SCS-C001152

ascomindone D

Pathway: Polyketides

Chemical Structure

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Source Information

Ascomycota sp. SK2YWS-L (fungus)

Kingdom Fungi Phylum Ascomycota Class NA Order NA Family NA Genus NA Species NA

Beibu Gulf

DOI: 10.1016/j.tet.2017.12.057 · Tetrahedron

Drug-likeness (Lipinski Ro5)

Molecular Weight

552.5 Da

Threshold ≤ 500

ALogP

5.56

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:

C32H24O9

Molecular Weight:

552.5000 Da

SMILES:

COc1cc(O)c2c(c1)C(=O)C(c1cc(OC)cc3oc4cc(C)cc(O)c4c(=O)c13)=C2c1c(O)cc(C)cc1O

InChIKey:

                        PPOSAYJODFECAV-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C32H24O9/c1-13-5-19(33)28(20(34)6-13)30-25-18(10-15(39-3)11-22(25)36)31(37)27(30)17-9-16(40-4)12-24-26(17)32(38)29-21(35)7-14(2)8-23(29)41-24/h5-12,33-36H,1-4H3

Calculated Properties

ALogP:

5.558 lipophilicity

TPSA:

146.66 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (5 aromatic)

Chiral Centers:

Fsp³:

0.1250 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001152

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

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
Anti-inflammatory	IC50	NO production in LPS-induced RAW 264.7 cells	17.0 μM	10.1016/j.tet.2017.12.057 Tetrahedron

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