SCS-C003913

(-)-asperteretone C

Pathway: Shikimates and Phenylpropanoids Glycoside

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

410.5 Da

Threshold ≤ 500

ALogP

3.30

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C24H26O6

Molecular Weight:

410.4660 Da

SMILES:

COc1ccc(C2=C(Cc3ccc4c(c3)CC(C(C)(C)O)O4)[C@@H](OC)OC2=O)cc1

InChIKey:

                        XDIXVBMXDXGISX-AKRCKQFNSA-N
                        
                    

InChI:

InChI=1S/C24H26O6/c1-24(2,26)20-13-16-11-14(5-10-19(16)29-20)12-18-21(22(25)30-23(18)28-4)15-6-8-17(27-3)9-7-15/h5-11,20,23,26H,12-13H2,1-4H3/t20?,23-/m0/s1

Calculated Properties

ALogP:

3.295 lipophilicity

TPSA:

74.22 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.3750 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003913

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

Glycoside:

Yes

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30385

Biological Activity Data

No bioactivity data available for this compound.

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