SCS-C008155
wortmannolol
Pathway: Terpenoids
Superclass: Steroids
Class: Pregnane 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
Aspergillus sclerotiorum
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus sclerotiorum
South China Sea
DOI:
10.3390/md24040128
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
342.4 Da
Threshold ≤ 500
ALogP
2.42
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H22O5
Molecular Weight:
342.3910 Da
SMILES:
C[C@]12CCC3=C(C(=O)c4occ5c4[C@]3(C)[C@H]3O[C@H]3[C@@H]5O)[C@@H]1CC[C@@H]2O
InChIKey:
XPAHMBAVRBKIJS-SOIVEFKOSA-N
InChI:
InChI=1S/C20H22O5/c1-19-6-5-10-12(9(19)3-4-11(19)21)15(23)16-13-8(7-24-16)14(22)17-18(25-17)20(10,13)2/h7,9,11,14,17-18,21-22H,3-6H2,1-2H3/t9-,11-,14+,17-,18-,19-,20+/m0/s1
Calculated Properties
ALogP:
2.416 lipophilicity
TPSA:
83.20 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
0
Ring Count:
6
(1 aromatic)
Chiral Centers:
7
Fsp³:
0.6500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008155
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Pregnane 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 |
|---|---|---|---|---|
| Neuroprotective / Neuromodulatory | inhibition | Aβ25-35-induced apoptosis | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md24040128 Marine Drugs |
| Anti-inflammatory | stimulation | nitric oxide production | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md24040128 Marine Drugs |