Record Information
Version1.0
Creation date2011-09-21 00:31:55 UTC
Update date2015-10-09 22:33:11 UTC
Primary IDFDB023581
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameLansoprazole
DescriptionLansoprazole is a proton pump inhibitor similar to omeprazole which prevents the stomach from producing acid. Lansoprazole's plasma elimination half-life is not proportional to the duration of the drug's effects (i.e. gastric acid suppression). The plasma elimination half-life is 1.5 hours or less, and the effects of the drug last for over 24 hours after it has been given for 5 days or more. [HMDB]
CAS Number103577-45-3
Structure
Thumb
Synonyms
SynonymSource
AG 1749ChEBI
BamaliteChEBI
LansoprazolChEBI
LansoprazolumChEBI
LanzolChEBI
LanzopralChEBI
LanzulChEBI
LimpidexChEBI
MonolitumChEBI
OgastroChEBI
OpirenChEBI
PrevacidChEBI
PrezalMeSH
UlpaxMeSH
LansolMeSH
Lansoprazole sodiumMeSH
Pro ulcoMeSH
PromecoMeSH
ZotonMeSH
AgoptonMeSH
OgastMeSH
TakepronMeSH
2-(((3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl)methyl)sulfinyl)benzimidazoleMeSH
LansoprazolesMeSH
LanzorMeSH
Sodium, lansoprazoleMeSH
AmarinHMDB
AprazolHMDB
BlasonHMDB
KetianHMDB
LancidHMDB
LanfastHMDB
LanprotonHMDB
LansopepHMDB
LansophedHMDB
LansoxHMDB
LanstonHMDB
LanzHMDB
LanzoHMDB
LaprazHMDB
LasoprolHMDB
LinamarinHMDB
MesactolHMDB
Lansoprazole hormona brandMeSH, HMDB
Lansoprazole tecnobio brandMeSH, HMDB
Lansoprazole wyeth brandMeSH, HMDB
Vinas brand OF lansoprazoleMeSH, HMDB
Wyeth brand OF lansoprazoleMeSH, HMDB
Almirall brand OF lansoprazoleMeSH, HMDB
Lansoprazole abbot brandMeSH, HMDB
Lansoprazole hoechst brandMeSH, HMDB
Lansoprazole takeda brandMeSH, HMDB
Salvar brand OF lansoprazoleMeSH, HMDB
Takeda brand OF lansoprazoleMeSH, HMDB
tecnobio Brand OF lansoprazoleMeSH, HMDB
Abbot brand OF lansoprazoleMeSH, HMDB
Hoechst brand OF lansoprazoleMeSH, HMDB
Lansoprazole lederle brandMeSH, HMDB
Lansoprazole promeco brandMeSH, HMDB
Lansoprazole vinas brandMeSH, HMDB
Lederle brand OF lansoprazoleMeSH, HMDB
Hormona brand OF lansoprazoleMeSH, HMDB
Lansoprazole almirall brandMeSH, HMDB
Lansoprazole salvar brandMeSH, HMDB
Lansoprazole tap brandMeSH, HMDB
promeco Brand OF lansoprazoleMeSH, HMDB
TAP brand OF lansoprazoleMeSH, HMDB
Lansoprazolehmdb
Predicted Properties
PropertyValueSource
Water Solubility0.25 g/LALOGPS
logP2.84ALOGPS
logP3.03ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)9.35ChemAxon
pKa (Strongest Basic)4.16ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area67.87 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity87.61 m³·mol⁻¹ChemAxon
Polarizability34.59 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC16H14F3N3O2S
IUPAC name2-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methanesulfinyl}-1H-1,3-benzodiazole
InChI IdentifierInChI=1S/C16H14F3N3O2S/c1-10-13(20-7-6-14(10)24-9-16(17,18)19)8-25(23)15-21-11-4-2-3-5-12(11)22-15/h2-7H,8-9H2,1H3,(H,21,22)
InChI KeyMJIHNNLFOKEZEW-UHFFFAOYSA-N
Isomeric SMILESCC1=C(OCC(F)(F)F)C=CN=C1CS(=O)C1=NC2=CC=CC=C2N1
Average Molecular Weight369.361
Monoisotopic Molecular Weight369.075882012
Classification
Description Belongs to the class of organic compounds known as sulfinylbenzimidazoles. These are polycyclic aromatic compounds containing a sulfinyl group attached at the position 2 of a benzimidazole moiety.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzimidazoles
Sub ClassSulfinylbenzimidazoles
Direct ParentSulfinylbenzimidazoles
Alternative Parents
Substituents
  • Sulfinylbenzimidazole
  • Alkyl aryl ether
  • Methylpyridine
  • Pyridine
  • Benzenoid
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Sulfoxide
  • Azacycle
  • Sulfinyl compound
  • Ether
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organofluoride
  • Organohalogen compound
  • Alkyl fluoride
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organic oxide
  • Alkyl halide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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-MSLansoprazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0udi-3692000000-7bae74d48caf51b77e10Spectrum
Predicted GC-MSLansoprazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSLansoprazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSLansoprazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-03di-0900000000-1676d647709a023eb1d82017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-03di-0900000000-95a3126e9d69aa2812d62017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-03di-0900000000-0bb1e54ec8c7d6bb57462017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-03di-0900000000-52d969183040eb21720c2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-03di-0900000000-bba914a2bd85fb3b08232017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-02u0-0900000000-10a04626464fa2bcd6f92017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-014i-2900000000-14157d06ad23e343435e2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-02t9-8900000000-025e7246e314127a84222017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-03xr-9300000000-6a804721218ef90d3f612017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-03di-0900000000-1e4f9c95576433305a452021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-267e02d00f1bf471b3df2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-03di-0900000000-ae1f3f824a037450dc8f2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 60V, Negativesplash10-03di-0900000000-34c1beedb096399b4e512021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-03di-0900000000-8364ce030614d86ac9a62021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-03di-0900000000-1c69f3c14c3024df650c2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-03di-0900000000-8a8baf981a5a650baa172021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-03di-0900000000-0fff014fb57bc4c0fb132021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0udi-0090000000-502b719a981f262577ba2012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0uxr-0890000000-2734547f6dc584ba48772012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-053i-0930000000-94e6e179919ee803d5672012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0006-0339000000-30ca3e1162573d0632eb2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0udi-0290000000-a108432755e4f5916f6e2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0udi-0390000000-b8a59093f6b667fae5e42017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0fs9-0790000000-a2f5e86f6faaab5081122017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00li-0940000000-cc60a0c246e3fc1399d62017-09-14View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CD3OD, experimental)Spectrum
ChemSpider ID3746
ChEMBL IDCHEMBL480
KEGG Compound IDC01594
Pubchem Compound ID3883
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDDB00448
HMDB IDHMDB05008
CRC / DFC (Dictionary of Food Compounds) IDGXL55-N:GXL55-N
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 IDLansoprazole
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
Potassium-transporting ATPase alpha chain 1ATP4AP20648
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference