SCS-C001158
bamemacrolactin C
Pathway: Fatty acids
Superclass: Fatty esters
Class: Lactones
Glycoside
Chemical Structure
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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.
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
564.7 Da
Threshold ≤ 500
ALogP
1.52
Threshold ≤ 5
H-Bond Donors
6
Threshold ≤ 5
H-Bond Acceptors
10
Threshold ≤ 10
2 violations (MW, HBD) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C30H44O10
Molecular Weight:
564.7000 Da
SMILES:
C[C@@H]1CC[C@H](O)/C=C/C=C/CC[C@H](O)C/C=C\C=C\[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)C/C=C/C=C\C(=O)O1
InChIKey:
NRSHYWXITXVQRA-JAWGBBBXSA-N
InChI:
InChI=1S/C30H44O10/c1-21-18-19-23(33)14-7-3-2-6-12-22(32)13-8-4-9-15-24(16-10-5-11-17-26(34)38-21)39-30-29(37)28(36)27(35)25(20-31)40-30/h2-5,7-11,14-15,17,21-25,27-33,35-37H,6,12-13,16,18-20H2,1H3/b3-2+,8-4-,10-5+,14-7+,15-9+,17-11-/t21-,22+,23-,24-,25-,27-,28+,29+,30-/m1/s1
Calculated Properties
ALogP:
1.516 lipophilicity
TPSA:
166.14 Ų polar surface area
H-Bond Donors:
6
H-Bond Acceptors:
10
Rotatable Bonds:
3
Ring Count:
2
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.5667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001158
NPClassifier Pathway:
Fatty acids
NPClassifier Superclass:
Fatty esters
NPClassifier Class:
Lactones
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
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 | EC50 | Sporisorium scitamineum MAT-1, MAT-2 | 0.5 μg/mL | 10.1021/acs.jafc.0c07415 Journal of Agricultural and Food Chemistry |