SCS-C001157

bamemacrolactin B

Pathway: Polyketides Superclass: Macrolides Class: Polyene macrolides

Chemical Structure

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Source Information

Bacillus siamensis (marine-derived bacterium)

Kingdom Bacillati Phylum Bacillota Class Bacilli Order Caryophanales Family Bacillaceae Genus Bacillus Species Bacillus siamensis

Beibu Gulf

DOI: 10.1021/acs.jafc.0c07415 · Journal of Agricultural and Food Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

432.5 Da

Threshold ≤ 500

ALogP

3.05

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C25H36O6

Molecular Weight:

432.5000 Da

SMILES:

CC[C@@H]1CC[C@@H](O)/C=C/C=C/[C@H](O)C[C@@H](O)C/C=C\C=C\[C@@H](O)C/C=C/C=C\C(=O)O1

InChIKey:

                        NHBOJONBBUNHQI-XPIPLWCGSA-N
                        
                    

InChI:

InChI=1S/C25H36O6/c1-2-24-18-17-21(27)13-9-10-15-23(29)19-22(28)14-7-3-5-11-20(26)12-6-4-8-16-25(30)31-24/h3-11,13,15-16,20-24,26-29H,2,12,14,17-19H2,1H3/b6-4+,7-3-,11-5+,13-9+,15-10+,16-8-/t20-,21+,22+,23+,24-/m1/s1

Calculated Properties

ALogP:

3.053 lipophilicity

TPSA:

107.22 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (0 aromatic)

Chiral Centers:

Fsp³:

0.4800 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001157

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Macrolides

NPClassifier Class:

Polyene macrolides

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	—	sugarcane smut	— Structured numeric value is not available in this record; see the primary reference.	10.1021/acs.jafc.0c07415 Journal of Agricultural and Food Chemistry

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