SCS-C001413
Dendryphiellin I
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Eremophilane sesquiterpenoids
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Cochliobolus lunatus SCSIO 41401
(gorgonian-derived fungus)
Original source name: Cochliobolus lunatus SCSIO41401
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Pleosporaceae
Genus
Curvularia
Species
Cochliobolus lunatus
South China Sea
· Yongxing Island South China Sea
DOI:
10.1021/acs.jnatprod.8b00015
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
412.5 Da
Threshold ≤ 500
ALogP
4.04
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C25H32O5
Molecular Weight:
412.5000 Da
SMILES:
C=C(C=O)[C@]1(O)C[C@@]2(C)C(=CC1=O)C=C[C@H](OC(=O)/C=C/C(C)=C/[C@@H](C)CC)[C@@H]2C
InChIKey:
DPMXZAGDKLVQHB-SSTGVLRWSA-N
InChI:
InChI=1S/C25H32O5/c1-7-16(2)12-17(3)8-11-23(28)30-21-10-9-20-13-22(27)25(29,18(4)14-26)15-24(20,6)19(21)5/h8-14,16,19,21,29H,4,7,15H2,1-3,5-6H3/b11-8+,17-12+/t16-,19-,21-,24+,25+/m0/s1
Calculated Properties
ALogP:
4.044 lipophilicity
TPSA:
80.67 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
5
Rotatable Bonds:
7
Ring Count:
2
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.4800 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001413
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 | — | cancer cell lines | 1.4–4.3 μM | 10.1021/acs.jnatprod.8b00015 Journal of Natural Products |
| Antibacterial | — | S.aureus,E.rhusiopathiae,P.multocida | 1.5–13.0 μg/mL | 10.1021/acs.jnatprod.8b00015 Journal of Natural Products |