SCS-C000397

arthproliferin A

Pathway: Polyketides | Terpenoids Superclass: Meroterpenoids Class: Miscellaneous meroterpenoids

Chemical Structure

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Download: SDF SMILES

Source Information

Stachybotrys chartarum SCSIO 41201 (soft coral-derived fungus)

Original source name: Stachybotrys chartarum SCSIO41201

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Hypocreales Family Stachybotryaceae Genus Stachybotrys Species Stachybotrys chartarum

South China Sea

DOI: 10.1038/s41429-020-00386-y · The Journal of Antibiotics

Drug-likeness (Lipinski Ro5)

Molecular Weight

407.5 Da

Threshold ≤ 500

ALogP

4.96

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C25H29NO4

Molecular Weight:

407.5000 Da

SMILES:

CC(C)=CC[C@]12C/C=C(/C)COc3cccc(CO)c3C(=N)C(=C(O)C=C1C)C2=O

InChIKey:

                        BOYWYIHUQXEPAM-YRLYFOBCSA-N
                        
                    

InChI:

InChI=1S/C25H29NO4/c1-15(2)8-10-25-11-9-16(3)14-30-20-7-5-6-18(13-27)21(20)23(26)22(24(25)29)19(28)12-17(25)4/h5-9,12,26-28H,10-11,13-14H2,1-4H3/b16-9-,26-23?/t25-/m0/s1

Calculated Properties

ALogP:

4.959 lipophilicity

TPSA:

90.61 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.3600 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000397

NPClassifier Pathway:

Polyketides Terpenoids

NPClassifier Superclass:

Meroterpenoids

NPClassifier Class:

Miscellaneous meroterpenoids

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
Antibacterial	MIC	MRSA ATCC 29213	78.0 μg/mL	10.1038/s41429-020-00386-y The Journal of Antibiotics

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