SCS-C006288

Alteramide A

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

Chemical Structure

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Download: SDF SMILES

Source Information

Streptomyces californicus (NA)

Original source name: Streptomyces puniceus

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

510.6 Da

Threshold ≤ 500

ALogP

2.27

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H38N2O6

Molecular Weight:

510.6310 Da

SMILES:

CC[C@H]1C[C@@H]2C[C@@H]3/C=C/C=C/C(=O)NCC[C@H](O)[C@@H]4NC(=O)/C(=C(O)/C=C/C=C/[C@H](O)[C@H]3[C@@H]2[C@H]1C)C4=O

InChIKey:

                        HZKFYHKCBBWPIX-JOYMUOIHSA-N
                        
                    

InChI:

InChI=1S/C29H38N2O6/c1-3-17-14-19-15-18-8-4-7-11-23(35)30-13-12-22(34)27-28(36)26(29(37)31-27)21(33)10-6-5-9-20(32)25(18)24(19)16(17)2/h4-11,16-20,22,24-25,27,32-34H,3,12-15H2,1-2H3,(H,30,35)(H,31,37)/b8-4+,9-5+,10-6+,11-7+,26-21-/t16-,17-,18-,19+,20-,22-,24+,25-,27-/m0/s1

Calculated Properties

ALogP:

2.267 lipophilicity

TPSA:

135.96 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.5517 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006288

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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