SCS-C006246
tanzawaic acid G
Pathway: Polyketides
Superclass: Cyclic polyketides
Class: Decalins with side chains
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 steckii
(Penicillium)
Original source name: Penicillium steckii | Penicillium stecki
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium steckii
South China Sea
DOI:
10.3390/md24050147
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
302.4 Da
Threshold ≤ 500
ALogP
2.63
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C18H22O4
Molecular Weight:
302.3700 Da
SMILES:
C[C@@H]1C[C@@](C)(O)Cc2ccc(CO)c(/C=C/C=C/C(=O)O)c21
InChIKey:
YCMUDCYIDCEIAJ-ZTLZXXPXSA-N
InChI:
InChI=1S/C18H22O4/c1-12-9-18(2,22)10-13-7-8-14(11-19)15(17(12)13)5-3-4-6-16(20)21/h3-8,12,19,22H,9-11H2,1-2H3,(H,20,21)/b5-3+,6-4+/t12-,18-/m1/s1
Calculated Properties
ALogP:
2.634 lipophilicity
TPSA:
77.76 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
3
Rotatable Bonds:
4
Ring Count:
2
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.3889 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006246
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Cyclic polyketides
NPClassifier Class:
Decalins with side chains
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 |
|---|---|---|---|---|
| Antitumor | cell viability | Caco-2 cells at 10 μM | > 90.0 % | 10.3390/md24050147 Marine Drugs |