SCS-C004475

(±)-aspergilol G

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

Chemical Structure

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Source Information

Aspergillus versicolor (coral-associated fungus)

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

South China Sea

DOI: 10.1016/j.bmcl.2017.01.032 · Bioorganic & Medicinal Chemistry Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

584.6 Da

Threshold ≤ 500

ALogP

6.82

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C34H32O9

Molecular Weight:

584.6210 Da

SMILES:

CCCCCC(c1c(O)cc(C)cc1Oc1cc(C)cc(O)c1)c1c(O)cc2c(c1O)C(=O)c1c(O)cc(O)cc1C2=O

InChIKey:

                        QZGMTHOISBJTPV-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C34H32O9/c1-4-5-6-7-21(28-24(37)10-17(3)11-27(28)43-20-9-16(2)8-18(35)12-20)29-26(39)15-23-31(33(29)41)34(42)30-22(32(23)40)13-19(36)14-25(30)38/h8-15,21,35-39,41H,4-7H2,1-3H3

Calculated Properties

ALogP:

6.817 lipophilicity

TPSA:

164.75 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (4 aromatic)

Chiral Centers:

Fsp³:

0.2353 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004475

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 CMNPD: CMNPD28748

Biological Activity Data

No bioactivity data available for this compound.

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