SCS-C003973

(-)-asperteretone A

Pathway: Shikimates and Phenylpropanoids

Chemical Structure

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Source Information

Aspergillus terreus (mangrove endophytic fungus)

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

Xisha Islands

DOI: 10.3389/fchem.2018.00422 · Frontiers in Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

398.5 Da

Threshold ≤ 500

ALogP

3.81

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H26O6

Molecular Weight:

398.4550 Da

SMILES:

COC(=O)[C@@H](Cc1ccc(CC=C(C)C)c(O)c1)[C@H](C(=O)O)c1ccc(O)cc1

InChIKey:

                        AQEPQBQWJWTQJY-PZJWPPBQSA-N
                        
                    

InChI:

InChI=1S/C23H26O6/c1-14(2)4-6-16-7-5-15(13-20(16)25)12-19(23(28)29-3)21(22(26)27)17-8-10-18(24)11-9-17/h4-5,7-11,13,19,21,24-25H,6,12H2,1-3H3,(H,26,27)/t19-,21+/m0/s1

Calculated Properties

ALogP:

3.807 lipophilicity

TPSA:

104.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.3043 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003973

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30383

Biological Activity Data

No bioactivity data available for this compound.

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