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Peptide record

TPDB25111

ACE inhibitor R3 ACE inhibitors Antibacterial Antifungal Antihypertensive Bitter Cell-penetrating Peptides Hemolysis Toxicity standard
3 amino acids
Basic Information
3D PDB MODEL
Drag to rotate. Click a residue or atom to inspect it; the selected residue is highlighted in amber.
TPDB25111
ACE inhibitor R3
ACE inhibitors Antibacterial Antifungal Antihypertensive Bitter Cell-penetrating Peptides Hemolysis Toxicity
Anti-infective peptides Cardiometabolic peptides Toxicity and safety peptides Delivery and barrier-penetrating peptides Food sensory peptides
Peptipedia CAFPdb dbAMP AHTPDB Tastepeptides-Meta CPPsite3.0 PD_Hemolysis
standard
No
A 3-aa standard natural multi-activity (ACE inhibitors, Antibacterial, Antifungal, and other sources) peptide sequence curated from Peptipedia, CAFPdb, dbAMP, and other sources, with an available 3D structural model.
Sequence
RRR
Physicochemical Analysis
C18H38N12O4
ANDCEQGHILKMFPSTWYV
R
486.58
12.70
3
0
0
+3
2.43
-4.500
0.00
Mammalian: 1 hour Yeast: 2 min E.coli: 2 min
0
0.00
0
Residue Composition
number
0
A
3
R
0
N
0
D
0
C
0
E
0
Q
0
G
0
H
0
I
0
L
0
K
0
M
0
F
0
P
0
S
0
T
0
W
0
Y
0
V
Amino Acid Distribution
A: 0 R: 3 N: 0 D: 0 C: 0 E: 0 Q: 0 G: 0 H: 0 I: 0 L: 0 K: 0 M: 0 F: 0 P: 0 S: 0 T: 0 W: 0 Y: 0 V: 0
Chemical Descriptors
3
C18H38N12O4
486.58
12.70
+3
2.43
-4.500
Free
486.5708
L
Cationic
Linear
486.3132
Free
N[C@@H](CCCN=C)C(=O)N[C@@H](CCCN=C)C(=O)N[C@@H](CCCN=C)C(=O)O
Evidence Records 19 records
Evidence 1 Activity

Activity

IC50
ACE inhibitors
0.00 µM
Inhibitor of Angiotensin-converting enzyme (EC 3.4.15.1) (MEROPS ID: M02-001)
ACE inhibitor
ah

Source & Reference

NA
Wu J., Aluko R. E.
Quantitative structure-activity relationship study of bitter di- and tri-peptides including relationship with angiotensin I-converting enzyme inhibitory activity. J. Peptide Sci., 13, 63-69, 2007
2007
Journal

Other

3
BIOPEP-UWM database of bioactive peptides SMILES: C(=O)([C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)N)O InChI=1S/C18H38N12O4/c19-10(4-1-7-26-16(20)21)13(31)29-11(5-2-8-27-17(22)23)14(32)30-12(15(33)34)6-3-9-28-18(24)25/h10-12H,1-9,19H2,(H,29,31)(H,30,32)(H,33,34)(H4,20,21,26)(H4,22,23,27)(H4,24,25,28)/t10-,11-,12-/m0/s1 InChiKey: XPSGESXVBSQZPL-SRVKXCTJSA-N Bitter peptide according to the BIOPEP –UWM database of sensory peptides and amino acids (ID 3)
Evidence 2 Activity

Activity

IC50
Antihypertensive
0.00 µM
Inhibitor of Angiotensin-converting enzyme (EC 3.4.15.1) (MEROPS ID: M02-001)
ACE inhibitor
ah

Source & Reference

AHTPDB
Wu J., Aluko R. E.
Quantitative structure-activity relationship study of bitter di- and tri-peptides including relationship with angiotensin I-converting enzyme inhibitory activity. J. Peptide Sci., 13, 63-69, 2007
2007
Journal

Other

Source Activity Label Source Definition
Antihypertensive
AHTPDB manually curated experimentally validated antihypertensive peptide annotation.
3
BIOPEP-UWM database of bioactive peptides SMILES: C(=O)([C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)N)O InChI=1S/C18H38N12O4/c19-10(4-1-7-26-16(20)21)13(31)29-11(5-2-8-27-17(22)23)14(32)30-12(15(33)34)6-3-9-28-18(24)25/h10-12H,1-9,19H2,(H,29,31)(H,30,32)(H,33,34)(H4,20,21,26)(H4,22,23,27)(H4,24,25,28)/t10-,11-,12-/m0/s1 InChiKey: XPSGESXVBSQZPL-SRVKXCTJSA-N Bitter peptide according to the BIOPEP –UWM database of sensory peptides and amino acids (ID 3)
Evidence 3 Activity

Activity

Cell-penetrating Peptides

Target

Rat Primary Cortical Cultures

Source & Reference

CPPsite3.0
CPPsite3

Other

Source Activity Label Source Definition
Cell-penetrating Peptides
CPPsite3.0 experimentally validated cell-penetrating peptide annotation.
Natural residues Linear L Cationic
Synthetic
Heparan sulfate receptor-mediated endocytic pathway
In vitro
CCC
Evidence 4 Activity

Activity

IC50
Toxicity
3.2±1.4 µg/mL
Cytotoxic
IC50 | 3.2±1.4 | µg/mL | target cell: Human keratinocytes HaCat

Target

Human keratinocytes HaCat

Source & Reference

NA
DBAASP
In Vitro Evaluation of Cytotoxicity and Permeation Study on Lysine- and Arginine-Based Lipopeptides with Proven Antimicrobial Activity. | Molecules | 2017
Evidence 5 Activity

Activity

10% Hemolysis
Toxicity
64 µM
Hemolytic Cytotoxic
10% Hemolysis | 64 | µM | target cell: Mouse erythrocytes

Target

Mouse erythrocytes

Source & Reference

NA
DBAASP
Ultra-short lipopeptides against gram-positive bacteria while alleviating antimicrobial resistance. | Eur J Med Chem | 2021
Evidence 6 Activity

Activity

50% Hemolysis
Toxicity
>256 µg/mL
Hemolytic Cytotoxic
50% Hemolysis | >256 | µg/mL | target cell: Human erythrocytes

Target

Human erythrocytes

Source & Reference

NA
DBAASP
Ultrashort Cationic Lipopeptides-Effect of N-Terminal Amino Acid and Fatty Acid Type on Antimicrobial Activity and Hemolysis | Molecules | 2020
Evidence 7 Activity

Activity

10% Hemolysis
Toxicity
>256 µM
Hemolytic Cytotoxic
10% Hemolysis | >256 | µM | target cell: Mouse erythrocytes

Target

Mouse erythrocytes

Source & Reference

NA
DBAASP
Ultra-short lipopeptides against gram-positive bacteria while alleviating antimicrobial resistance. | Eur J Med Chem | 2021
Evidence 8 Activity

Activity

10% Hemolysis
Toxicity
32 µM
Hemolytic Cytotoxic
10% Hemolysis | 32 | µM | target cell: Mouse erythrocytes

Target

Mouse erythrocytes

Source & Reference

NA
DBAASP
Ultra-short lipopeptides against gram-positive bacteria while alleviating antimicrobial resistance. | Eur J Med Chem | 2021
Evidence 9 Activity

Activity

10% Hemolysis
Toxicity
91.08 µM
Hemolytic Cytotoxic
10% Hemolysis | 91.08 | µM | target cell: Mouse erythrocytes

Target

Mouse erythrocytes

Source & Reference

NA
DBAASP
Arginine and tryptophan-rich dendritic antimicrobial peptides that disrupt membranes for bacterial infection in vivo | Eur J Med Chem | 2024
Evidence 10 Activity

Activity

50% Cell death
Toxicity
41.35 µM
Cytotoxic
50% Cell death | 41.35 | µM | target cell: Human embryonic kidney HEK293T cells

Target

Human embryonic kidney HEK293T cells

Source & Reference

NA
DBAASP
Arginine and tryptophan-rich dendritic antimicrobial peptides that disrupt membranes for bacterial infection in vivo | Eur J Med Chem | 2024
Evidence 11 Activity

Activity

10% Hemolysis
Toxicity
22.12 µM
Hemolytic Cytotoxic
10% Hemolysis | 22.12 | µM | target cell: Mouse erythrocytes

Target

Mouse erythrocytes

Source & Reference

NA
DBAASP
Arginine and tryptophan-rich dendritic antimicrobial peptides that disrupt membranes for bacterial infection in vivo | Eur J Med Chem | 2024
Evidence 12 Activity

Activity

50% Cell death
Toxicity
34.02 µM
Cytotoxic
50% Cell death | 34.02 | µM | target cell: Human embryonic kidney HEK293T cells

Target

Human embryonic kidney HEK293T cells

Source & Reference

NA
DBAASP
Arginine and tryptophan-rich dendritic antimicrobial peptides that disrupt membranes for bacterial infection in vivo | Eur J Med Chem | 2024
Evidence 13 Activity

Activity

10% Hemolysis
Toxicity
12.98 µM
Hemolytic Cytotoxic
10% Hemolysis | 12.98 | µM | target cell: Mouse erythrocytes

Target

Mouse erythrocytes

Source & Reference

NA
DBAASP
Arginine and tryptophan-rich dendritic antimicrobial peptides that disrupt membranes for bacterial infection in vivo | Eur J Med Chem | 2024
Evidence 14 Activity

Activity

50% Cell death
Toxicity
53.54 µM
Cytotoxic
50% Cell death | 53.54 | µM | target cell: Human embryonic kidney HEK293T cells

Target

Human embryonic kidney HEK293T cells

Source & Reference

NA
DBAASP
Arginine and tryptophan-rich dendritic antimicrobial peptides that disrupt membranes for bacterial infection in vivo | Eur J Med Chem | 2024
Evidence 15 Activity

Activity

50% Hemolysis
Toxicity
42 µM
Hemolytic Cytotoxic
50% Hemolysis | 42 | µM | target cell: Human erythrocytes

Target

Human erythrocytes

Source & Reference

NA
DBAASP
Small lipopeptides possess anti-biofilm capability comparable to daptomycin and vancomycin. | RSC Adv | 2015
Evidence 16 Activity

Activity

50% Hemolysis
Toxicity
211.32 µg/mL
Hemolytic Cytotoxic
50% Hemolysis | 211.32 | µg/mL | target cell: Human erythrocytes

Target

Human erythrocytes

Source & Reference

NA
DBAASP
Ultrashort Cationic Lipopeptides-Effect of N-Terminal Amino Acid and Fatty Acid Type on Antimicrobial Activity and Hemolysis | Molecules | 2020
Evidence 17 Activity

Activity

10% Hemolysis
Toxicity
128 µM
Hemolytic Cytotoxic
10% Hemolysis | 128 | µM | target cell: Mouse erythrocytes

Target

Mouse erythrocytes

Source & Reference

NA
DBAASP
Ultra-short lipopeptides against gram-positive bacteria while alleviating antimicrobial resistance. | Eur J Med Chem | 2021
Evidence 18 Activity

Activity

Toxicity
Hemolytic Cytotoxic
Hemolytic_activity: Not available | Cytotoxicity: Not available

Target

erythrocytes

Source & Reference

NA
DRAMP
Biomaterials. 2012 Jun 33(18):4665-72.
Evidence 19 Hemolysis

Source & Reference

PD_Hemolysis
PD_Hemolysis
Additional Detail Fields 2 fields
CCC
3