SCS-C000858
penoxahydrazone A
Pathway: Terpenoids
Superclass: Steroids
Class: Ergostane steroids
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
Penicillium oxalicum
(deep-sea fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium oxalicum
South China Sea
DOI:
10.3390/md19010009
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
558.7 Da
Threshold ≤ 500
ALogP
7.72
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C35H46N2O4
Molecular Weight:
558.7000 Da
SMILES:
CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CCC(=O)[C@]23CC(=O)C4=C/C(=N\Nc5ccccc5C(=O)O)CC[C@]4(C)[C@H]2CC[C@]13C
InChIKey:
ZGPNBGOCLKFPOJ-WICVZPNXSA-N
InChI:
InChI=1S/C35H46N2O4/c1-21(2)22(3)11-12-23(4)26-13-14-31(39)35-20-29(38)27-19-24(36-37-28-10-8-7-9-25(28)32(40)41)15-17-33(27,5)30(35)16-18-34(26,35)6/h7-12,19,21-23,26,30,37H,13-18,20H2,1-6H3,(H,40,41)/b12-11+,36-24-/t22-,23+,26+,30+,33-,34+,35-/m0/s1
Calculated Properties
ALogP:
7.718 lipophilicity
TPSA:
95.83 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
7
Ring Count:
5
(1 aromatic)
Chiral Centers:
7
Fsp³:
0.6000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000858
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Ergostane steroids
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 | IC50 | Vibrio harveyi; Vibrio parahaemolyticus | 0.57–9.1 μg/mL | 10.3390/md19010009 Marine Drugs |
| Antibacterial | inhibition_zone | Vibrio harveyi; Vibrio parahaemolyticus | > 10.0 mm | 10.3390/md19010009 Marine Drugs |