angiotensin II   Click here for help

GtoPdb Ligand ID: 2504

Synonyms: ang II | Giapreza®
Approved drug
angiotensin II is an approved drug (FDA (2017))
Compound class: Endogenous peptide in human, mouse or rat
Comment: Endogenous angiotensin II is a vasopressor.
Species: Human, Mouse, Rat
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species

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View more information in the IUPHAR Pharmacology Education Project: angiotensin ii

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2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES CCC(C(C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(=O)O)Cc1ccccc1)Cc1nc[nH]c1)NC(=O)C(NC(=O)C(C(C)C)NC(=O)C(NC(=O)C(CC(=O)O)N)CCCN=C(N)N)Cc1ccc(cc1)O)C
Isomeric SMILES CC[C@@H]([C@@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)O)Cc1ccccc1)Cc1nc[nH]c1)NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)[C@H](CC(=O)O)N)CCCN=C(N)N)Cc1ccc(cc1)O)C
InChI InChI=1S/C50H71N13O12/c1-5-28(4)41(47(72)59-36(23-31-25-54-26-56-31)48(73)63-20-10-14-38(63)45(70)60-37(49(74)75)22-29-11-7-6-8-12-29)62-44(69)35(21-30-15-17-32(64)18-16-30)58-46(71)40(27(2)3)61-43(68)34(13-9-19-55-50(52)53)57-42(67)33(51)24-39(65)66/h6-8,11-12,15-18,25-28,33-38,40-41,64H,5,9-10,13-14,19-24,51H2,1-4H3,(H,54,56)(H,57,67)(H,58,71)(H,59,72)(H,60,70)(H,61,68)(H,62,69)(H,65,66)(H,74,75)(H4,52,53,55)/t28-,33-,34-,35-,36-,37-,38-,40-,41-/m0/s1
InChI Key CZGUSIXMZVURDU-JZXHSEFVSA-N
References
1. Czirják G, Fischer T, Spät A, Lesage F, Enyedi P. (2000)
TASK (TWIK-related acid-sensitive K+ channel) is expressed in glomerulosa cells of rat adrenal cortex and inhibited by angiotensin II.
Mol Endocrinol, 14 (6): 863-74. [PMID:10847588]
2. de Gasparo M, Whitebread S, Bottari SP, Levens NR. (1994)
Heterogeneity of angiotensin receptor subtypes.  In  Medicinal Chemistry of the Renin-Angiotensin System.
Edited by Timmermanns PBMWM, Wexler RR (Elsevier) 269-294. [ISBN:0444820531]
3. Goto Y, Hattori A, Ishii Y, Mizutani S, Tsujimoto M. (2006)
Enzymatic properties of human aminopeptidase A. Regulation of its enzymatic activity by calcium and angiotensin IV.
J Biol Chem, 281 (33): 23503-13. [PMID:16790432]
4. Khanna A, English SW, Wang XS, Ham K, Tumlin J, Szerlip H, Busse LW, Altaweel L, Albertson TE, Mackey C et al.. (2017)
Angiotensin II for the Treatment of Vasodilatory Shock.
N Engl J Med, 377 (5): 419-430. [PMID:28528561]
5. Migaud M, Durieux C, Viereck J, Soroca-Lucas E, Fournié-Zaluski MC, Roques BP. (1996)
The in vivo metabolism of cholecystokinin (CCK-8) is essentially ensured by aminopeptidase A.
Peptides, 17 (4): 601-7. [PMID:8804068]
6. Smith RD, Timmermans PB. (1994)
Human angiotensin receptor subtypes.
Curr Opin Nephrol Hypertens, 3 (1): 112-22. [PMID:7850406]
7. Vanderheyden PM, Fierens FL, De Backer JP, Fraeyman N, Vauquelin G. (1999)
Distinction between surmountable and insurmountable selective AT1 receptor antagonists by use of CHO-K1 cells expressing human angiotensin II AT1 receptors.
Br J Pharmacol, 126 (4): 1057-65. [PMID:10193788]
8. Whitebread S, Mele M, Kamber B, de Gasparo M. (1989)
Preliminary biochemical characterization of two angiotensin II receptor subtypes.
Biochem Biophys Res Commun, 163 (1): 284-91. [PMID:2775266]
9. Zini S, Fournie-Zaluski MC, Chauvel E, Roques BP, Corvol P, Llorens-Cortes C. (1996)
Identification of metabolic pathways of brain angiotensin II and III using specific aminopeptidase inhibitors: predominant role of angiotensin III in the control of vasopressin release.
Proc Natl Acad Sci USA, 93 (21): 11968-73. [PMID:8876246]