SCS-C002421

Eurorubrin

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

Chemical Structure

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Source Information

Aspergillus sp. EGF15-0-3 (coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species NA

South China Sea

Acta Scientiarum Naturalium Universitatis Sunyatseni, 2022, 61(4):70-78.

Drug-likeness (Lipinski Ro5)

Molecular Weight

588.6 Da

Threshold ≤ 500

ALogP

4.18

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C33H32O10

Molecular Weight:

588.6000 Da

SMILES:

COc1cc(O)c(Cc2c(O)cc(OC)c3c(O)c4c(cc23)C[C@](C)(O)CC4=O)c2cc3c(c(O)c12)C(=O)C[C@](C)(O)C3

InChIKey:

                        GMOFEFNDXZDKOI-CZFRINIUSA-N
                        
                    

InChI:

InChI=1S/C33H32O10/c1-32(40)10-14-5-18-16(20(34)8-24(42-3)28(18)30(38)26(14)22(36)12-32)7-17-19-6-15-11-33(2,41)13-23(37)27(15)31(39)29(19)25(43-4)9-21(17)35/h5-6,8-9,34-35,38-41H,7,10-13H2,1-4H3/t32-,33+

Calculated Properties

ALogP:

4.183 lipophilicity

TPSA:

173.98 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (4 aromatic)

Chiral Centers:

Fsp³:

0.3333 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002421

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	—	—	— Structured numeric value is not available in this record; see the primary reference.	—

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