SCS-C000075

11-buta-2,3-dienoxy-4,7,15,18-tetramethyl-3,5,14,16-tetraoxapentacyclo[11.7.0.02,10.04,8.015,19]icosa-1,10,12-triene

Pathway: Polyketides Superclass: Cyclic polyketides Class: Fungal cyclic polyketides (Miscellaneous)

Chemical Structure

Structure of 11-buta-2,3-dienoxy-4,7,15,18-tetramethyl-3,5,14,16-tetraoxapentacyclo[11.7.0.02,10.04,8.015,19]icosa-1,10,12-triene

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Source Information

N/A

South China Sea

DOI: 10.3390/md8041094 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

398.5 Da

Threshold ≤ 500

ALogP

4.27

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C24H30O5

Molecular Weight:

398.4990 Da

SMILES:

C=C=CCOc1cc2c(c3c1CC1C(C)COC1(C)O3)CC1C(C)COC1(C)O2

InChIKey:

                        FKWVEIQJHNNCOJ-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C24H30O5/c1-6-7-8-25-20-11-21-17(10-18-14(2)12-26-23(18,4)28-21)22-16(20)9-19-15(3)13-27-24(19,5)29-22/h7,11,14-15,18-19H,1,8-10,12-13H2,2-5H3

Calculated Properties

ALogP:

4.274 lipophilicity

TPSA:

46.15 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.6250 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000075

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

Fungal cyclic polyketides (Miscellaneous)

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	KB, KBv200, MCF-7, MCF-7/adr, A549	> 50.0 μM	10.3390/md8041094 Marine Drugs

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