SCS-C008201

neocucurbol E

Pathway: Terpenoids Superclass: Diterpenoids Class: Tetracyclic diterpenoids

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

304.5 Da

Threshold ≤ 500

ALogP

4.08

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H32O2

Molecular Weight:

304.4740 Da

SMILES:

C/C1=C/C[C@@]2(C)[C@H](C)CC=C([C@@H]3[C@@H]1CC[C@](C)(O)[C@H]3O)[C@H]2C

InChIKey:

                        MBTQDABJETVEEV-TUJOLQBCSA-N
                        
                    

InChI:

InChI=1S/C20H32O2/c1-12-8-10-19(4)13(2)6-7-16(14(19)3)17-15(12)9-11-20(5,22)18(17)21/h7-8,13-15,17-18,21-22H,6,9-11H2,1-5H3/b12-8-/t13-,14-,15-,17+,18+,19+,20+/m1/s1

Calculated Properties

ALogP:

4.083 lipophilicity

TPSA:

40.46 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.8000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008201

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Tetracyclic diterpenoids

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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