Eprosartan (CED0007477)

Record Information

Version

1.0

Creation Date

2016-05-25 03:24:43 UTC

Update Date

2026-08-22 00:18:18 UTC

Accession Number

CHEM021328

Identification

Common Name

Eprosartan

Class

Small Molecule

Description

Eprosartan is an organic compound with the formula C23H24N2O4S and an average molecular weight of 424.51 g/mol. Eprosartan belongs to the benzoic acids and derivatives, a subclass of benzene and substituted derivatives within the organic compounds. It functions as an antagonist of the Type-1 angiotensin II receptor (AGTR1). The compound is identified in three recorded sources: healthcare, pharmaceuticals & veterinary products (specifically angiotensin ii receptor blockers (arbs)), electrical & electronic equipment (antennas), and household cleaning & consumer products (non electric simulated smoking devices). The recorded route of exposure for this substance is oral.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(e)-2-Butyl-1-(p-carboxybenzyl)-alpha-2-thenylimidazole-5-acrylic acid	ChEBI
(e)-3-[2-N-Butyl-1-{(4-carboxyphenyl)methyl}-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoic acid	ChEBI
(e)-Alpha{[2-butyl-1-[(4-carboxyphenyl)methyl]-1H-imidazole-5-yl]methylene}-2-thiopheneproprionic acid	ChEBI
(e)-2-Butyl-1-(p-carboxybenzyl)-a-2-thenylimidazole-5-acrylate	Generator
(e)-2-Butyl-1-(p-carboxybenzyl)-a-2-thenylimidazole-5-acrylic acid	Generator
(e)-2-Butyl-1-(p-carboxybenzyl)-alpha-2-thenylimidazole-5-acrylate	Generator
(e)-2-Butyl-1-(p-carboxybenzyl)-α-2-thenylimidazole-5-acrylate	Generator
(e)-2-Butyl-1-(p-carboxybenzyl)-α-2-thenylimidazole-5-acrylic acid	Generator
(e)-3-[2-N-Butyl-1-{(4-carboxyphenyl)methyl}-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoate	Generator
(e)-Alpha{[2-butyl-1-[(4-carboxyphenyl)methyl]-1H-imidazole-5-yl]methylene}-2-thiopheneproprionate	Generator
SK And F 108566	HMDB
Teveten	HMDB

Chemical Formula

C₂₃H₂₄N₂O₄S

Average Molecular Mass

424.513 g/mol

Monoisotopic Mass

424.146 g/mol

CAS Registry Number

133040-01-4

IUPAC Name

4-({2-butyl-5-[(1E)-2-carboxy-2-(thiophen-2-ylmethyl)eth-1-en-1-yl]-1H-imidazol-1-yl}methyl)benzoic acid

Traditional Name

eprosartan

SMILES

CCCCC1=NC=C(\C=C(/CC2=CC=CS2)C(O)=O)N1CC1=CC=C(C=C1)C(O)=O

InChI Identifier

InChI=1S/C23H24N2O4S/c1-2-3-6-21-24-14-19(12-18(23(28)29)13-20-5-4-11-30-20)25(21)15-16-7-9-17(10-8-16)22(26)27/h4-5,7-12,14H,2-3,6,13,15H2,1H3,(H,26,27)(H,28,29)/b18-12+

InChI Key

OROAFUQRIXKEMV-LDADJPATSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoic acids. These are organic Compounds containing a benzene ring which bears at least one carboxyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acids

Alternative Parents

Substituents

Benzoic acid
1,2,5-trisubstituted-imidazole
Benzoyl
Imidazolyl carboxylic acid derivative
Trisubstituted imidazole
Dicarboxylic acid or derivatives
N-substituted imidazole
Azole
Heteroaromatic compound
Imidazole
Thiophene
Carboxylic acid derivative
Carboxylic acid
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Organic oxide
Organic oxygen compound
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

imidazoles (CHEBI:4814 )
thiophenes (CHEBI:4814 )
dicarboxylic acid (CHEBI:4814 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0087 g/L	ALOGPS
logP	3.57	ALOGPS
logP	3.8	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	3.63	ChemAxon
pKa (Strongest Basic)	6.93	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	92.42 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	117.02 m³·mol⁻¹	ChemAxon
Polarizability	45.29 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0570-3319300000-aac3fe556775bf3acc88	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0ufr-5011890000-afa379b8ab766fe48b4b	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0009000000-fa421ee23b907968b800	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0002900000-694c481f9555295f9426	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004u-0289000000-647b9ea41a7a812dea66	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00kg-0290000000-08e189bdaeb9c6af3b4f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014j-1290000000-e8207e65f017389d706f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00lr-9260000000-7b844b75045cf89e145e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-9100000000-f49fc8384f38dc7b6e3b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0002900000-e62e6d74d830487d0954	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-002u-0198000000-d571b7bcdbe9e3f7e69f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00kp-0290000000-0b7c3fe664812ce51596	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014j-1090000000-85f4ee357273ee0268c0	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-9240000000-8ed6c4fadafd173a2579	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-9400000000-81bd0b20c45458b1bdec	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0009000000-0333ac2f95788dceda2c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4l-0196300000-c2476723863e5584d7e8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0000900000-a93af7ff9cf5786971d0	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-056r-0171900000-4a8d34412967af4cbf35	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-052r-1971000000-ee85641cdce897ab6693	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-052r-1920000000-282ecc38e7c0c6cbefef	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-1900000000-1a109162fa90e4ce7932	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-2900000000-54946c90c1dfdf5eb21e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0000900000-f33c4c2419ad566fa726	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-056r-1172900000-e0852717bfa6c5f8f0cd	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-052r-1970000000-fed4d418faa53031f6ca	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-052r-1920000000-2ddeec1f39e95c27109d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4r-1910000000-2953fc7d89567648d5ea	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-1900000000-1e52f8edbad114f026d5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4l-0196300000-e398b1a8add5df82164b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4l-0096300000-8b1a5e4d2167685c596a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014j-1290000000-e8207e65f017389d706f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00kg-0290000000-08e189bdaeb9c6af3b4f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0002900000-e62e6d74d830487d0954	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0000900000-a93af7ff9cf5786971d0	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-056r-0171900000-e86ffce5de409aa901c5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-002u-0198000000-d571b7bcdbe9e3f7e69f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004u-0289000000-647b9ea41a7a812dea66	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-056r-0172900000-2aa838d13d1677a480fe	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0000900000-f33c4c2419ad566fa726	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0009000000-ca4588c9d813c9452da6	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-052r-1971000000-ee85641cdce897ab6693	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4l-0096300000-500d3e7a551d48660b52	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0002900000-694c481f9555295f9426	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-052r-1920000000-282ecc38e7c0c6cbefef	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0009000000-6671e2a591fcd6105b38	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-052r-1970000000-fed4d418faa53031f6ca	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-052r-1920000000-2ddeec1f39e95c27109d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014j-1090000000-85f4ee357273ee0268c0	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00kp-0290000000-0b7c3fe664812ce51596	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-056r-0007900000-af8b26b78a7236bf49dd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0bwd-0039200000-2d604267275eb14f1e11	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-3079000000-c55b0efc1b2e86cb7aec	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00fr-1008900000-930173837879467b7cbf	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0059-2019200000-79382deb0cfe4928da7a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4j-9001000000-775d3beb00a39b27ce48	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-0000900000-e026aec65c02c97a7b94	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a73-3504900000-c4fd60e2312745e66adf	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9601000000-21632835c564c2f97ecc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0002900000-3654d61760d81674741f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-003g-4249100000-2428eb6978884165ae25	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00e9-8193000000-bb9bb1cdbaa3fd5939d9	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
2357.0	Log mg/kg	[1300:4200]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
296	Angiotensin ii receptor blockers (arbs)	Healthcare, pharmaceuticals & veterinary products	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available

Pathways

2 pathways

Eprosartan Action Pathway

Eprosartan Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Type-1 angiotensin II receptor B	P29089	Rattus norvegicus	Predicted (SEA)	1.32344
Click to view 3D structure	Type-2 angiotensin II receptor	P35351	Rattus norvegicus	Predicted (SEA)	1.16774
Click to view 3D structure	Type-1 angiotensin II receptor	P30556	Humans	Predicted (SEA)	3.58106
Click to view 3D structure	ATP-binding cassette sub-family C member 3	O15438	Humans	Predicted (SEA)	0.0778492
Click to view 3D structure	Type-1 angiotensin II receptor	P25104	Bos taurus	Predicted (SEA)	18.1389
Click to view 3D structure	Type-1 angiotensin II receptor	P34976	Oryctolagus cuniculus	Predicted (SEA)	21.3307
Click to view 3D structure	Complement component 3a receptor 1, isoform CRA_a	A8K2H7	Homo sapiens	Predicted (SEA)	14.1686
Click to view 3D structure	Type-2 angiotensin II receptor	P50052	Humans	Predicted (SEA)	84.155
Click to view 3D structure	UDP-3-O-acyl-N-acetylglucosamine deacetylase	O67648	Aquifex aeolicus (strain VF5)	Predicted (SEA)	47.3323
Click to view 3D structure	Carboxy-terminal domain RNA polymerase II polypeptide A small phosphatase 1	Q9GZU7	Humans	Predicted (SEA)	109.3
Click to view 3D structure	Type-1 angiotensin II receptor A	P25095	Rattus norvegicus	Predicted (SEA)	110.468
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	181.544
Click to view 3D structure	Tyrosine-protein phosphatase non-receptor type 7	P35236	Humans	Predicted (SEA)	142.231
Click to view 3D structure	Prostaglandin E2 receptor EP4 subtype	P35408	Humans	Predicted (SEA)	113.271
Click to view 3D structure	Prostaglandin E2 receptor EP2 subtype	P43116	Humans	Predicted (SEA)	103.929
Click to view 3D structure	Induced myeloid leukemia cell differentiation protein Mcl-1	Q07820	Humans	Predicted (SEA)	569.389
Click to view 3D structure	Angiotensinogen	P01015	Rattus norvegicus	Predicted (SEA)	22.9655
Click to view 3D structure	Prostaglandin E2 receptor EP3 subtype	P43115	Humans	Predicted (SEA)	232.536
Click to view 3D structure	Prostaglandin E2 receptor EP1 subtype	P34995	Humans	Predicted (SEA)	250.285
Click to view 3D structure	Peroxisome proliferator-activated receptor gamma	P37231	Humans	Predicted (SEA)	852.371
Click to view 3D structure	Prostaglandin E2 receptor EP4 subtype	P32240	Mus musculus	Predicted (SEA)	101.671
Click to view 3D structure	Angiotensinogen	P01019	Humans	Predicted (SEA)	14.0129
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	4521.48
Click to view 3D structure	Polyunsaturated fatty acid 5-lipoxygenase	P09917	Humans	Predicted (SEA)	637.741
Click to view 3D structure	Tyrosine-protein phosphatase non-receptor type 1	P18031	Humans	Predicted (SEA)	582.779

Concentrations

Status	Value	Unit	Sample Location	Reference
Detected and Quantified	150	ng/L	Bioggio,Lugano	24417318
Detected and Quantified	750	ng/L	Bussigny-prés-Lausanne	24417318
Detected and Quantified	770	ng/L	Hallau,Klettgau	24417318
Detected and Quantified	100	ng/L	Thal,Altenrhein	24417318
Detected and Quantified	570	ng/L	Uetendorf,Thun	24417318
Detected and Quantified	300	ng/L	Vernier,Aïre	24417318
Detected and Quantified	460	ng/L	Werdhölzli,Zürich	24417318
Detected and Quantified	19	ng/L	Affoltern,Zwillikon	24417318