SCS-C007967

pestalotioquinoside B

Pathway: Terpenoids Superclass: Meroterpenoids Class: Merosesquiterpenoids Glycoside

Chemical Structure

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Download: SDF SMILES

Source Information

Pestalotiopsis neglecta SCSIO 41403 (SCSIO41403)

Original source name: Pestalotiopsis neglecta SCSIO41403

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

South China Sea

DOI: 10.1021/acs.jnatprod.0c00050 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

486.6 Da

Threshold ≤ 500

ALogP

3.04

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C27H34O8

Molecular Weight:

486.5610 Da

SMILES:

C=C(C#Cc1cc(O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)ccc1O)CC/C=C(\C)CC/C=C(\C)C(=O)O

InChIKey:

                        TUIHVKXTFHEDJH-JLOQYJDQSA-N
                        
                    

InChI:

InChI=1S/C27H34O8/c1-16(9-6-10-18(3)26(32)33)7-5-8-17(2)11-12-20-15-21(13-14-22(20)28)35-27-25(31)24(30)23(29)19(4)34-27/h7,10,13-15,19,23-25,27-31H,2,5-6,8-9H2,1,3-4H3,(H,32,33)/b16-7+,18-10+/t19-,23-,24+,25+,27-/m0/s1

Calculated Properties

ALogP:

3.044 lipophilicity

TPSA:

136.68 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4444 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007967

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Meroterpenoids

NPClassifier Class:

Merosesquiterpenoids

Glycoside:

Yes

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 cell lines	> 50.0 μM	10.1021/acs.jnatprod.0c00050 Journal of Natural Products
Antiviral	—	Dengue virus	— Structured numeric value is not available in this record; see the primary reference.	10.1021/acs.jnatprod.0c00050 Journal of Natural Products

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