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  3. 2-[3,5-diethyl-5-(2-ethyl-3-hexen-1-yl)-2(5H)-furanylidene]acetic acid methyl ester

SCS-C007893

2-[3,5-diethyl-5-(2-ethyl-3-hexen-1-yl)-2(5H)-furanylidene]acetic acid methyl ester

Pathway: Polyketides Superclass: Linear polyketides Class: Open-chain polyketides
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Chemical Structure

Structure of 2-[3,5-diethyl-5-(2-ethyl-3-hexen-1-yl)-2(5H)-furanylidene]acetic acid methyl ester
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Download: SDF SMILES

Source Information

Plakortis simplex Schulze, 1880 (NA)
Original source name: Plakortis simplex (Schulze, 1880)
Kingdom Metazoa Phylum Porifera Class Homoscleromorpha Order Homosclerophorida Family Plakinidae Genus Plakortis Species Plakortis simplex
Xisha Islands  · about 20 m  · 16°50′ N, 112°20′ E
DOI: 10.1021/np300771p  · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight
306.4 Da
Threshold ≤ 500
ALogP
4.94
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C19H30O3
Molecular Weight:
306.4460 Da
SMILES:
CC/C=C/[C@H](CC)C[C@]1(CC)C=C(CC)/C(=C/C(=O)OC)O1
InChIKey:
KQEJJCDYCOPPSL-NMKLUNCLSA-N
InChI:
InChI=1S/C19H30O3/c1-6-10-11-15(7-2)13-19(9-4)14-16(8-3)17(22-19)12-18(20)21-5/h10-12,14-15H,6-9,13H2,1-5H3/b11-10+,17-12-/t15-,19+/m0/s1
Calculated Properties
ALogP:
4.941 lipophilicity
TPSA:
35.53 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
3
Rotatable Bonds:
8
Ring Count:
1 (0 aromatic)
Chiral Centers:
2
Fsp³:
0.6316 fraction sp³ carbon

Database Information

Compound ID:
SCS-C007893
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Linear polyketides
NPClassifier Class:
Open-chain polyketides
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas

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 HeLa, K562 tumor cell lines 0.78–5.32 μM 10.1021/np300771p Journal of Natural Products
Antitumor IC50 BEL-7402 tumor cell line > 100.0 μM 10.1021/np300771p Journal of Natural Products
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Structure enlarged