SCS-C007897
neocucurbin G
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
320.4 Da
Threshold ≤ 500
ALogP
3.34
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C19H28O4
Molecular Weight:
320.4290 Da
SMILES:
CC(=O)CC/C=C(\C)CC[C@]1(C)C2=C(C(=O)OC2)[C@@H](O)C[C@H]1C
InChIKey:
JGEUVTIUIOTETQ-QYALGMOUSA-N
InChI:
InChI=1S/C19H28O4/c1-12(6-5-7-14(3)20)8-9-19(4)13(2)10-16(21)17-15(19)11-23-18(17)22/h6,13,16,21H,5,7-11H2,1-4H3/b12-6+/t13-,16+,19+/m1/s1
Calculated Properties
ALogP:
3.342 lipophilicity
TPSA:
63.60 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
6
Ring Count:
2
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.6842 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007897
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 |