SCS-C000166
3-[(1E)-2-formyl-6-methylhepta-1,5-dienyl]-5-[(3E,7E,11E,15E)-4,8,12,16,20-pentamethylhenicosa-3,7,11,15,19-pentaenyl]benzaldehyde
Pathway: Terpenoids
Superclass: Meroterpenoids
Chemical Structure
![Structure of 3-[(1E)-2-formyl-6-methylhepta-1,5-dienyl]-5-[(3E,7E,11E,15E)-4,8,12,16,20-pentamethylhenicosa-3,7,11,15,19-pentaenyl]benzaldehyde](/scsmarinenp/static/images/structures/SCS-C000166.png)
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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
Luffariella variabilis
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Dictyoceratida
Family
Thorectidae
Genus
Luffariella
Species
Luffariella variabilis
Yongle Islands
· 16.5665N, 111.6863E
DOI:
10.1021/acs.jnatprod.0c01026
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
596.9 Da
Threshold ≤ 500
ALogP
12.63
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C42H60O2
Molecular Weight:
596.9400 Da
SMILES:
CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CCc1cc(C=O)cc(/C=C(/C=O)CCC=C(C)C)c1
InChIKey:
DKXCQMZLTXBMJY-WYILVIJHSA-N
InChI:
InChI=1S/C42H60O2/c1-33(2)15-9-17-35(5)18-11-19-36(6)20-12-21-37(7)22-13-23-38(8)24-14-25-39-27-41(30-42(28-39)32-44)29-40(31-43)26-10-16-34(3)4/h15-16,18,20,22,24,27-32H,9-14,17,19,21,23,25-26H2,1-8H3/b35-18+,36-20+,37-22+,38-24+,40-29+
Calculated Properties
ALogP:
12.633 lipophilicity
TPSA:
34.14 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
2
Rotatable Bonds:
21
Ring Count:
1
(1 aromatic)
Chiral Centers:
0
Fsp³:
0.4762 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000166
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Meroterpenoids
NPClassifier Class:
N/A
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 | K562 | 3.5 μM | 10.1021/acs.jnatprod.0c01026 Journal of Natural Products |
| Antitumor | IC50 | H69AR | 5.2 μM | 10.1021/acs.jnatprod.0c01026 Journal of Natural Products |
| Antitumor | IC50 | L-02 | 9.3 μM | 10.1021/acs.jnatprod.0c01026 Journal of Natural Products |
| Antitumor | IC50 | ASPC-1 | 21.0 μM | 10.1021/acs.jnatprod.0c01026 Journal of Natural Products |
| Antitumor | IC50 | MDA-MB-231 | 18.0 μM | 10.1021/acs.jnatprod.0c01026 Journal of Natural Products |