SCS-C005389

preussomerin C

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

Leizhou Bay

DOI: 10.1021/jo00100a035 · The Journal of Organic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

394.3 Da

Threshold ≤ 500

ALogP

1.76

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H14O8

Molecular Weight:

394.3350 Da

SMILES:

CO[C@@H]1CC(=O)c2cccc3c2[C@@]12Oc1ccc(O)c4c1[C@](O3)(O2)[C@@H]1O[C@@H]1C4=O

InChIKey:

                        NVGIJVUQQFDOAD-HJSZTXSCSA-N
                        
                    

InChI:

InChI=1S/C21H14O8/c1-25-13-7-10(23)8-3-2-4-11-15(8)20(13)27-12-6-5-9(22)14-16(12)21(28-11,29-20)19-18(26-19)17(14)24/h2-6,13,18-19,22H,7H2,1H3/t13-,18-,19-,20-,21+/m1/s1

Calculated Properties

ALogP:

1.764 lipophilicity

TPSA:

103.82 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (2 aromatic)

Chiral Centers:

Fsp³:

0.3333 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005389

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: CMNPD27667

Biological Activity Data

No bioactivity data available for this compound.

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