SCS-C008122
cyclocitrinoic acid B
Pathway: Terpenoids
Superclass: Steroids
Class: Estrane steroids
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 sp. SCSIO 41429
(soft coral-derived fungus)
Original source name: Penicillium sp. SCSIO 41429 | Penicillium sp.
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
South China Sea
· 21.235° N, 110.451° E
DOI:
10.3390/md22090393
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
372.5 Da
Threshold ≤ 500
ALogP
2.78
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C22H28O5
Molecular Weight:
372.4610 Da
SMILES:
CC(O)(CC(=O)O)C1CCC2C3=CC(=O)C4CC(O)CC=C4C3=CCC21C
InChIKey:
KQIZRBWZDIVLPX-UHFFFAOYSA-N
InChI:
InChI=1S/C22H28O5/c1-21-8-7-14-13-4-3-12(23)9-16(13)18(24)10-15(14)17(21)5-6-19(21)22(2,27)11-20(25)26/h4,7,10,12,16-17,19,23,27H,3,5-6,8-9,11H2,1-2H3,(H,25,26)
Calculated Properties
ALogP:
2.781 lipophilicity
TPSA:
94.83 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
4
Rotatable Bonds:
3
Ring Count:
4
(0 aromatic)
Chiral Centers:
6
Fsp³:
0.6364 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008122
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Estrane 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 |
|---|---|---|---|---|
| Enzyme inhibition | IC50 | pancreatic lipase (PL) | 32.77 μM | 10.3390/md22090393 Marine Drugs |