SCS-C004874

(1'S)-7-chloroaverantin

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

Chemical Structure

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Source Information

Aspergillus sp. (coral-derived fungus)

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

South China Sea

DOI: 10.1021/np3002699 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

406.8 Da

Threshold ≤ 500

ALogP

3.55

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H19ClO7

Molecular Weight:

406.8180 Da

SMILES:

CCCCC[C@H](O)c1c(O)cc2c(c1O)C(=O)c1c(cc(O)c(Cl)c1O)C2=O

InChIKey:

                        HNRVQTSTGMYTJQ-JTQLQIEISA-N
                        
                    

InChI:

InChI=1S/C20H19ClO7/c1-2-3-4-5-10(22)15-11(23)6-8-13(19(15)27)18(26)14-9(17(8)25)7-12(24)16(21)20(14)28/h6-7,10,22-24,27-28H,2-5H2,1H3/t10-/m0/s1

Calculated Properties

ALogP:

3.551 lipophilicity

TPSA:

135.29 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.3000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004874

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: CMNPD22041

Biological Activity Data

No bioactivity data available for this compound.

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