SCS-C001347

tanzawaic acid C

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

Chemical Structure

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Source Information

Penicillium steckii SCSIO 41025 (Penicillium)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species Penicillium steckii

South China Sea

DOI: 10.1021/acs.jmedchem.3c01748 · Journal of Medicinal Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

290.4 Da

Threshold ≤ 500

ALogP

3.42

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H26O3

Molecular Weight:

290.4000 Da

SMILES:

C[C@H]1C[C@@H](C)[C@H]2[C@@H](C=C[C@H](C)[C@]2(O)/C=C/C=C/C(=O)O)C1

InChIKey:

                        VNXMOWMLDLTMSQ-BKELEDOOSA-N
                        
                    

InChI:

InChI=1S/C18H26O3/c1-12-10-13(2)17-15(11-12)8-7-14(3)18(17,21)9-5-4-6-16(19)20/h4-9,12-15,17,21H,10-11H2,1-3H3,(H,19,20)/b6-4+,9-5+/t12-,13+,14-,15-,17-,18+/m0/s1

Calculated Properties

ALogP:

3.419 lipophilicity

TPSA:

57.53 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.6111 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001347

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

Decalins with side chains

Glycoside:

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
Anti-inflammatory	IC50	RAW264.7 cells	12.37–26.29 μM	10.1021/acs.jmedchem.3c01748 Journal of Medicinal Chemistry

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