SCS-C003162

Δ1′3′-1′-dehydroxypenicillide 374

Pathway: Polyketides Superclass: Aromatic polyketides Class: Depsidones

Chemical Structure

Structure of Δ1′3′-1′-dehydroxypenicillide 374

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

Penicillium sp. (soft coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species NA

Hainan Island

DOI: 10.1021/np300377b · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

352.4 Da

Threshold ≤ 500

ALogP

4.76

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H20O5

Molecular Weight:

352.3860 Da

SMILES:

C=C(C)/C=C/c1ccc2c(c1OC)C(=O)OCc1cc(C)cc(O)c1O2

InChIKey:

                        XBAIUNZIMJALOJ-AATRIKPKSA-N
                        
                    

InChI:

InChI=1S/C21H20O5/c1-12(2)5-6-14-7-8-17-18(20(14)24-4)21(23)25-11-15-9-13(3)10-16(22)19(15)26-17/h5-10,22H,1,11H2,2-4H3/b6-5+

Calculated Properties

ALogP:

4.761 lipophilicity

TPSA:

64.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.1905 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003162

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Aromatic polyketides

NPClassifier Class:

Depsidones

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD22245

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds