SCS-C008204

neocucurbol H

Pathway: Terpenoids Superclass: Sesquiterpenoids Class: Cadinane sesquiterpenoids

Chemical Structure

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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

320.5 Da

Threshold ≤ 500

ALogP

3.29

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H32O3

Molecular Weight:

320.4730 Da

SMILES:

C=C1CC[C@@]2(C)[C@H](C)C[C@@H]3O[C@]3([C@@H]3[C@@H]1CC[C@](C)(O)[C@H]3O)[C@H]2C

InChIKey:

                        GJVNXDMBRDXARQ-KEQLTAGXSA-N
                        
                    

InChI:

InChI=1S/C20H32O3/c1-11-6-8-18(4)12(2)10-15-20(23-15,13(18)3)16-14(11)7-9-19(5,22)17(16)21/h12-17,21-22H,1,6-10H2,2-5H3/t12-,13+,14-,15+,16-,17+,18+,19+,20-/m1/s1

Calculated Properties

ALogP:

3.294 lipophilicity

TPSA:

52.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.9000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008204

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesquiterpenoids

NPClassifier Class:

Cadinane sesquiterpenoids

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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