SCS-C000669

butyrolactone VI

Pathway: Shikimates and Phenylpropanoids Superclass: Lignans Class: Neolignans

Chemical Structure

Loading 3D structure...

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

Download: SDF SMILES

Source Information

Aspergillus hiratsukae (SCSIO 7S2001)

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

South China Sea

DOI: 10.3390/md20020150 · Marine Drugs

Aspergillus terreus (mangrove endophytic fungus)

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

Sanya Bay · 109°29′37.3″ E, 18°11′33.4″ N

DOI: 10.3390/md20030212 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

458.5 Da

Threshold ≤ 500

ALogP

1.75

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C24H26O9

Molecular Weight:

458.5000 Da

SMILES:

COC(=O)[C@]1(Cc2ccc(O)c(CC(O)C(C)(C)O)c2)OC(=O)C(O)=C1c1ccc(O)cc1

InChIKey:

                        JICCDSOXRQWNCM-VCUSLETLSA-N
                        
                    

InChI:

InChI=1S/C24H26O9/c1-23(2,31)18(27)11-15-10-13(4-9-17(15)26)12-24(22(30)32-3)19(20(28)21(29)33-24)14-5-7-16(25)8-6-14/h4-10,18,25-28,31H,11-12H2,1-3H3/t18?,24-/m1/s1

Calculated Properties

ALogP:

1.752 lipophilicity

TPSA:

153.75 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.3333 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000669

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

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Enzyme inhibition	inhibition_percent	Pancreatic lipase	21.2 %	10.3390/md20030212 Marine Drugs
Antioxidant	EC50	DPPH	11.45–13.01 μM	10.3390/md20020150 Marine Drugs
Antibacterial	—	Klebsiella pneumoniae	50.0 μg/mL	10.3390/md20030212 Marine Drugs

Back to Compounds