SCS-C003911

aspernolide G

Pathway: Shikimates and Phenylpropanoids Superclass: Lignans Class: Neolignans

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: 10.1039/c9np00069k · Natural Product Reports

Drug-likeness (Lipinski Ro5)

Molecular Weight

468.5 Da

Threshold ≤ 500

ALogP

2.93

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C26H28O8

Molecular Weight:

468.5020 Da

SMILES:

CCOC1=C(c2ccc(O)cc2)[C@](Cc2ccc3c(c2)CC(O)C(C)(C)O3)(C(=O)OC)OC1=O

InChIKey:

                        XTOVXNWZWXJWPL-NBXNUCLWSA-N
                        
                    

InChI:

InChI=1S/C26H28O8/c1-5-32-22-21(16-7-9-18(27)10-8-16)26(24(30)31-4,34-23(22)29)14-15-6-11-19-17(12-15)13-20(28)25(2,3)33-19/h6-12,20,27-28H,5,13-14H2,1-4H3/t20?,26-/m1/s1

Calculated Properties

ALogP:

2.925 lipophilicity

TPSA:

111.52 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.3846 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003911

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Lignans

NPClassifier Class:

Neolignans

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30374

Biological Activity Data

No bioactivity data available for this compound.

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