SCS-C007899
neocucurbin A
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Eremophilane sesquiterpenoids
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
350.5 Da
Threshold ≤ 500
ALogP
2.51
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H30O5
Molecular Weight:
350.4550 Da
SMILES:
C/C1=C\[C@@H](O)C[C@@](C)(CO)O[C@@H]2C[C@@H](C)[C@](C)(CC1)C1=C2C(=O)OC1
InChIKey:
YXRBQVAVLKAVHC-RVCQPLKKSA-N
InChI:
InChI=1S/C20H30O5/c1-12-5-6-20(4)13(2)8-16(17-15(20)10-24-18(17)23)25-19(3,11-21)9-14(22)7-12/h7,13-14,16,21-22H,5-6,8-11H2,1-4H3/b12-7+/t13-,14-,16-,19+,20+/m1/s1
Calculated Properties
ALogP:
2.513 lipophilicity
TPSA:
75.99 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
1
Ring Count:
4
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.7500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007899
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Eremophilane sesquiterpenoids
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 |