SCS-C007901
neocucurbin C
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
348.5 Da
Threshold ≤ 500
ALogP
4.40
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H32O4
Molecular Weight:
348.4830 Da
SMILES:
CO[C@H]1O[C@@H]2C[C@@H](C)[C@](C)(CC/C(C)=C/CC[C@@H]1C)C1=C2C(=O)OC1
InChIKey:
XIWGEVQHBRKWDH-FLCLTOLOSA-N
InChI:
InChI=1S/C21H32O4/c1-13-7-6-8-14(2)20(23-5)25-17-11-15(3)21(4,10-9-13)16-12-24-19(22)18(16)17/h7,14-15,17,20H,6,8-12H2,1-5H3/b13-7+/t14-,15+,17+,20-,21-/m0/s1
Calculated Properties
ALogP:
4.400 lipophilicity
TPSA:
44.76 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
4
Rotatable Bonds:
1
Ring Count:
3
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.7619 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007901
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 |