SCS-C006281
asperophiobolin E
Pathway: Terpenoids
Superclass: Sesterterpenoids
Class: Ophiobolane sesterterpenoids
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
Aspergillus hiratsukae
(SCSIO 7S2001)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus hiratsukae
South China Sea
DOI:
10.3390/md20020150
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
382.5 Da
Threshold ≤ 500
ALogP
5.74
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C25H34O3
Molecular Weight:
382.5440 Da
SMILES:
CC(C)=C/C=C\[C@H](C)[C@H]1CC[C@]2(C)C[C@@H]3C(C)=CC(=O)C3/C(C(=O)O)=C\C[C@@H]12
InChIKey:
SQPAMJOSHZSSOT-QVGURATFSA-N
InChI:
InChI=1S/C25H34O3/c1-15(2)7-6-8-16(3)18-11-12-25(5)14-20-17(4)13-22(26)23(20)19(24(27)28)9-10-21(18)25/h6-9,13,16,18,20-21,23H,10-12,14H2,1-5H3,(H,27,28)/b8-6-,19-9+/t16-,18+,20+,21-,23?,25+/m0/s1
Calculated Properties
ALogP:
5.744 lipophilicity
TPSA:
54.37 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
2
Rotatable Bonds:
4
Ring Count:
3
(0 aromatic)
Chiral Centers:
6
Fsp³:
0.6000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006281
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesterterpenoids
NPClassifier Class:
Ophiobolane sesterterpenoids
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 |
|---|---|---|---|---|
| Antibacterial | MIC | Bacillus subtilis | 15.75–18.25 μM | 10.3390/md20020150 Marine Drugs |