SCS-C000909

5,7-dichloro-6-methoxy-2-methyl-2,3-dihydrobenzofuran-4-carboxylic acid

Pathway: Shikimates and Phenylpropanoids Superclass: Coumarins Class: Isocoumarins

Chemical Structure

Structure of 5,7-dichloro-6-methoxy-2-methyl-2,3-dihydrobenzofuran-4-carboxylic acid

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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.

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Source Information

Amorosia sp. SCSIO 41026 (NA)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Pleosporales Family Amorosiaceae Genus Amorosia Species NA

Zhanjiang Mangrove · 21.235° N, 110.451° E

DOI: 10.3389/fmicb.2022.976399 · Frontiers in Microbiology

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

277.1 Da

Threshold ≤ 500

ALogP

2.81

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C11H10Cl2O4

Molecular Weight:

277.1030 Da

SMILES:

COc1c(Cl)c(O)c(Cl)c2c1C(=O)O[C@H](C)C2

InChIKey:

                        XLNXJYIJFFHPOI-SCSAIBSYSA-N
                        
                    

InChI:

InChI=1S/C11H10Cl2O4/c1-4-3-5-6(11(15)17-4)10(16-2)8(13)9(14)7(5)12/h4,14H,3H2,1-2H3/t4-/m1/s1

Calculated Properties

ALogP:

2.809 lipophilicity

TPSA:

55.76 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.3636 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000909

NPClassifier Pathway:

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
Anti-inflammatory	—	RAW264.7 macrophages induced by LPS	10.0 μM	10.3389/fmicb.2022.976399 Frontiers in Microbiology
Antimicrobial	MIC	Gram-positive and Gram-negative pathogenic bacteria	— Structured numeric value is not available in this record; see the primary reference.	10.1021/acs.jnatprod.2c00900 Journal of Natural Products

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