SCS-C007898

neocucurbin E

Pathway: Terpenoids Superclass: Diterpenoids Class: Halimane diterpenoids

Chemical Structure

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Source Information

Neocucurbitaria unguis-hominis (NA)

Original source name: Neocucurbitaria unguis - hominis

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: 10.1039/d2ob00585a · Organic & Biomolecular Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

378.5 Da

Threshold ≤ 500

ALogP

3.95

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H34O5

Molecular Weight:

378.5090 Da

SMILES:

CC(=O)OCC(C)CC/C=C(\C)CC[C@]1(C)C2=C(C(=O)OC2)C(O)C[C@H]1C

InChIKey:

                        BIJQLGFECBBPNJ-DXFOCNROSA-N
                        
                    

InChI:

InChI=1S/C22H34O5/c1-14(7-6-8-15(2)12-26-17(4)23)9-10-22(5)16(3)11-19(24)20-18(22)13-27-21(20)25/h7,15-16,19,24H,6,8-13H2,1-5H3/b14-7+/t15?,16-,19?,22+/m1/s1

Calculated Properties

ALogP:

3.953 lipophilicity

TPSA:

72.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.7273 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007898

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Halimane 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	—	A549 human tumor cell lines	all the tested compounds showed no activity, even at a concentration of 100 μM	10.1039/d2ob00585a Organic & Biomolecular Chemistry
Antibacterial	—	Staphylococcus aureus, Escherichia coli	all the tested compounds showed no activity, even at a concentration of 100 μM	10.1039/d2ob00585a Organic & Biomolecular Chemistry

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