SCS-C008202

neocucurbol F

Pathway: Terpenoids Superclass: Sesquiterpenoids

Chemical Structure

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Download: SDF SMILES

Source Information

Neocucurbitaria unguis-hominis (NA)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Pleosporales Family Cucurbitariaceae Genus Neocucurbitaria Species Neocucurbitaria unguis-hominis

South China Sea · 3698 m · 115°21.569' E, 18°58.39' N

DOI: 10.1021/acs.jnatprod.2c00249 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

322.5 Da

Threshold ≤ 500

ALogP

3.28

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H34O3

Molecular Weight:

322.4890 Da

SMILES:

C[C@@H]1CC=C2[C@H]3[C@H](O)[C@@](C)(O)CC[C@@H]3[C@@](C)(O)CC[C@]1(C)[C@@H]2C

InChIKey:

                        KDUJCPMJCXHRNQ-YJTALIQESA-N
                        
                    

InChI:

InChI=1S/C20H34O3/c1-12-6-7-14-13(2)18(12,3)10-11-19(4,22)15-8-9-20(5,23)17(21)16(14)15/h7,12-13,15-17,21-23H,6,8-11H2,1-5H3/t12-,13-,15+,16-,17+,18+,19+,20+/m1/s1

Calculated Properties

ALogP:

3.278 lipophilicity

TPSA:

60.69 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.9000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008202

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesquiterpenoids

NPClassifier Class:

N/A

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
Antitumor	IC50	human cancer cell lines SF-268, MCF-7, HepG-2, A549	> 10.0 μM	10.1021/acs.jnatprod.2c00249 Journal of Natural Products
Antibacterial	—	Escherichia coli, Staphylococcus aureus	none of the tested compounds showed antimicrobial activity.	10.1021/acs.jnatprod.2c00249 Journal of Natural Products

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