SCS-C007751
penolsone A
Pathway: Terpenoids
Superclass: Meroterpenoids | Diterpenoids
Class: Breviane diterpenoids | Spriromeroterpenoids
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
Penicillium olsonii SCSIO 41803
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium olsonii
South China Sea
· >1000 m
DOI:
10.1002/cbdv.202500019
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
452.5 Da
Threshold ≤ 500
ALogP
3.96
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C27H32O6
Molecular Weight:
452.5470 Da
SMILES:
CC1=C[C@@H]2OC[C@]3(CC[C@H]4C(C)(C)C(=O)C=C[C@]4(C)[C@@H]23)[C@@]12Oc1c(C)c(C)oc(=O)c1[C@@H]2O
InChIKey:
UTUUSTYOLQQARH-ABRKTMQGSA-N
InChI:
InChI=1S/C27H32O6/c1-13-11-16-21-25(6)9-8-18(28)24(4,5)17(25)7-10-26(21,12-31-16)27(13)22(29)19-20(33-27)14(2)15(3)32-23(19)30/h8-9,11,16-17,21-22,29H,7,10,12H2,1-6H3/t16-,17-,21+,22-,25-,26-,27+/m0/s1
Calculated Properties
ALogP:
3.964 lipophilicity
TPSA:
85.97 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
6
Rotatable Bonds:
0
Ring Count:
6
(1 aromatic)
Chiral Centers:
7
Fsp³:
0.6296 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007751
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Meroterpenoids
Diterpenoids
NPClassifier Class:
Breviane diterpenoids
Spriromeroterpenoids
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 |
|---|---|---|---|---|
| Anti-inflammatory | nitric oxide concentration | nitric oxide production | 10.6–12.18 μM | 10.1002/cbdv.202500019 Chemistry & Biodiversity |