SCS-C005020

trichobotryside A

Pathway: Polyketides Superclass: Macrolides Class: Macrolide lactones

Chemical Structure

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Source Information

Trichobotrys effusa (NA)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Pleosporales Family NA Genus Trichobotrys Species Trichobotrys effusa

South China Sea

DOI: 10.1016/j.tetlet.2015.12.026 · Tetrahedron Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

400.5 Da

Threshold ≤ 500

ALogP

0.76

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H32O8

Molecular Weight:

400.4680 Da

SMILES:

C[C@H](O)C[C@@H]1CC[C@@H](O)/C=C/C(=O)O[C@H](C[C@H](C)O)CC[C@@H](O)/C=C/C(=O)O1

InChIKey:

                        BEERLEXZFIUGCD-YJIXLFKXSA-N
                        
                    

InChI:

InChI=1S/C20H32O8/c1-13(21)11-17-7-3-15(23)6-10-20(26)28-18(12-14(2)22)8-4-16(24)5-9-19(25)27-17/h5-6,9-10,13-18,21-24H,3-4,7-8,11-12H2,1-2H3/b9-5+,10-6+/t13-,14-,15+,16+,17-,18-/m0/s1

Calculated Properties

ALogP:

0.760 lipophilicity

TPSA:

133.52 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (0 aromatic)

Chiral Centers:

Fsp³:

0.7000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005020

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Macrolides

NPClassifier Class:

Macrolide lactones

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD27607

Biological Activity Data

No bioactivity data available for this compound.

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