Showing Compound Lansoprazole (FDB023581)

Record Information

Version

1.0

Creation date

2011-09-21 00:31:55 UTC

Update date

2015-10-09 22:33:11 UTC

Primary ID

FDB023581

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Lansoprazole

Description

Lansoprazole 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 Number

103577-45-3

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
AG 1749	ChEBI
Bamalite	ChEBI
Lansoprazol	ChEBI
Lansoprazolum	ChEBI
Lanzol	ChEBI
Lanzopral	ChEBI
Lanzul	ChEBI
Limpidex	ChEBI
Monolitum	ChEBI
Ogastro	ChEBI
Opiren	ChEBI
Prevacid	ChEBI
Prezal	MeSH
Ulpax	MeSH
Lansol	MeSH
Lansoprazole sodium	MeSH
Pro ulco	MeSH
Promeco	MeSH
Zoton	MeSH
Agopton	MeSH
Ogast	MeSH
Takepron	MeSH
2-(((3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl)methyl)sulfinyl)benzimidazole	MeSH
Lansoprazoles	MeSH
Lanzor	MeSH
Sodium, lansoprazole	MeSH
Amarin	HMDB
Aprazol	HMDB
Blason	HMDB
Ketian	HMDB
Lancid	HMDB
Lanfast	HMDB
Lanproton	HMDB
Lansopep	HMDB
Lansophed	HMDB
Lansox	HMDB
Lanston	HMDB
Lanz	HMDB
Lanzo	HMDB
Lapraz	HMDB
Lasoprol	HMDB
Linamarin	HMDB
Mesactol	HMDB
Lansoprazole hormona brand	MeSH, HMDB
Lansoprazole tecnobio brand	MeSH, HMDB
Lansoprazole wyeth brand	MeSH, HMDB
Vinas brand OF lansoprazole	MeSH, HMDB
Wyeth brand OF lansoprazole	MeSH, HMDB
Almirall brand OF lansoprazole	MeSH, HMDB
Lansoprazole abbot brand	MeSH, HMDB
Lansoprazole hoechst brand	MeSH, HMDB
Lansoprazole takeda brand	MeSH, HMDB
Salvar brand OF lansoprazole	MeSH, HMDB
Takeda brand OF lansoprazole	MeSH, HMDB
tecnobio Brand OF lansoprazole	MeSH, HMDB
Abbot brand OF lansoprazole	MeSH, HMDB
Hoechst brand OF lansoprazole	MeSH, HMDB
Lansoprazole lederle brand	MeSH, HMDB
Lansoprazole promeco brand	MeSH, HMDB
Lansoprazole vinas brand	MeSH, HMDB
Lederle brand OF lansoprazole	MeSH, HMDB
Hormona brand OF lansoprazole	MeSH, HMDB
Lansoprazole almirall brand	MeSH, HMDB
Lansoprazole salvar brand	MeSH, HMDB
Lansoprazole tap brand	MeSH, HMDB
promeco Brand OF lansoprazole	MeSH, HMDB
TAP brand OF lansoprazole	MeSH, HMDB
Lansoprazole	hmdb

Predicted Properties

Property	Value	Source
Water Solubility	0.25 g/L	ALOGPS
logP	2.84	ALOGPS
logP	3.03	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	9.35	ChemAxon
pKa (Strongest Basic)	4.16	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	67.87 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	87.61 m³·mol⁻¹	ChemAxon
Polarizability	34.59 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Chemical Formula

C16H14F3N3O2S

IUPAC name

2-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methanesulfinyl}-1H-1,3-benzodiazole

InChI Identifier

InChI=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 Key

MJIHNNLFOKEZEW-UHFFFAOYSA-N

Isomeric SMILES

CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)C1=NC2=CC=CC=C2N1

Average Molecular Weight

369.361

Monoisotopic Molecular Weight

369.075882012

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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzimidazoles

Sub Class

Sulfinylbenzimidazoles

Direct Parent

Sulfinylbenzimidazoles

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 Framework

Aromatic heteropolycyclic compounds

External Descriptors

sulfoxide (CHEBI:6375 )
pyridines (CHEBI:6375 )
benzimidazoles (CHEBI:6375 )

Ontology

Disposition

Biological location:

Subcellular:

Organ and components:

Liver

Role

Industrial application:

Drug

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Lansoprazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0udi-3692000000-7bae74d48caf51b77e10	Spectrum
Predicted GC-MS	Lansoprazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Lansoprazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Lansoprazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0udi-0090000000-502b719a981f262577ba	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0uxr-0890000000-2734547f6dc584ba4877	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-053i-0930000000-94e6e179919ee803d567	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-0006-0339000000-30ca3e1162573d0632eb	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-03di-0900000000-1676d647709a023eb1d8	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-03di-0900000000-95a3126e9d69aa2812d6	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-03di-0900000000-0bb1e54ec8c7d6bb5746	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-03di-0900000000-52d969183040eb21720c	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-03di-0900000000-bba914a2bd85fb3b0823	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-02u0-0900000000-10a04626464fa2bcd6f9	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-014i-2900000000-14157d06ad23e343435e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-02t9-8900000000-025e7246e314127a8422	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-03xr-9300000000-6a804721218ef90d3f61	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0udi-0290000000-a108432755e4f5916f6e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0udi-0390000000-b8a59093f6b667fae5e4	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0fs9-0790000000-a2f5e86f6faaab508112	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-00li-0940000000-cc60a0c246e3fc1399d6	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0pvr-0910000000-3c73fbb04b031d6b077d	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0a4i-1900000000-731f4b8d7ac3ecfe924e	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0fk9-0179000000-5cfcc8f944fb98b8de94	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0392000000-337f7fc96032201fb855	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pi0-3910000000-4c5108c4c3adf0b5f96d	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0719000000-5e77bdceea9908f5d4ec	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0900000000-3ed397c90e44d64dd400	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-3901000000-0a4de90a6a2e2069b266	2017-07-26	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, experimental)		Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)		Spectrum