SCS-C001360

7-Demethyl-13-hydroxyglucopiericidin A

Pathway: Polyketides Glycoside

Chemical Structure

Structure of 7-Demethyl-13-hydroxyglucopiericidin A

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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

Source Information

Streptomyces psammoticus (Streptomyces)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species Streptomyces psammoticus

Pearl River Estuary · -5m · E 113°33′11.15″, N22°53′40.16″

DOI: 10.1021/acs.jmedchem.9b00598 · Journal of Medicinal Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

579.7 Da

Threshold ≤ 500

ALogP

1.45

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, HBD) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C30H45NO10

Molecular Weight:

579.7000 Da

SMILES:

COc1[nH]c(C/C=C(\C)C/C=C/C=C/[C@@H](C)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)/C(C)=C/CO)c(C)c(=O)c1OC

InChIKey:

                        QLZVQOIKVLKDDU-QEHCVNHDSA-N
                        
                    

InChI:

InChI=1S/C30H45NO10/c1-17(12-13-21-20(4)23(34)28(38-5)29(31-21)39-6)10-8-7-9-11-18(2)27(19(3)14-15-32)41-30-26(37)25(36)24(35)22(16-33)40-30/h7-9,11-12,14,18,22,24-27,30,32-33,35-37H,10,13,15-16H2,1-6H3,(H,31,34)/b8-7+,11-9+,17-12+,19-14+/t18-,22-,24-,25+,26-,27-,30+/m1/s1

Calculated Properties

ALogP:

1.452 lipophilicity

TPSA:

170.93 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.5667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001360

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

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	Peroxiredoxin 1 (PRDX1)	2.5 μM	10.1021/acs.jmedchem.9b00598 Journal of Medicinal Chemistry

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