dbacp05696
General Description
Peptide name : Psychrophilin D (1)
Source/Organism : Blue or green mold
Linear/Cyclic : Cyclic
Chirality : D
Sequence Information
Sequence : lw
Peptide length: 2
C-terminal modification: Cyclic
N-terminal modification : Free
Non-natural peptide information: Anthranilic acid
Activity Information
Assay type : Cell viability assay
Assay time : Not found
Activity : ID50 : 10.1 µg/ml
Cell line : P-388
Cancer type : Leukemia cancer
Other activity : Anti-microbial activity; Anti-viral activity; Antiplasmodial activity
Physicochemical Properties
Amino acid composition bar chart :
Molecular mass : 317.3828 Dalton
Aliphatic index : 0
Instability index : 123.4
Hydrophobicity (GRAVY) : 1.45
Isoelectric point : 5.525
Charge (pH 7) : -0.2399
Aromaticity : 0.5
Molar extinction coefficient (cysteine, cystine): (5500, 5500)
Hydrophobic/hydrophilic ratio : infinite
hydrophobic moment : 0
Missing amino acid : W,T,P,I,M,E,K,F,D,N,G,C,R,H,Q,S,Y,L,A,V
Most occurring amino acid : l
Most occurring amino acid frequency : 1
Least occurring amino acid : l
Least occurring amino acid frequency : 1
Structural Information
3D structure :
Secondary structure fraction (Helix, Turn, Sheet): (0.5, 0, 1)
SMILES Notation: CC(C)C[C@H](N)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O
Secondary Structure :
| Method | Prediction |
|---|---|
| GOR | EE |
| Chou-Fasman (CF) | CC |
| Neural Network (NN) | CC |
| Joint/Consensus | CC |
Molecular Descriptors and ADMET Properties
Molecular Descriptors: Click here to download
ADMET Properties: Click here to download
Cross Referencing databases
Reference
1 : Dalsgaard PW, et al. Bioactive cyclic peptides from the psychrotolerant fungus Penicillium algidum. J Antibiot (Tokyo). 2005; 58:141-4. doi: 10.1038/ja.2005.16
Literature
Paper title : Bioactive cyclic peptides from the psychrotolerant fungus Penicillium algidum.
Doi : https://doi.org/10.1038/ja.2005.16
Abstract : A new cyclic nitropeptide, psychrophilin D (1), together with two known cyclic peptides, cycloaspeptide A (2) and cycloaspeptide D (3), were isolated from the psychrotolerant fungus Penicillium algidum using C18 flash chromatography, LH-20 Sephadex and preparative HPLC. The structure of psychrophilin D (1) was derived from mass spectrometric information, 1D and 2D NMR spectra and Marfey's method. The compounds were tested in antimicrobial, antiviral, anticancer and antiplasmodial assays. Psychrophilin D (1) exhibited a moderate activity (ID50 10.1 microg/ml) in the P388 murine leukaemia cell assay. Cycloaspeptide A (2) and D (3) exhibited moderate activity (IC50 3.5 and 4.7 microg/ml, respectively) against Plasmodium falciparum.