SCS-C007410

spiromastol M

Pathway: Polyketides | Shikimates and Phenylpropanoids Superclass: Coumarins Class: Isocoumarins

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

Spiromastix sp. (NA)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Onygenales Family Spiromastigoidaceae Genus Spiromastigoides Species Spiromastix sp.

South China Sea

DOI: 10.1021/acs.jnatprod.2c00900 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

461.7 Da

Threshold ≤ 500

ALogP

5.91

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C20H19Cl3O6

Molecular Weight:

461.7250 Da

SMILES:

CCCc1c(O)c(Oc2c(Cl)c(O)c(Cl)c3c2C(=O)O[C@H](C)C3)cc(OC)c1Cl

InChIKey:

                        KPDRKKISMKZQMH-MRVPVSSYSA-N
                        
                    

InChI:

InChI=1S/C20H19Cl3O6/c1-4-5-9-14(21)11(27-3)7-12(17(9)24)29-19-13-10(6-8(2)28-20(13)26)15(22)18(25)16(19)23/h7-8,24-25H,4-6H2,1-3H3/t8-/m1/s1

Calculated Properties

ALogP:

5.913 lipophilicity

TPSA:

85.22 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.3500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007410

NPClassifier Pathway:

Polyketides Shikimates and Phenylpropanoids

NPClassifier Superclass:

Coumarins

NPClassifier Class:

Isocoumarins

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	Gram-positive pathogenic bacteria	<= 32.0 μg/mL	10.1021/acs.jnatprod.2c00900 Journal of Natural Products

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