SCS-C001522

Alternapyrone B

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-F6 (NA)

Original source name: Arthrinium arundinis ZSDS1-F6; 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-F6; 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

458.6 Da

Threshold ≤ 500

ALogP

7.21

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C28H42O5

Molecular Weight:

458.6000 Da

SMILES:

CCC(C)C=C(C)CCCC(C=C(C)C=C(C)CC(C)c1oc(=O)c(C)c(O)c1C)C(=O)O

InChIKey:

                        NBTZRFXBXREKRF-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C28H42O5/c1-9-17(2)13-18(3)11-10-12-24(27(30)31)16-20(5)14-19(4)15-21(6)26-22(7)25(29)23(8)28(32)33-26/h13-14,16-17,21,24,29H,9-12,15H2,1-8H3,(H,30,31)

Calculated Properties

ALogP:

7.212 lipophilicity

TPSA:

87.74 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (1 aromatic)

Chiral Centers:

Fsp³:

0.5714 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001522

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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