SCS-C001405

Semiantarmycin F

Pathway: Polyketides Superclass: Linear polyketides Class: Open-chain polyketides Glycoside

Chemical Structure

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Download: SDF SMILES

Source Information

Pseudonocardia antarctica SCSIO 07407 (NA)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Pseudonocardiales Family Pseudonocardiaceae Genus Pseudonocardia Species Pseudonocardia antarctica

South China Sea · -3386m · 10.003°N,88.728°E

DOI: 10.1021/acs.jnatprod.5c00639 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

518.6 Da

Threshold ≤ 500

ALogP

-1.08

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C25H42O11

Molecular Weight:

518.6000 Da

SMILES:

CC(C)/C=C/C=C/C=C/C(O)C(O)C(O)OC1CC(C)C(O)C(O)C1O[C@@H]1O[C@@H](O)[C@H](O)[C@@H](C)[C@H]1O

InChIKey:

                        STKOVNDDCBRXBH-AROCZFEPSA-N
                        
                    

InChI:

InChI=1S/C25H42O11/c1-12(2)9-7-5-6-8-10-15(26)20(30)24(33)34-16-11-13(3)17(27)21(31)22(16)35-25-19(29)14(4)18(28)23(32)36-25/h5-10,12-33H,11H2,1-4H3/b6-5+,9-7+,10-8+/t13?,14-,15?,16?,17?,18-,19-,20?,21?,22?,23-,24?,25-/m1/s1

Calculated Properties

ALogP:

-1.084 lipophilicity

TPSA:

189.53 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.7600 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001405

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Linear polyketides

NPClassifier Class:

Open-chain polyketides

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	—	HepG2,HCT116,SW480,MCF7,MDA-MB-468,BT-549	> 50.0 μM	10.1021/acs.jnatprod.5c00639 Journal of Natural Products

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