SCS-C001873

Marfuraquinocin C

Pathway: Polyketides Superclass: Naphthalenes Class: Naphthoquinones

Chemical Structure

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Source Information

Streptomyces niveus SCSIO 3406 (NA)

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

South China Sea · -3536 m · E 120°0.250′, N 20°22.971′

DOI: 10.1021/np4006025 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

440.5 Da

Threshold ≤ 500

ALogP

4.48

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C26H32O6

Molecular Weight:

440.5000 Da

SMILES:

C=C1CCCC(C)(C)C1CC[C@@]1(C)c2c(O)cc3c(c2O[C@@H]1CO)C(=O)C=C(OC)C3=O

InChIKey:

                        FOTKGFOGIIZYTA-FVKAXFGDSA-N
                        
                    

InChI:

InChI=1S/C26H32O6/c1-14-7-6-9-25(2,3)16(14)8-10-26(4)20(13-27)32-24-21-15(11-18(29)22(24)26)23(30)19(31-5)12-17(21)28/h11-12,16,20,27,29H,1,6-10,13H2,2-5H3/t16?,20-,26-/m1/s1

Calculated Properties

ALogP:

4.475 lipophilicity

TPSA:

93.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.5385 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001873

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
Antitumor	IC50	NCI-H460	4.4 μM	10.1021/np4006025 Journal of Natural Products
Antibacterial	MIC	S. aureus ATCC 29213	8.0 μg/mL	10.1021/np4006025 Journal of Natural Products
Antibacterial	MIC	MRSE shhs-E1	8.0 μg/mL	10.1021/np4006025 Journal of Natural Products

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