SCS-C000837

farnesylemefuranone F

Pathway: Terpenoids Superclass: Meroterpenoids Class: Tetraketide meroterpenoids

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

Aspergillus insuetus SD-512 (deep-sea fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species Aspergillus insuetus

South China Sea · -1331m

DOI: 10.1021/acs.jnatprod.0c00860 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

460.6 Da

Threshold ≤ 500

ALogP

5.63

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C26H36O7

Molecular Weight:

460.6000 Da

SMILES:

COc1cc2c(c(O)c1OC/C=C(\C)CC/C=C(\C)CCCC(C)(C)OC(C)=O)COC2=O

InChIKey:

                        PEOXLTWNTZKWQC-FAOSWSNKSA-N
                        
                    

InChI:

InChI=1S/C26H36O7/c1-17(11-8-13-26(4,5)33-19(3)27)9-7-10-18(2)12-14-31-24-22(30-6)15-20-21(23(24)28)16-32-25(20)29/h9,12,15,28H,7-8,10-11,13-14,16H2,1-6H3/b17-9+,18-12+

Calculated Properties

ALogP:

5.635 lipophilicity

TPSA:

91.29 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.5385 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000837

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Meroterpenoids

NPClassifier Class:

Tetraketide meroterpenoids

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
Antibacterial	MIC	Vibrio vulnificus QDIO-4; Vibrio alginolyticus QDIO-7	4.0 μg/mL	10.1021/acs.jnatprod.0c00860 Journal of Natural Products

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