SCS-C007890

simplexolide B

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

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.

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

282.4 Da

Threshold ≤ 500

ALogP

4.00

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H30O3

Molecular Weight:

282.4240 Da

SMILES:

CCCCC(C)C/C(=C\[C@@]1(CC)OC(=O)C[C@@H]1O)CC

InChIKey:

                        AKYYOIDSLIDKRA-DTZVSXBBSA-N
                        
                    

InChI:

InChI=1S/C17H30O3/c1-5-8-9-13(4)10-14(6-2)12-17(7-3)15(18)11-16(19)20-17/h12-13,15,18H,5-11H2,1-4H3/b14-12-/t13?,15-,17+/m0/s1

Calculated Properties

ALogP:

3.996 lipophilicity

TPSA:

46.53 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (0 aromatic)

Chiral Centers:

Fsp³:

0.8235 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007890

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Linear polyketides

NPClassifier Class:

Open-chain polyketides

Glycoside:

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 human cervical carcinoma cell line	0.8–5.3 μM	10.1021/np300771p Journal of Natural Products
Antitumor	IC50	K562 human erythroleukemia cell line	0.8–5.3 μM	10.1021/np300771p Journal of Natural Products
Antitumor	IC50	BEL-7402 human hepatic carcinoma cell line	> 100.0 μM	10.1021/np300771p Journal of Natural Products

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