SCS-C004029

austalide S

Pathway: Polyketides | Terpenoids Superclass: Meroterpenoids Class: Tetraketide meroterpenoids

Chemical Structure

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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

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Source Information

Aspergillus aureolatus (NA)

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

Xisha Islands

DOI: 10.3390/md14070131 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

400.5 Da

Threshold ≤ 500

ALogP

4.28

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C24H32O5

Molecular Weight:

400.5150 Da

SMILES:

Cc1c2c(c(O)c3c1O[C@]1(C)CC[C@H]4C(C)(C)[C@H](O)CC[C@]4(C)[C@H]1C3)C(=O)OC2

InChIKey:

                        XBGQHUQSZVWBPL-SBVMXMBTSA-N
                        
                    

InChI:

InChI=1S/C24H32O5/c1-12-14-11-28-21(27)18(14)19(26)13-10-16-23(4)8-7-17(25)22(2,3)15(23)6-9-24(16,5)29-20(12)13/h15-17,25-26H,6-11H2,1-5H3/t15-,16+,17+,23-,24+/m0/s1

Calculated Properties

ALogP:

4.278 lipophilicity

TPSA:

75.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.7083 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004029

NPClassifier Pathway:

Polyketides Terpenoids

NPClassifier Superclass:

Meroterpenoids

NPClassifier Class:

Tetraketide meroterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD27322

Biological Activity Data

No bioactivity data available for this compound.

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