8c1e87a4e2789ad9cc382021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Famotidine 20V, Negative-QTOFsplash10-000i-0930000000-8fbb1d51e60a5c65f8bf2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Famotidine 45V, Positive-QTOFsplash10-052r-1900000000-31dc5ebbab5c66547c352021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Famotidine 10V, Positive-QTOFsplash10-000i-3889000000-5f5680abbc4a8414dcfa2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Famotidine 20V, Positive-QTOFsplash10-01pc-6950000000-cc539a86fd857e7bb3f92017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Famotidine 40V, Positive-QTOFsplash10-0h2u-6900000000-6e578775790a16dc06b92017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Famotidine 10V, Negative-QTOFsplash10-000i-4967000000-ce757fe05404080d91bd2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Famotidine 20V, Negative-QTOFsplash10-0006-9540000000-c35d863d5070ca4d0f4c2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Famotidine 40V, Negative-QTOFsplash10-002f-9100000000-a1ca1123193889d875ae2017-07-26Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified4.0 (0.30-9.0) uMAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00927
Phenol Explorer Compound IDNot Available
FooDB IDFDB022737
KNApSAcK IDNot Available
Chemspider ID3208
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkFamotidine
METLIN ID2652
PubChem Compound3325
PDB IDNot Available
ChEBI ID4975
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General ReferencesNot Available

Only showing the first 10 proteins. There are 43 proteins in total.

Enzymes

General function:
Involved in oxidoreductase activity
Specific function:
Irreversible conversion of delta-1-pyrroline-5-carboxylate (P5C), derived either from proline or ornithine, to glutamate. This is a necessary step in the pathway interconnecting the urea and tricarboxylic acid cycles. The preferred substrate is glutamic gamma-semialdehyde, other substrates include succinic, glutaric and adipic semialdehydes.
Gene Name:
ALDH4A1
Uniprot ID:
P30038
Molecular weight:
55117.24
General function:
Involved in metabolic process
Specific function:
Controls the flux of glucose into the hexosamine pathway. Most likely involved in regulating the availability of precursors for N- and O-linked glycosylation of proteins.
Gene Name:
GFPT2
Uniprot ID:
O94808
Molecular weight:
76929.885
General function:
Involved in metabolic process
Specific function:
Controls the flux of glucose into the hexosamine pathway. Most likely involved in regulating the availability of precursors for N- and O-linked glycosylation of proteins.
Gene Name:
GFPT1
Uniprot ID:
Q06210
Molecular weight:
78805.81
General function:
Involved in 4-aminobutyrate transaminase activity
Specific function:
Catalyzes the conversion of gamma-aminobutyrate and L-beta-aminoisobutyrate to succinate semialdehyde and methylmalonate semialdehyde, respectively. Can also convert delta-aminovalerate and beta-alanine.
Gene Name:
ABAT
Uniprot ID:
P80404
Molecular weight:
56438.405
General function:
Involved in 1-aminocyclopropane-1-carboxylate synthase activity
Specific function:
Transaminase involved in tyrosine breakdown. Converts tyrosine to p-hydroxyphenylpyruvate. Can catalyze the reverse reaction, using glutamic acid, with 2-oxoglutarate as cosubstrate (in vitro). Has much lower affinity and transaminase activity towards phenylalanine.
Gene Name:
TAT
Uniprot ID:
P17735
Molecular weight:
50398.895
General function:
Involved in transferase activity, transferring nitrogenous groups
Specific function:
Plays a key role in amino acid metabolism (By similarity).
Gene Name:
GOT1
Uniprot ID:
P17174
Molecular weight:
46247.14
General function:
Involved in transferase activity, transferring nitrogenous groups
Specific function:
Catalyzes the irreversible transamination of the L-tryptophan metabolite L-kynurenine to form kynurenic acid (KA). Plays a key role in amino acid metabolism. Important for metabolite exchange between mitochondria and cytosol. Facilitates cellular uptake of long-chain free fatty acids.
Gene Name:
GOT2
Uniprot ID:
P00505
Molecular weight:
47517.285
General function:
Involved in catalytic activity
Specific function:
Catalyzes the first reaction in the catabolism of the essential branched chain amino acids leucine, isoleucine, and valine.
Gene Name:
BCAT1
Uniprot ID:
P54687
Molecular weight:
38644.77
General function:
Involved in transaminase activity
Specific function:
Can metabolize asymmetric dimethylarginine (ADMA) via transamination to alpha-keto-delta-(NN-dimethylguanidino) valeric acid (DMGV). ADMA is a potent inhibitor of nitric-oxide (NO) synthase, and this activity provides mechanism through which the kidney regulates blood pressure.
Gene Name:
AGXT2
Uniprot ID:
Q9BYV1
Molecular weight:
57155.905
General function:
Involved in transaminase activity
Specific function:
Not Available
Gene Name:
OAT
Uniprot ID:
P04181
Molecular weight:
48534.39

Only showing the first 10 proteins. There are 43 proteins in total.