SCS-C004443

vaccinol C

Pathway: Polyketides Superclass: Aromatic polyketides Class: Simple aromatic 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

306.4 Da

Threshold ≤ 500

ALogP

2.99

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H26O4

Molecular Weight:

306.4020 Da

SMILES:

CC(C)=CCc1ccc(O)c2c1[C@@H](O)CC[C@H]([C@@H](C)O)OC2

InChIKey:

                        IAFUMQZVDAURPY-OAUYIBNBSA-N
                        
                    

InChI:

InChI=1S/C18H26O4/c1-11(2)4-5-13-6-7-15(20)14-10-22-17(12(3)19)9-8-16(21)18(13)14/h4,6-7,12,16-17,19-21H,5,8-10H2,1-3H3/t12-,16+,17-/m1/s1

Calculated Properties

ALogP:

2.994 lipophilicity

TPSA:

69.92 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.5556 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004443

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Aromatic polyketides

NPClassifier Class:

Simple aromatic polyketides

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD24870

Biological Activity Data

No bioactivity data available for this compound.

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