SCS-C006128

peniotrinin A

Pathway: Alkaloids Superclass: Pseudoalkaloids Class: Cytochalasan alkaloids

Chemical Structure

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Download: SDF SMILES

Source Information

Peniophora sp. (NA)

Kingdom Fungi Phylum Basidiomycota Class Agaricomycetes Order Russulales Family Peniophoraceae Genus Peniophora Species Peniophora sp.

South China Sea

DOI: 10.3390/md22050218 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

546.7 Da

Threshold ≤ 500

ALogP

2.85

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C32H38N2O6

Molecular Weight:

546.6640 Da

SMILES:

C=C1[C@@H](C)[C@H]2[C@@H]3C[C@@]4(O)c5ccccc5N[C@@H]4N3C(=O)[C@]23C(=O)CC[C@H](O)C(=O)/C(C)=C/[C@@H](C)C/C=C/[C@H]3[C@@H]1O

InChIKey:

                        SLEAAJOYJBMTBC-WLKKTSFVSA-N
                        
                    

InChI:

InChI=1S/C32H38N2O6/c1-16-8-7-10-21-28(38)19(4)18(3)26-23-15-31(40)20-9-5-6-11-22(20)33-29(31)34(23)30(39)32(21,26)25(36)13-12-24(35)27(37)17(2)14-16/h5-7,9-11,14,16,18,21,23-24,26,28-29,33,35,38,40H,4,8,12-13,15H2,1-3H3/b10-7+,17-14+/t16-,18+,21-,23-,24-,26-,28+,29+,31+,32+/m0/s1

Calculated Properties

ALogP:

2.848 lipophilicity

TPSA:

127.17 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (1 aromatic)

Chiral Centers:

Fsp³:

0.5312 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006128

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Pseudoalkaloids

NPClassifier Class:

Cytochalasan alkaloids

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
Antitumor	proliferation inhibition	prostate cancer cells	compounds 1 and 2 showed weak activity at 10 μM	10.3390/md22050218 Marine Drugs

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