SCS-C001283

emodic acid

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

Chemical Structure

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Source Information

Penicillium sp. SCSIO sof101 (soft coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species Penicillium sp. SCSIO SOF101

South China Sea · -2448m · 112°124′ E, 18°0.550′ N

DOI: 10.1021/acs.jnatprod.7b00269 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

300.2 Da

Threshold ≤ 500

ALogP

1.28

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C15H8O7

Molecular Weight:

300.2200 Da

SMILES:

O=C(O)c1cc(O)c2c(c1)C(=O)c1cc(O)cc(O)c1C2=O

InChIKey:

                        ZJXVNNSMRGTDBI-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C15H8O7/c16-6-3-8-12(10(18)4-6)14(20)11-7(13(8)19)1-5(15(21)22)2-9(11)17/h1-4,16-18H,(H,21,22)

Calculated Properties

ALogP:

1.277 lipophilicity

TPSA:

132.13 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.0000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001283

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	—	Jurkat cells	20.0 μM	10.1021/acs.jnatprod.7b00269 Journal of Natural Products

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