441600
Captopril
97%
Synonym(s):
N-[(S)-3-Mercapto-2-methylpropionyl]-L-proline
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About This Item
Empirical Formula (Hill Notation):
C9H15NO3S
CAS Number:
Molecular Weight:
217.29
EC Number:
263-607-1
UNSPSC Code:
12352103
MDL number:
Beilstein/REAXYS Number:
477887
assay
97%
optical activity
[α]20/D −129°, c = 1.7 in ethanol
mp
104-108 °C (lit.)
SMILES string
C[C@H](CS)C(=O)N1CCC[C@H]1C(O)=O
InChI
1S/C9H15NO3S/c1-6(5-14)8(11)10-4-2-3-7(10)9(12)13/h6-7,14H,2-5H2,1H3,(H,12,13)/t6-,7+/m1/s1
InChI key
FAKRSMQSSFJEIM-RQJHMYQMSA-N
Gene Information
human ... ACE(1636)
Biochem/physiol Actions
Angiotensin converting enzyme inhibitor. Inhibits the formation of angiotensin II, a bioactive peptide that stimulates angiogenesis and increases microvessel density.
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Andreas G Tzakos et al.
Bioorganic & medicinal chemistry letters, 16(19), 5084-5087 (2006-08-08)
Enzyme-inhibitor recognition is considered one of the most fundamental aspects in the area of drug discovery. However, the molecular mechanism of this recognition process (induced fit or prebinding and adaptive selection among multiple conformers) in several cases remains unexplored. In
Guo-Xiang Li et al.
European journal of medicinal chemistry, 44(12), 4841-4847 (2009-08-21)
Antioxidant capacities of captopril (CAP), 6-mercaptopurine (6-MP) and 9-(beta-D-ribofuranosyl)-6-mercaptopurine (6-MPR) were investigated by interacting them with 2,2'-diphenyl-1-picrylhydrazyl (DPPH), galvinoxyl radical, and 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonate) cation radical (ABTS(+)(*)), and by protecting DNA and erythrocyte against 2,2'-azobis(2-amidinopropane hydrochloride) (AAPH) induced oxidation. It was found
Ioanna Ntai et al.
Bioorganic & medicinal chemistry letters, 18(10), 3068-3071 (2007-12-22)
The naturally occurring phosphonotripeptide K-26 is a potent angiotensin converting enzyme (ACE) inhibitor containing an alpha-amino phosphonic acid analogue of tyrosine. Previous studies have demonstrated that canonical peptide analogues of K-26 are micromolar inhibitors of ACE. To ascertain the structure-activity