SCS-C006780
pestaloketide B
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Glycoside
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
Pestalotiopsis sp.
(coral-associated fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Amphisphaeriales
Family
Sporocadaceae
Genus
Pestalotiopsis
Species
NA
South China Sea
DOI:
10.3390/md20110711
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
444.5 Da
Threshold ≤ 500
ALogP
0.78
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H32O10
Molecular Weight:
444.4770 Da
SMILES:
COC(=O)C1=C[C@@](C)(O)[C@@H](O[C@@H]2[C@@H](C)[C@H](C(=O)O)[C@](C)(O)C[C@]2(C)OC(C)=O)O[C@@H]1C
InChIKey:
VADZKPRFWAIBKI-TUYGIKTHSA-N
InChI:
InChI=1S/C21H32O10/c1-10-14(16(23)24)20(5,27)9-21(6,31-12(3)22)15(10)30-18-19(4,26)8-13(11(2)29-18)17(25)28-7/h8,10-11,14-15,18,26-27H,9H2,1-7H3,(H,23,24)/t10-,11+,14+,15+,18+,19+,20+,21-/m0/s1
Calculated Properties
ALogP:
0.780 lipophilicity
TPSA:
148.82 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
9
Rotatable Bonds:
5
Ring Count:
2
(0 aromatic)
Chiral Centers:
8
Fsp³:
0.7619 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006780
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
N/A
Glycoside:
Yes
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 | inhibition of NO production | inducible NO oxidase (iNOS) | 14.5 μM | 10.3390/md20110711 Marine Drugs |