Page last updated: 2024-12-07

angiotensin ii, des-phe(8)-

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Ile(5)-angiotensin II (1-7) : An angiotensin compound consisting of the linear heptapeptide sequence L-Asp-L-Arg-L-Val-L-Tyr-L-Ile-L-His-L-Pro. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID123805
CHEMBL ID3545347
CHEBI ID55438
SCHEMBL ID15926158
MeSH IDM0198647

Synonyms (64)

Synonym
angiotensin ii, 8-de-l-phenylalanine-
angiotensin ii, des-phe(8)-
angiotensin ii, des-phenylalanine(8)-
gtpl582
(2s)-1-[(2s)-2-[[(2s,3s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-amino-4-hydroxy-4-oxobutanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-3-methylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-methylpentanoyl]amino]-3-(3h-imidazol-4-yl)propan
ang 1-7
51833-78-4
angiotensin (1-7) ,
angiotensin i (1-7)
angiotensin ii (1-7)
NCGC00167219-01
angiotensin ii, 5-l-isoleucine-8-de-l-phenylalanine-
angiotensin ii (1-7) heptapeptide
8-des-phe-angiotensin ii
39386-80-6
CHEBI:55438 ,
l-alpha-aspartyl-l-arginyl-l-valyl-l-tyrosyl-l-isoleucyl-l-histidyl-l-proline
ile(5)-angiotensin ii (1-7)
angiotensin-(1-7)
ang-(1-7)
angiotensin 1-7
txa-127
txa127
bdbm85556
ang(1-7)
unii-ij3fuk8mof
txa 127
human angiotensin-(1-7)
1-7-human angiotensin ii
ij3fuk8mof ,
[125i]angiotensin-(1-7) (human, mouse, rat)
gtpl5578
[125i]ang-(1-7)
CS-3413
AKOS024456667
[ile5]angiotensin i (1-7)
angiotensin, canine, rat
SCHEMBL15926158
asp-arg-val-tyr-ile-his-pro
HY-12403
bf-angiotensin 1-7
angiotensin peptide (1-7)
5-ile-angiotensin-(1-7)
CHEMBL3545347
human angiotensin ii (1-7)
sh-heptapeptide-13
mfcd00153513
angiotensin(1-7)
A901408
DB11720
l-aspartyl-l-arginyl-l-valyl-l-tyrosyl-l-isoleucyl-l-histidyl-l-proline
EX-A7295
txa127; ang-(1-7)
(s)-1-((6s,9s,12s,15s,18s)-18-((1h-imidazol-4-yl)methyl)-1-amino-6-((s)-2-amino-3-carboxypropanamido)-15-sec-butyl-12-(4-hydroxybenzyl)-1-imino-9-isopropyl-7,10,13,16-tetraoxo-2,8,11,14,17-pentaazanonadecane)pyrrolidine-2-carboxylic acid
PVHLMTREZMEJCG-GDTLVBQBSA-N
Q27074464
(2s)-1-[(2s)-2-[[(2s,3s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-amino-3-carboxypropanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-3-methylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-methylpentanoyl]amino]-3-(1h-imidazol-5-yl)propanoyl]p
aspartyl-argininyl-valinyl-tyrosinyl-isoleucinyl-histidinyl-proline;angiotensin 1-7
F85068
angiotensin i/ii(1-7)
AS-76407
angiotensin 1-7 acetate
ang-1-7 acetate
AKOS040759110

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" In vehicle-treated SD, SHR and TG+ the half-life (t1/2) of Ang-(1-7) averaged 10+/-1, 10+/-1, and 9+/-1 seconds, respectively."( Converting enzyme determines plasma clearance of angiotensin-(1-7).
Chappell, MC; Ferrario, CM; Ganten, D; Iyer, SN; Yamada, K, 1998
)
0.3
" Pharmacodynamic activity of A(1-7) in platelet production and retention of scheduled dose intensity were also determined."( Pharmacodynamic stimulation of thrombogenesis by angiotensin (1-7) in recurrent ovarian cancer patients receiving gemcitabine and platinum-based chemotherapy.
Cruickshank, S; Delmore, JE; diZerega, GS; Drummond, L; Peterson, KJ; Pham, H; Reed, E; Rodgers, KE; Schwartz, BM, 2013
)
0.39
"A 100 mcg/kg dose of A(1-7) was shown to produce pharmacodynamic effects on peripheral blood platelet counts, preserve planned dose intensity, and reduce Grade 3-4 thrombocytopenia following gemcitabine and platinum chemotherapy."( Pharmacodynamic stimulation of thrombogenesis by angiotensin (1-7) in recurrent ovarian cancer patients receiving gemcitabine and platinum-based chemotherapy.
Cruickshank, S; Delmore, JE; diZerega, GS; Drummond, L; Peterson, KJ; Pham, H; Reed, E; Rodgers, KE; Schwartz, BM, 2013
)
0.39
"Single rhACE2 doses of 100-1,200 μg/kg caused a dose-dependent increase of systemic exposure with biphasic elimination and a dose-independent terminal half-life of 10 h."( Pharmacokinetics and pharmacodynamics of recombinant human angiotensin-converting enzyme 2 in healthy human subjects.
Bruggisser, M; Haschke, M; Krähenbühl, S; Loibner, H; Penninger, J; Poglitsch, M; Salzberg, M; Schuster, M, 2013
)
0.39
" Exposure was dose dependent with a dose-independent terminal elimination half-life in the range of 10 h."( Pharmacokinetics and pharmacodynamics of recombinant human angiotensin-converting enzyme 2 in healthy human subjects.
Bruggisser, M; Haschke, M; Krähenbühl, S; Loibner, H; Penninger, J; Poglitsch, M; Salzberg, M; Schuster, M, 2013
)
0.39
" However, its short half-life and poor pharmacokinetics restrict its therapeutic utility."( Improved pharmacokinetics and bone tissue accumulation of Angiotensin-(1-7) peptide through bisphosphonate conjugation.
Aghazadeh-Habashi, A; Khajehpour, S, 2021
)
0.62

Compound-Compound Interactions

ExcerptReferenceRelevance
" Therefore, this study explored the underlying mechanisms altered by a genetically modified probiotic (GMP) that expresses Ang (1-7) combined with and without exercise training in an aging male rat model as a potential adjunct strategy to exercise training to counteract the decline of physical and cognitive function."( Multiomics profiling of the impact of an angiotensin (1-7)-expressing probiotic combined with exercise training in aged male rats.
Banerjee, A; Baptista, LC; Buchanan, T; Buford, TW; Carter, CS; Graham, ZA; Hernandez, AR; Li, Q; Sun, Y; Verma, A; Yang, Y; Zumbro, EL, 2023
)
0.91

Bioavailability

ExcerptReferenceRelevance
" These effects appear to be mediated by the restoration of nitric oxide bioavailability and involve a complex interaction of both Mas and AT(2) receptors."( Vasoprotective and atheroprotective effects of angiotensin (1-7) in apolipoprotein E-deficient mice.
Casley, D; Gaspari, TA; Tesanovic, S; Vinh, A; Widdop, RE, 2010
)
0.36
"Recently, recombinant angiotensin-converting enzyme 2 was shown to protect mice from acute lung injury, an effect attributed to reduced bioavailability of angiotensin II."( Angiotensin-(1-7) protects from experimental acute lung injury.
Erfinanda, L; Gembardt, F; Kaestle, SM; Klein, N; Kuebler, WM; Lei, X; Mertens, M; Nickles, H; Supé, S; Szaszi, K; Walther, T; Wang, L; Yin, J, 2013
)
0.39
" These results suggest that in coronary arteries, angiotensin-(1-7) and captopril both improves NO bioavailability and enhances endothelium-dependent hyperpolarization to bradykinin solely by ACE1 inhibition."( Angiotensin-(1-7) augments endothelium-dependent relaxations of porcine coronary arteries to bradykinin by inhibiting angiotensin-converting enzyme 1.
Khang, G; Raffai, G; Vanhoutte, PM, 2014
)
0.4
" Probably, the renin-angiotensin system activation, bioavailability of nitric oxide, and structural changes in the stenotic kidney play a role in this phenomenon."( Angiotensin-(1-7)-induced renal vasodilation is reduced in human kidneys with renal artery stenosis.
De Haan, MW; De Leeuw, PW; Houben, AJ; Kroon, AA; Mostard, GJ; Van Twist, DJ, 2014
)
0.4
" In accordance with that, pharmacological ACE2 activation by DIZE treatment reduced ROS production and NADPH oxidase expression, and elevated nNOS and eNOS expression and NO bioavailability in the penis of ApoE(-/-) mice."( Diminazene protects corpus cavernosum against hypercholesterolemia-induced injury.
Costa-Fraga, FP; da Silva, RF; Faye, Y; Fraga-Silva, RA; Mach, F; Montecucco, F; Pelli, G; Raizada, MK; Santos, RA; Shenoy, V; Stergiopulos, N; Sturny, M, 2015
)
0.42
"Endogenous ACE2-Ang (1-7) activation or ACE2 overexpression preserves endothelial function in diabetic mice through increasing nitric oxide bioavailability and inhibiting oxidative stress, suggesting the therapeutic potential of ACE2-Ang(1-7) axis activation against diabetic vasculopathy."( Upregulation of Angiotensin (1-7)-Mediated Signaling Preserves Endothelial Function Through Reducing Oxidative Stress in Diabetes.
Cheang, WS; Huang, Y; Lan, HY; Lau, CW; Liu, J; Luo, JY; Raizada, MK; Tian, XY; Wang, L; Wong, CM; Wong, WT; Xu, J; Yao, X; Zhang, Y, 2015
)
0.42
" Interestingly, perivascular adipose tissue (PVAT) and adventitial infiltration with macrophages and T-cells precedes atherosclerotic plaque or the impairment of endothelium-dependent NO bioavailability (a measure of endothelial function)."( Anti-atherosclerotic effect of the angiotensin 1-7 mimetic AVE0991 is mediated by inhibition of perivascular and plaque inflammation in early atherosclerosis.
Czesnikiewicz-Guzik, M; Guzik, TJ; Jawien, J; Korbut, R; Mikolajczyk, TP; Montezano, AC; Nosalski, R; Olszanecki, R; Rios, FJ; Siedlinski, M; Skiba, DS; Touyz, RM, 2017
)
0.46
" However, the peptide's therapeutic potential is limited by the short half-life and low bioavailability resulting from rapid enzymatic metabolism by peptidases including angiotensin-converting enzyme (ACE) and dipeptidyl peptidase 3 (DPP 3)."( Stabilization of Angiotensin-(1-7) by key substitution with a cyclic non-natural amino acid.
Chappell, MC; Devocelle, M; Gallagher, PE; Paradisi, F; Tallant, EA; Wester, A, 2017
)
0.46
" In this study, we tested systemic post-stroke treatments using a molecule where Ang-(1-7) is included within hydroxypropyl-β-cyclodextrin [HPβCD-Ang-(1-7)] as an orally bioavailable treatment."( Neuroprotection by post-stroke administration of an oral formulation of angiotensin-(1-7) in ischaemic stroke.
Bennion, DM; Dang, AN; Donnangelo, LL; Graham, JT; Isenberg, JD; Jones, CH; Rodriguez, V; Santos, RAS; Sinisterra, RDM; Sousa, FB; Sumners, C, 2018
)
0.48
" Such approaches could improve systemic bioavailability and enhance therapeutic effects."( Targeting the Protective Arm of the Renin-Angiotensin System: Focused on Angiotensin-(1-7).
Aghazadeh-Habashi, A; Khajehpour, S, 2021
)
0.62
" demonstrated higher affinity to bone, a longer half-life, and better bioavailability when compared with the native peptide."( Improved pharmacokinetics and bone tissue accumulation of Angiotensin-(1-7) peptide through bisphosphonate conjugation.
Aghazadeh-Habashi, A; Khajehpour, S, 2021
)
0.62

Dosage Studied

ExcerptRelevanceReference
" Dose-response curves for both peptides were parallel, and the time-to-peak increase in lobar arterial pressure in response to angiotensin IV and angiotensin II was similar whereas the duration of the response to angiotensin IV was significantly shorter."( Analysis of responses to angiotensin IV in the pulmonary vascular bed of the cat.
Cheng, DY; Dent, EL; DeWitt, BJ; Kadowitz, PJ; Nossaman, BD, 1994
)
0.29
" The effects of Ang(1-7) were analyzed by analysis of variance (ANOVA) and by the ratios of individually derived areas under the dose-response curves (AUC) of bradykinin, adjusted for changes in the AUCs by repeated infusions of bradykinin with placebo."( Angiotensin(1-7) potentiates bradykinin-induced vasodilatation in man.
Brosnihan, KB; Ishii, M; Masumori-Maemoto, S; Ueda, S; Umemura, S; Wada, A, 2001
)
0.31
" Acute losartan dosing to 2K-1C rats decreased platelet adhesion to fibrillar collagen(24."( The antithrombotic effect of angiotensin-(1-7) closely resembles that of losartan.
Buczko, W; Chabielska, E; Kucharewicz, I; Matys, T; Pawlak, D; Rólkowski, R, 2000
)
0.31
" The effects of ANG III exhibited complex dose-response relations."( Effects of different angiotensins during acute, double blockade of the renin system in conscious dogs.
Bie, P; Plovsing, RR; Sandgaard, NC; Wamberg, C, 2003
)
0.32
" Sequential BK dose-response curves were made before, 10 minutes after captopril, and within 10 minutes of infusion of vehicle or A-779."( Angiotensin-(1-7) antagonist A-779 attenuates the potentiation of bradykinin by captopril in rats.
Campagnole-Santos, MJ; de Carvalho, MH; Fernandes, L; Maia, LG; Ramos, MC; Souza dos Santos, RA, 2004
)
0.32
" There was an apparent differential dose-response sensitivity of the various lineages to A(1-7)."( Phase I/II dose escalation study of angiotensin 1-7 [A(1-7)] administered before and after chemotherapy in patients with newly diagnosed breast cancer.
diZerega, GS; Oliver, J; Rodgers, KE, 2006
)
0.33
" Repeated dosing (400 μg/kg for 3 or 6 days) caused only minimal accumulation of ACE2, and Ang1-8 levels were suppressed over the whole application period."( Pharmacokinetics and pharmacodynamics of recombinant human angiotensin-converting enzyme 2 in healthy human subjects.
Bruggisser, M; Haschke, M; Krähenbühl, S; Loibner, H; Penninger, J; Poglitsch, M; Salzberg, M; Schuster, M, 2013
)
0.39
"When SAP mouse models were treated with ulinastatin at a dosage of 50,000 U/kg body weight, we found, through biochemical and histopathological analyses, that the pancreatic injury was significantly ameliorated."( Ulinastatin activates the renin-angiotensin system to ameliorate the pathophysiology of severe acute pancreatitis.
Cui, L; Liu, R; Qi, H; Wang, J; Wang, Y; Wen, Y; Yin, C, 2014
)
0.4
" In abdominal aorta, alamandine (1 μM) was added 30 min before a dose-response curve to angiotensin II or AngA (1 nM-1 μM), and immunohistochemistry was used to identify MrgD receptors and eNOS."( Reduction of angiotensin A and alamandine vasoactivity in the rabbit model of atherogenesis: differential effects of alamandine and Ang(1-7).
Alsaadon, H; Habiyakare, B; Hayes, A; Mathai, ML; Zulli, A, 2014
)
0.4
" Ang-(1-7) dose-response curves were determined in mice aortic rings from males (old and young) and females (E2 treated/non-treated old and young) mounted in an isolated organ chamber."( Age-related changes in vascular responses to angiotensin-(1-7) in female mice.
Capettini, LA; Costa-Fraga, FP; da Silva, RF; Fraga-Silva, RA; Goncalves, GK; Reis, AM; Santos, RA; Souza-Neto, FP; Stergiopulos, N,
)
0.13
" All dosing regimens of LP-A induced beneficial changes in fecal microbiome including overall microbiota community structure and α-diversity, while the 3×/week also significantly increased expression of the anti-inflammatory species Akkermansia muciniphila."( Angiotensin (1-7) delivered orally via probiotic, but not subcutaneously, benefits the gut-brain axis in older rats.
Banerjee, A; Buford, TW; Carter, CS; Knighton, A; Li, Q; Morgan, D; Peramsetty, S; Roberts, LM; Sun, Y; Torres, GE; Verma, A, 2020
)
0.56
" Dosage optimization may be required to address this differential response."( Probiotic Releasing Angiotensin (1-7) in a Drosophila Model of Alzheimer's Disease Produces Sex-Specific Effects on Cognitive Function.
Buford, TW; Carter, CS; Coward, L; Gorman, G; Jumbo-Lucioni, P; Li, Q; Roberts, L; Smith, CA; Smith, H; Verma, A, 2022
)
0.72
" Both acute and chronic dosing of PNA6 significantly reduced the spontaneous pain behaviors associated with CIBP."( PNA6, a Lactosyl Analogue of Angiotensin-(1-7), Reverses Pain Induced in Murine Models of Inflammation, Chemotherapy-Induced Peripheral Neuropathy, and Metastatic Bone Disease.
Alabsi, W; Hay, M; Largent-Milnes, TM; Polt, R; Sulaiman, MI; Szabo, L; Vanderah, TW, 2023
)
0.91
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
vasodilator agentA drug used to cause dilation of the blood vessels.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
amino acid zwitterionThe zwitterionic form of an amino acid having a negatively charged carboxyl group and a positively charged amino group.
angiotensin
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (9)

PathwayProteinsCompounds
ACE Inhibitor Pathway, Pharmacodynamics195
SARS-CoV-2 and ACE2 receptor: molecular mechanisms04
Renin-angiotensin pathway (COVID-19 Disease Map)116
SARS-CoV-2 coagulation pathway (COVID-19 Disease Map)14
Deregulation of renin-angiotensin system by SARS-CoV infection04
Mitochondrial immune response to SARS-CoV-285
Angiotensin II receptor type 1 pathway22
SARS-CoV-2 mitochondrial chronic oxidative stress and endothelial dysfunction75
Renin-angiotensin system110

Bioassays (3)

Assay IDTitleYearJournalArticle
AID1345372Mouse MAS1 (Class A Orphans)2003Proceedings of the National Academy of Sciences of the United States of America, Jul-08, Volume: 100, Issue:14
Angiotensin-(1-7) is an endogenous ligand for the G protein-coupled receptor Mas.
AID1346340Human AT2 receptor (Angiotensin receptors)2011Clinical science (London, England : 1979), Oct, Volume: 121, Issue:7
Relative affinity of angiotensin peptides and novel ligands at AT1 and AT2 receptors.
AID1345372Mouse MAS1 (Class A Orphans)2011Hypertension (Dallas, Tex. : 1979), Aug, Volume: 58, Issue:2
Angiotensin (1-7) induces MAS receptor internalization.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (1,493)

TimeframeStudies, This Drug (%)All Drugs %
pre-19904 (0.27)18.7374
1990's106 (7.10)18.2507
2000's340 (22.77)29.6817
2010's805 (53.92)24.3611
2020's238 (15.94)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 9.10

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index9.10 (24.57)
Research Supply Index7.35 (2.92)
Research Growth Index6.45 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (9.10)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials21 (1.37%)5.53%
Reviews205 (13.37%)6.00%
Case Studies0 (0.00%)4.05%
Observational4 (0.26%)0.25%
Other1,303 (85.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]