SCS-C006289

Heat-Stable Antifungal Factor

Pathway: Amino acids and Peptides | Polyketides Superclass: Macrolides Class: Macrocyclic tetramic acids

Chemical Structure

Structure of Heat-Stable Antifungal Factor

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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

Source Information

Streptomyces puniceus (NA)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species Streptomyces californicus

South China Sea

DOI: 10.1094/phyto-12-18-0444-r · Phytopathology®

Drug-likeness (Lipinski Ro5)

Molecular Weight

512.6 Da

Threshold ≤ 500

ALogP

2.18

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H40N2O6

Molecular Weight:

512.6470 Da

SMILES:

CC[C@H]1C[C@@H]2C[C@@H]3[C@H]4C/C=C/C(=O)NCCC(O)C5NC(=O)C(=C5O)C(=O)/C=C/[C@@H]4C[C@H](O)[C@H]3[C@@H]2[C@H]1C

InChIKey:

                        ORNAXAMDOONKBX-AIGIMHBRSA-N
                        
                    

InChI:

InChI=1S/C29H40N2O6/c1-3-15-11-17-12-19-18-5-4-6-23(35)30-10-9-21(33)27-28(36)26(29(37)31-27)20(32)8-7-16(18)13-22(34)25(19)24(17)14(15)2/h4,6-8,14-19,21-22,24-25,27,33-34,36H,3,5,9-13H2,1-2H3,(H,30,35)(H,31,37)/b6-4+,8-7+/t14-,15-,16+,17+,18-,19+,21?,22-,24+,25-,27?/m0/s1

Calculated Properties

ALogP:

2.181 lipophilicity

TPSA:

135.96 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.6897 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006289

NPClassifier Pathway:

Amino acids and Peptides Polyketides

NPClassifier Superclass:

Macrolides

NPClassifier Class:

Macrocyclic tetramic acids

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	inhibition rate contribution	Alternaria solani	two possible antifungal compounds, Alteramide A and the Heat-Stable Antifungal Factor, which together contribute partially to the bioactivity of L75 EA extract.	10.1094/phyto-12-18-0444-r Phytopathology®

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