SCS-C000497

3'-isoamylene butyrolactone IV

Pathway: Shikimates and Phenylpropanoids Superclass: Lignans Class: Neolignans

Chemical Structure

Structure of 3'-isoamylene butyrolactone IV

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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.

Download: SDF SMILES

Source Information

Aspergillus terreus (mangrove endophytic fungus)

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

South China Sea

DOI: 10.1039/c8ra01840e · RSC Advances

Drug-likeness (Lipinski Ro5)

Molecular Weight

508.6 Da

Threshold ≤ 500

ALogP

3.96

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H32O8

Molecular Weight:

508.6000 Da

SMILES:

COC(=O)[C@]1(Cc2ccc3c(c2)CC(C(C)(C)O)O3)OC(=O)C(O)=C1c1ccc(O)c(CC=C(C)C)c1

InChIKey:

                        LESABLYBGJUZPQ-GJQLDDCUSA-N
                        
                    

InChI:

InChI=1S/C29H32O8/c1-16(2)6-8-18-13-19(9-10-21(18)30)24-25(31)26(32)37-29(24,27(33)35-5)15-17-7-11-22-20(12-17)14-23(36-22)28(3,4)34/h6-7,9-13,23,30-31,34H,8,14-15H2,1-5H3/t23?,29-/m1/s1

Calculated Properties

ALogP:

3.956 lipophilicity

TPSA:

122.52 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.3793 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000497

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
Anti-inflammatory	inhibition_percent	RAW264.7 mouse macrophages	25.1 %	10.1039/c8ra01840e RSC Advances

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