SCS-C005796

JBIR-24

Pathway: Polyketides Superclass: Cyclic polyketides Class: Decalins with side chains Glycoside

Chemical Structure

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Source Information

Streptomyces malaysiensis HNM0561 (NA)

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

Wenchang · 110.75E, 19.61N

DOI: 10.1002/cbdv.71279 · Chemistry & Biodiversity

Drug-likeness (Lipinski Ro5)

Molecular Weight

388.4 Da

Threshold ≤ 500

ALogP

1.88

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H24O7

Molecular Weight:

388.4160 Da

SMILES:

COC(=C\C(C)=C\[C@H]1CCC[C@@]2(O)O[C@H]3C(=CC(=O)[C@H]4O[C@H]43)[C@H]12)/C=C/C(=O)O

InChIKey:

                        ZMORYXMUVFYWLG-YLWXYFBXSA-N
                        
                    

InChI:

InChI=1S/C21H24O7/c1-11(9-13(26-2)5-6-16(23)24)8-12-4-3-7-21(25)17(12)14-10-15(22)19-20(27-19)18(14)28-21/h5-6,8-10,12,17-20,25H,3-4,7H2,1-2H3,(H,23,24)/b6-5+,11-8+,13-9-/t12-,17+,18+,19-,20+,21-/m1/s1

Calculated Properties

ALogP:

1.884 lipophilicity

TPSA:

105.59 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.5238 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005796

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

Decalins with side chains

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
Anti-inflammatory	inhibition_percent	NO production	14.0 %	10.1002/cbdv.71279 Chemistry & Biodiversity

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