SCS-C005385

atranone N

Pathway: Terpenoids Superclass: Diterpenoids Class: Cembrane diterpenoids

Chemical Structure

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Source Information

Stachybotrys chartarum (soft coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Hypocreales Family Stachybotryaceae Genus Stachybotrys Species Stachybotrys chartarum

Zhanjiang

DOI: 10.1016/j.tet.2017.11.006 · Tetrahedron

Drug-likeness (Lipinski Ro5)

Molecular Weight

476.6 Da

Threshold ≤ 500

ALogP

3.53

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C26H36O8

Molecular Weight:

476.5700 Da

SMILES:

COC(=O)[C@@]1(C)C(=O)O[C@@H]2/C(C)=C\C[C@H]3C(C(C)C)=C(OC)C(=O)O[C@]3(C)CC[C@@H](C)C(=O)[C@H]21

InChIKey:

                        PECJFSSLYKTHRU-FAMBKVPISA-N
                        
                    

InChI:

InChI=1S/C26H36O8/c1-13(2)17-16-10-9-15(4)20-18(26(6,23(29)32-8)24(30)33-20)19(27)14(3)11-12-25(16,5)34-22(28)21(17)31-7/h9,13-14,16,18,20H,10-12H2,1-8H3/b15-9-/t14-,16+,18-,20-,25-,26+/m1/s1

Calculated Properties

ALogP:

3.531 lipophilicity

TPSA:

105.20 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.6923 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005385

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Cembrane diterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD29031

Biological Activity Data

No bioactivity data available for this compound.

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