SCS-C001525

Alternapyrone I

Pathway: Polyketides Superclass: Linear polyketides Class: Open-chain polyketides

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

Arthrinium arundinis ZSDS1-F9 (NA)

Original source name: Arthrinium arundinis ZSDS1-F9; Phakellia fusca Thiele

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Amphisphaeriales Family Apiosporaceae Genus Apiospora Species Apiospora arundinis

Xisha Islands

DOI: 10.1021/acs.jnatprod.4c00393 · Journal of Natural Products

Phakellia fusca (NA)

Original source name: Arthrinium arundinis ZSDS1-F9; Phakellia fusca Thiele

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Axinellida Family Axinellidae Genus Phakellia Species Phakellia fusca

Xisha Islands

DOI: 10.1021/acs.jnatprod.4c00393 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

444.7 Da

Threshold ≤ 500

ALogP

7.12

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C28H44O4

Molecular Weight:

444.6560 Da

SMILES:

CCC(C)/C=C(\C)CCCC(/C=C(C)/C=C(\C)C[C@@H](C)c1oc(=O)c(C)c(O)c1C)CO

InChIKey:

                        OPERDMOREQNWNT-VTZVNDCGSA-N
                        
                    

InChI:

InChI=1S/C28H44O4/c1-9-18(2)13-19(3)11-10-12-25(17-29)16-21(5)14-20(4)15-22(6)27-23(7)26(30)24(8)28(31)32-27/h13-14,16,18,22,25,29-30H,9-12,15,17H2,1-8H3/b19-13+,20-14+,21-16+/t18?,22-,25?/m1/s1

Calculated Properties

ALogP:

7.120 lipophilicity

TPSA:

70.67 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (1 aromatic)

Chiral Centers:

Fsp³:

0.6071 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001525

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Linear polyketides

NPClassifier Class:

Open-chain polyketides

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

No bioactivity data available for this compound.

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