SCS-C000835

farnesylemefuranone D

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

400.5 Da

Threshold ≤ 500

ALogP

5.87

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C24H32O5

Molecular Weight:

400.5000 Da

SMILES:

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

InChIKey:

                        KBPHWZWKDRMLNM-VZRGJMDUSA-N
                        
                    

InChI:

InChI=1S/C24H32O5/c1-16(2)8-6-9-17(3)10-7-11-18(4)12-13-28-23-21(27-5)14-19-20(22(23)25)15-29-24(19)26/h8,10,12,14,25H,6-7,9,11,13,15H2,1-5H3/b17-10+,18-12+

Calculated Properties

ALogP:

5.869 lipophilicity

TPSA:

64.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4583 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000835

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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