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SCS-C006248

18-O-acetyltanzawaic acid R

Pathway: Polyketides Superclass: Cyclic polyketides Class: Decalins with side chains
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Chemical Structure

Structure of 18-O-acetyltanzawaic acid R
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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.
Download: SDF SMILES

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
348.4 Da
Threshold ≤ 500
ALogP
2.96
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C20H28O5
Molecular Weight:
348.4390 Da
SMILES:
CC(=O)OC[C@@H]1C[C@H]2[C@@H]([C@H](C)C1)[C@H](/C=C/C=C/C(=O)O)C(C)=C[C@@H]2O
InChIKey:
NXXAZMXYXUOCDT-CHKVSBMLSA-N
InChI:
InChI=1S/C20H28O5/c1-12-9-18(22)17-10-15(11-25-14(3)21)8-13(2)20(17)16(12)6-4-5-7-19(23)24/h4-7,9,13,15-18,20,22H,8,10-11H2,1-3H3,(H,23,24)/b6-4+,7-5+/t13-,15+,16-,17-,18+,20+/m1/s1
Calculated Properties
ALogP:
2.962 lipophilicity
TPSA:
83.83 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
5
Ring Count:
2 (0 aromatic)
Chiral Centers:
6
Fsp³:
0.6000 fraction sp³ carbon

Database Information

Compound ID:
SCS-C006248
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Cyclic polyketides
NPClassifier Class:
Decalins with side chains
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas

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 > 90.0 % 10.3390/md24050147 Marine Drugs
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Structure enlarged