SCS-C006859

aspergillipeptide H

Pathway: Amino acids and Peptides Superclass: Small peptides Class: Tripeptides

Chemical Structure

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Download: SDF SMILES

Source Information

Aspergillus sp. SCSIO 41501 (coral-derived fungus)

Original source name: Aspergillus sp. SCSIO 41501 (Trichocomaceae), isolated from Melitodes squamata Nutting (Melithaidae)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species NA

Offshore Hainan Island · ~18°11'N, 109°25'E

DOI: 10.1016/j.phytochem.2021.112967 · Phytochemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

675.8 Da

Threshold ≤ 500

ALogP

3.52

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, HBD) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C37H49N5O7

Molecular Weight:

675.8270 Da

SMILES:

CC(=O)NC(Cc1ccc(O)c(CC=C(C)C)c1)C(=O)NC(Cc1c[nH]c2ccccc12)C(=O)NC(C(=O)NC(C(=O)O)C(C)C)C(C)C

InChIKey:

                        OEUWZDYTVBLHPF-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C37H49N5O7/c1-20(2)12-14-25-16-24(13-15-31(25)44)17-29(39-23(7)43)34(45)40-30(18-26-19-38-28-11-9-8-10-27(26)28)35(46)41-32(21(3)4)36(47)42-33(22(5)6)37(48)49/h8-13,15-16,19,21-22,29-30,32-33,38,44H,14,17-18H2,1-7H3,(H,39,43)(H,40,45)(H,41,46)(H,42,47)(H,48,49)

Calculated Properties

ALogP:

3.523 lipophilicity

TPSA:

189.72 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (3 aromatic)

Chiral Centers:

Fsp³:

0.4324 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006859

NPClassifier Pathway:

Amino acids and Peptides

NPClassifier Superclass:

Small peptides

NPClassifier Class:

Tripeptides

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Antifungal	disc diffusion assay	Curvularia australiensis; Fusarium oxysporum	linear peptides 4–7 didn’t show obvious antifungal activity.	10.1016/j.phytochem.2021.112967 Phytochemistry

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