SCS-C005387

preussomerin M

Pathway: Polyketides Superclass: Naphthalenes Class: Spirodioxynaphthalenes

Chemical Structure

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Source Information

Lasiodiplodia theobromae (NA)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Botryosphaeriales Family Botryosphaeriaceae Genus Lasiodiplodia Species Lasiodiplodia theobromae

Zhanjiang

DOI: 10.1021/acs.jnatprod.6b00639 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

396.4 Da

Threshold ≤ 500

ALogP

1.75

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H16O8

Molecular Weight:

396.3500 Da

SMILES:

CO[C@@H]1CC(=O)c2cccc3c2[C@@]12Oc1ccc(O)c4c1[C@](O3)(O2)[C@H](O)CC4=O

InChIKey:

                        COQZIFBYYMDZIZ-IMAQQZIHSA-N
                        
                    

InChI:

InChI=1S/C21H16O8/c1-26-16-8-11(23)9-3-2-4-13-18(9)21(16)28-14-6-5-10(22)17-12(24)7-15(25)20(27-13,29-21)19(14)17/h2-6,15-16,22,25H,7-8H2,1H3/t15-,16-,20-,21-/m1/s1

Calculated Properties

ALogP:

1.748 lipophilicity

TPSA:

111.52 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (2 aromatic)

Chiral Centers:

Fsp³:

0.3333 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005387

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Naphthalenes

NPClassifier Class:

Spirodioxynaphthalenes

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD27661

Biological Activity Data

No bioactivity data available for this compound.

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