SCS-C000925
botryosphaerin F
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Tetracyclic diterpenoids
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
Aspergillus terreus
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus terreus
Weizhou Island
DOI:
10.1080/14786419.2013.778847
· Natural Product Research
Drug-likeness (Lipinski Ro5)
Molecular Weight
292.3 Da
Threshold ≤ 500
ALogP
1.20
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H20O5
Molecular Weight:
292.3300 Da
SMILES:
C[C@@]12CCC[C@]3(C)C4=CC(=O)OC[C@H]4[C@H](O)[C@@H](OC1=O)[C@@H]23
InChIKey:
AHMYWLVSCSDIAQ-WDQVFQSZSA-N
InChI:
InChI=1S/C16H20O5/c1-15-4-3-5-16(2)13(15)12(21-14(16)19)11(18)8-7-20-10(17)6-9(8)15/h6,8,11-13,18H,3-5,7H2,1-2H3/t8-,11+,12-,13-,15-,16+/m1/s1
Calculated Properties
ALogP:
1.198 lipophilicity
TPSA:
72.83 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
5
Rotatable Bonds:
0
Ring Count:
4
(0 aromatic)
Chiral Centers:
6
Fsp³:
0.7500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000925
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Tetracyclic diterpenoids
Glycoside:
No
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 |
|---|---|---|---|---|
| Antitumor | — | MCF-7, HL-60 | 4.5 μM | 10.1080/14786419.2013.778847 Natural Product Research |