SCS-C007896
neocucurbin D
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Halimane diterpenoids
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
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
336.5 Da
Threshold ≤ 500
ALogP
3.53
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H32O4
Molecular Weight:
336.4720 Da
SMILES:
C/C(=C\CCC(C)(O)CO)CC[C@]1(C)C2=C(CC[C@H]1C)C(=O)OC2
InChIKey:
GQHPXYUUTUIBPJ-UFAMNABYSA-N
InChI:
InChI=1S/C20H32O4/c1-14(6-5-10-19(3,23)13-21)9-11-20(4)15(2)7-8-16-17(20)12-24-18(16)22/h6,15,21,23H,5,7-13H2,1-4H3/b14-6+/t15-,19?,20+/m1/s1
Calculated Properties
ALogP:
3.526 lipophilicity
TPSA:
66.76 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
7
Ring Count:
2
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.7500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007896
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Halimane diterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
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 |