SCS-C006625
brasilane A
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Glycoside
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Trichoderma lixii
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Hypocreales
Family
Hypocreaceae
Genus
Trichoderma
Species
Trichoderma lixii
South China Sea
· -1217 m
DOI:
10.3390/molecules28176220
· Molecules
Drug-likeness (Lipinski Ro5)
Molecular Weight
425.6 Da
Threshold ≤ 500
ALogP
1.75
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C23H39NO6
Molecular Weight:
425.5660 Da
SMILES:
CC(=O)N[C@H]1[C@@H](OC/C(C)=C2\CC(C)(C)C[C@@H]3[C@@H]2CC[C@@H]3C)O[C@H](CO)[C@@H](O)[C@@H]1O
InChIKey:
ZTCHPQNUISFMBP-DKUDTKEQSA-N
InChI:
InChI=1S/C23H39NO6/c1-12-6-7-15-16(12)8-23(4,5)9-17(15)13(2)11-29-22-19(24-14(3)26)21(28)20(27)18(10-25)30-22/h12,15-16,18-22,25,27-28H,6-11H2,1-5H3,(H,24,26)/b17-13+/t12-,15-,16-,18+,19+,20+,21+,22-/m0/s1
Calculated Properties
ALogP:
1.746 lipophilicity
TPSA:
108.25 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
6
Rotatable Bonds:
5
Ring Count:
3
(0 aromatic)
Chiral Centers:
8
Fsp³:
0.8696 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006625
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
N/A
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 | MIC | Gaeumannomyces graminis ACCC38864 | 12.5 μg/mL | 10.3390/molecules28176220 Molecules |
| Toxicity | inhibition rate | Artemia salina | < 24.0 % | 10.3390/molecules28176220 Molecules |