SCS-C006821

(+)-cryptosporin

Pathway: Polyketides Superclass: Naphthalenes Class: Naphthoquinones

Chemical Structure

Loading 3D structure...

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

Streptomyces sp. (bacterium)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species NA

South China Sea · 1350 m · E 111°54.693', N 08°56.003'

DOI: 10.1038/ja.2013.15 · The Journal of Antibiotics

Drug-likeness (Lipinski Ro5)

Molecular Weight

276.2 Da

Threshold ≤ 500

ALogP

0.17

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C14H12O6

Molecular Weight:

276.2440 Da

SMILES:

C[C@H]1OC2=C(C(=O)c3cccc(O)c3C2=O)[C@@H](O)[C@H]1O

InChIKey:

                        PGPJQBHUTOGXTA-NIPJOMRPSA-N
                        
                    

InChI:

InChI=1S/C14H12O6/c1-5-10(16)12(18)9-11(17)6-3-2-4-7(15)8(6)13(19)14(9)20-5/h2-5,10,12,15-16,18H,1H3/t5-,10+,12-/m1/s1

Calculated Properties

ALogP:

0.166 lipophilicity

TPSA:

104.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.2857 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006821

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Naphthalenes

NPClassifier Class:

Naphthoquinones

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Antibacterial	MIC	methicillin-resistant Staphylococcus aureus, methicillin-resistant Staphylococcus epidermidis	8.0 μg/ml	10.1038/ja.2013.15 The Journal of Antibiotics

Back to Compounds