SCS-C006825
2-(E-3-heptneyl)-3,6-dihydroxy-5-(3-methyl-2-butenyl)-benzaldehyde
Pathway: Polyketides | Terpenoids
Superclass: Meroterpenoids
Class: Tetraketide meroterpenoids
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
Eurotium sp.
(gorgonian-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Eurotium
Species
NA
South China Sea
· 158 m
· 110°0.292°E
DOI:
10.3390/md19100543
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
316.4 Da
Threshold ≤ 500
ALogP
5.10
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C20H28O3
Molecular Weight:
316.4410 Da
SMILES:
CCC/C=C(\C)CCc1c(O)cc(CC=C(C)C)c(O)c1C=O
InChIKey:
PZZTVRZADIOTAD-VIZOYTHASA-N
InChI:
InChI=1S/C20H28O3/c1-5-6-7-15(4)9-11-17-18(13-21)20(23)16(12-19(17)22)10-8-14(2)3/h7-8,12-13,22-23H,5-6,9-11H2,1-4H3/b15-7+
Calculated Properties
ALogP:
5.098 lipophilicity
TPSA:
57.53 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
8
Ring Count:
1
(1 aromatic)
Chiral Centers:
0
Fsp³:
0.4500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006825
NPClassifier Pathway:
Polyketides
Terpenoids
NPClassifier Superclass:
Meroterpenoids
NPClassifier Class:
Tetraketide meroterpenoids
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 | IC50 | SF-268, HepG2 tumor cell lines | > 100.0 μM | 10.3390/md19100543 Marine Drugs |