SCS-C004492

vaccinol B

Pathway: Polyketides

Chemical Structure

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Source Information

Pestalotiopsis vaccinii (NA)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Amphisphaeriales Family Sporocadaceae Genus Pestalotiopsis Species Pestalotiopsis vaccinii

South China Sea

DOI: 10.1016/j.tet.2014.10.056 · Tetrahedron

Drug-likeness (Lipinski Ro5)

Molecular Weight

272.3 Da

Threshold ≤ 500

ALogP

3.73

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H20O3

Molecular Weight:

272.3440 Da

SMILES:

CC(C)=CCc1ccc(O)c2c1C=C[C@H]1O[C@@H]2O[C@H]1C

InChIKey:

                        SIHDWOBVGPXLHQ-CXMBCZLWSA-N
                        
                    

InChI:

InChI=1S/C17H20O3/c1-10(2)4-5-12-6-8-14(18)16-13(12)7-9-15-11(3)19-17(16)20-15/h4,6-9,11,15,17-18H,5H2,1-3H3/t11-,15+,17-/m0/s1

Calculated Properties

ALogP:

3.730 lipophilicity

TPSA:

38.69 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.4118 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004492

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD24869

Biological Activity Data

No bioactivity data available for this compound.

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