SCS-C002048

fansecinone A

Pathway: Polyketides Superclass: Naphthalenes Class: Bisnaphthalenes

Chemical Structure

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Source Information

Aspergillus foetidus KMM 4694 (marine sediment)

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

South China Sea

DOI: 10.1080/14786419.2019.1610954 · Natural Product Research

Aspergillus niger (alga)

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

South China Sea

DOI: 10.3390/molecules21070941 · Molecules

Drug-likeness (Lipinski Ro5)

Molecular Weight

570.5 Da

Threshold ≤ 500

ALogP

5.94

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, ALogP) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C32H26O10

Molecular Weight:

570.5500 Da

SMILES:

COc1cc(OC)c2c(O)c3c(=O)cc(C)oc3c(-c3c(OC)cc4cc(O)c5c(=O)cc(C)oc5c4c3OC)c2c1

InChIKey:

                        FFNPXDMNZBCNMN-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C32H26O10/c1-13-7-18(33)26-20(35)9-15-10-21(38-4)28(30(40-6)23(15)31(26)41-13)25-17-11-16(37-3)12-22(39-5)24(17)29(36)27-19(34)8-14(2)42-32(25)27/h7-12,35-36H,1-6H3

Calculated Properties

ALogP:

5.935 lipophilicity

TPSA:

137.80 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (6 aromatic)

Chiral Centers:

Fsp³:

0.1875 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002048

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Naphthalenes

NPClassifier Class:

Bisnaphthalenes

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	—	22Rv1 cells	13.13 μM	10.1080/14786419.2019.1610954 Natural Product Research
Antitumor	IC50	10 human tumor cell lines	> 30.0 μM	10.3390/molecules21070941 Molecules
Anti-inflammatory	IC50	COX-2	6.4 μM	10.3390/molecules21070941 Molecules

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