SCS-C001404

Semiantarmycin E

Pathway: Polyketides Glycoside

Chemical Structure

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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

534.6 Da

Threshold ≤ 500

ALogP

-2.11

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:

C25H42O12

Molecular Weight:

534.5990 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](O)[C@H]1CO

InChIKey:

                        PWXVNYDGDIQRQR-QIRZITKLSA-N
                        
                    

InChI:

InChI=1S/C25H42O12/c1-12(2)8-6-4-5-7-9-15(27)19(30)23(33)35-16-10-13(3)17(28)20(31)22(16)36-25-14(11-26)18(29)21(32)24(34)37-25/h4-9,12-34H,10-11H2,1-3H3/b5-4+,8-6+,9-7+/t13?,14-,15?,16?,17?,18+,19?,20?,21-,22?,23?,24-,25-/m1/s1

Calculated Properties

ALogP:

-2.112 lipophilicity

TPSA:

209.76 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-C001404

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	—	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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