SCS-C001757

SZ-685C

Pathway: Polyketides Superclass: Polycyclic aromatic polyketides Class: Anthraquinones and anthrones

Chemical Structure

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Download: SDF SMILES

Source Information

Halorosellinia sp. 1403 (mangrove endophytic fungus)

Original source name: Halorosellinia sp. (No. 1403)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Xylariales Family Xylariaceae Genus Halorosellinia Species NA

South China Sea

DOI: 10.1111/j.1476-5381.2009.00577.x · British Journal of Pharmacology

Drug-likeness (Lipinski Ro5)

Molecular Weight

336.3 Da

Threshold ≤ 500

ALogP

-0.34

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H16O8

Molecular Weight:

336.2900 Da

SMILES:

COc1cc(O)c2c(c1O)C(=O)C1=C(C2=O)C(O)C(O)C(C)(O)C1

InChIKey:

                        BYJLISMHYRCXPR-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C16H16O8/c1-16(23)4-5-8(14(21)15(16)22)13(20)9-6(17)3-7(24-2)12(19)10(9)11(5)18/h3,14-15,17,19,21-23H,4H2,1-2H3

Calculated Properties

ALogP:

-0.342 lipophilicity

TPSA:

144.52 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.3750 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001757

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Polycyclic aromatic polyketides

NPClassifier Class:

Anthraquinones and anthrones

Glycoside:

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	Human glioma, hepatoma, prostate cancer, breast cancer cell lines	IC50 = 3.0-9.6 × 103 μM	10.1111/j.1476-5381.2009.00577.x British Journal of Pharmacology

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