SCS-C005370

chloropreussomerin B

Pathway: Polyketides Superclass: Naphthalenes Class: Spirodioxynaphthalenes

Chemical Structure

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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

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

444.8 Da

Threshold ≤ 500

ALogP

2.62

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H17ClO8

Molecular Weight:

444.8200 Da

SMILES:

CO[C@@H]1[C@H](Cl)C(=O)c2c(O)ccc3c2[C@@]12Oc1cccc4c1[C@](O3)(O2)[C@H](OC)CC4=O

InChIKey:

                        BZDPAFWDOHFSJX-ZDAMRSHRSA-N
                        
                    

InChI:

InChI=1S/C22H17ClO8/c1-27-14-8-11(25)9-4-3-5-12-16(9)21(14)29-13-7-6-10(24)15-17(13)22(30-12,31-21)20(28-2)18(23)19(15)26/h3-7,14,18,20,24H,8H2,1-2H3/t14-,18-,20-,21-,22+/m1/s1

Calculated Properties

ALogP:

2.619 lipophilicity

TPSA:

100.52 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (2 aromatic)

Chiral Centers:

Fsp³:

0.3636 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005370

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: CMNPD27660

Biological Activity Data

No bioactivity data available for this compound.

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