SCS-C003892

asperteretal E

Pathway: Shikimates and Phenylpropanoids Superclass: Diazotetronic acids and derivatives | Lignans Class: Neolignans | Pulvinones Glycoside

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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: 10.1016/j.bmcl.2017.12.049 · Bioorganic & Medicinal Chemistry Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

366.4 Da

Threshold ≤ 500

ALogP

3.37

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H22O5

Molecular Weight:

366.4130 Da

SMILES:

CC1(C)CCc2cc(CC3=C(c4ccc(O)cc4)C(O)OC3=O)ccc2O1

InChIKey:

                        QCPXFZKWSHOJCI-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C22H22O5/c1-22(2)10-9-15-11-13(3-8-18(15)27-22)12-17-19(21(25)26-20(17)24)14-4-6-16(23)7-5-14/h3-8,11,21,23,25H,9-10,12H2,1-2H3

Calculated Properties

ALogP:

3.367 lipophilicity

TPSA:

75.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.3182 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003892

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Diazotetronic acids and derivatives Lignans

NPClassifier Class:

Neolignans Pulvinones

Glycoside:

Yes

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30375

Biological Activity Data

No bioactivity data available for this compound.

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