SCS-C007091

pestalotiochromenoic acid C

Pathway: Terpenoids Superclass: Meroterpenoids Class: Merosesquiterpenoids

Chemical Structure

Structure of pestalotiochromenoic acid C

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Source Information

Pestalotiopsis neglecta (SCSIO41403)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Amphisphaeriales Family Sporocadaceae Genus Pestalotiopsis Species Pestalotiopsis neglecta

South China Sea

DOI: 10.1016/j.bioorg.2021.104927 · Bioorganic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

374.5 Da

Threshold ≤ 500

ALogP

4.19

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H30O5

Molecular Weight:

374.4770 Da

SMILES:

C/C(=C\CC[C@]1(C)C=Cc2cc(C(=O)O)ccc2O1)CC[C@H](O)C(C)(C)O

InChIKey:

                        FNTCKUHFTATCIN-WBDSXNPOSA-N
                        
                    

InChI:

InChI=1S/C22H30O5/c1-15(7-10-19(23)21(2,3)26)6-5-12-22(4)13-11-16-14-17(20(24)25)8-9-18(16)27-22/h6,8-9,11,13-14,19,23,26H,5,7,10,12H2,1-4H3,(H,24,25)/b15-6+/t19-,22+/m0/s1

Calculated Properties

ALogP:

4.188 lipophilicity

TPSA:

86.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.5000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007091

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Meroterpenoids

NPClassifier Class:

Merosesquiterpenoids

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	IC50	ACHN, OS-RC-2, 786-O, HL-60, K-562, MOLT-4, HepG2 cancer cell lines	> 50.0 μM	10.1016/j.bioorg.2021.104927 Bioorganic Chemistry

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