SCS-C004827

arthpyrone E

Pathway: Polyketides Superclass: Cyclic polyketides Class: Decalins with 2-pyrones

Chemical Structure

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Source Information

Arthrinium sp. (sponge-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Amphisphaeriales Family Apiosporaceae Genus Arthrinium Species NA

South China Sea

DOI: 10.3390/md16050174 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

463.5 Da

Threshold ≤ 500

ALogP

0.92

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (HBD) — borderline drug-like

Chemical Properties

Molecular Formula:

C24H33NO8

Molecular Weight:

463.5270 Da

SMILES:

C[C@@H]1CC[C@H]2[C@H](C(=O)Oc3c(O)c([C@@]4(O)CC[C@@H](O)[C@H](O)[C@H]4O)c[nH]c3=O)[C@H](C)C=C[C@@H]2C1

InChIKey:

                        KIYUFPOZFGVBPM-KNOZKYLVSA-N
                        
                    

InChI:

InChI=1S/C24H33NO8/c1-11-3-6-14-13(9-11)5-4-12(2)17(14)23(31)33-20-18(27)15(10-25-22(20)30)24(32)8-7-16(26)19(28)21(24)29/h4-5,10-14,16-17,19,21,26,28-29,32H,3,6-9H2,1-2H3,(H2,25,27,30)/t11-,12-,13-,14-,16-,17-,19+,21-,24+/m1/s1

Calculated Properties

ALogP:

0.924 lipophilicity

TPSA:

160.31 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.6667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004827

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

Decalins with 2-pyrones

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30260

Biological Activity Data

No bioactivity data available for this compound.

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