dbACP: A Comprehensive Database of Anti-Cancer Peptides

dbacp03354

General Description

Peptide name : Hymenochirin-1B

Source/Organism : Zaire dwarf clawed frog

Linear/Cyclic : Not found

Chirality : Not found

Sequence Information

Sequence : KLSPETKDNLKKVLKGAIKGAIVAKMV

Peptide length: 27

C-terminal modification: Not found

N-terminal modification : Not found

Non-natural peptide information: None

Activity Information

Assay type : Cytotoxicity assay, Cell TiterGlo Luminescent Cell viability assay

Assay time : 24h

Activity : LC50 : 9.7 ± 0.2 μM

Cell line : HT-29

Cancer type : Colon cancer

Other activity : Not found

Physicochemical Properties

Amino acid composition bar chart :

Molecular mass : 2880.5351 Dalton

Aliphatic index : 1.155

Instability index : 12.9704

Hydrophobicity (GRAVY) : -0.051

Isoelectric point : 10.125

Charge (pH 7) : 4.757

Aromaticity : 0

Molar extinction coefficient (cysteine, cystine): (0, 0)

Hydrophobic/hydrophilic ratio : 1.25

hydrophobic moment : -0.906

Missing amino acid : C,R,W,H,Q,F,Y

Most occurring amino acid : K

Most occurring amino acid frequency : 7

Least occurring amino acid : S

Least occurring amino acid frequency : 1

Structural Information

3D structure :

Secondary structure fraction (Helix, Turn, Sheet): (0.5, 0.2, 0.3)

SMILES Notation: CC[C@H](C)[C@H](NC(=O)[C@H](C)NC(=O)CNC(=O)[C@H](CCCCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](N)CCCCN)[C@@H](C)O)C(C)C)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCSC)C(=O)N[C@H](C(=O)O)C(C)C)C(C)C)[C@@H](C)CC

Secondary Structure :

Method Prediction
GOR TCCCTHHHHHHHHHHHHHHHHHHHHHH
Chou-Fasman (CF) CCCCCCHHHHHHCHHHHHHEEECCCCC
Neural Network (NN) CCCCCCCCHHHHHHHHHHCHHHHHHHH
Joint/Consensus CCCCCCHHHHHHHHHHHHHHHHHHHHH

Molecular Descriptors and ADMET Properties

Molecular Descriptors: Click here to download

ADMET Properties: Click here to download

Cross Referencing databases

Pubmed Id : 24185042

Uniprot : Not available

PDB : Not available

CancerPPD : Not available

ApIAPDB : Not available

CancerPPD2 ID : Not available

Reference

1 : Attoub S, et al. Anti-tumor activities of the host-defense peptide hymenochirin-1B. Regul Pept. 2013; 187:51-6. doi: 10.1016/j.regpep.2013.10.006

Literature

Paper title : Anti-tumor activities of the host-defense peptide hymenochirin-1B.

Doi : https://doi.org/10.1016/j.regpep.2013.10.006

Abstract : The hymenochirins are a family of cationic, amphipathic, α-helical host-defense peptides, first isolated from skin secretions of the Congo clawed frog Hymenochirus boettgeri (Pipidae). Of the four hymenochirins tested, hymenochirin-1B (IKLSPETKDNLKKVLKGAIKGAIVAKMV.NH2) shows the greatest cytotoxic potency against non-small cell lung adenocarcinoma A549 cells (LC50=2.5±0.2 μM), breast adenocarcinoma MDA-MB-231 cells (LC50=9.0±0.3 μM), colorectal adenocarcinoma HT-29 cells (LC50=9.7±0.2 μM), and hepatocarcinoma HepG2 cells (LC50=22.5±1.4 μM) with appreciably less hemolytic activity against human erythrocytes (LC50=213±18μM). Structure-activity relationships were investigated by synthesizing analogs of hymenochirin-1B in which Pro(5), Glu(6) and Asp(9)on the hydrophilic face of the helix were replaced by one or more L-lysine or D-lysine residues. The [D9K] analog displays the greatest increase in potency against all four cell lines (up to 6 fold) but hemolytic activity also increases (LC50=174±12 μM). The [D9k] and [E6k,D9k] analogs retain relatively high cytotoxic potency against the tumor cells (LC50 in the range 2.1-21 μM) but show reduced hemolytic activity (LC50>300 μM). The data suggest that hymenochirin-1B has therapeutic potential as a template to generate potent, non-toxic anti-cancer agents.