SCS-C008147

(3R,4S)-6,8-dihydroxy-3,4,7-trimethylisocoumarin

Pathway: Shikimates and Phenylpropanoids Superclass: Coumarins Class: Isocoumarins

Chemical Structure

Structure of (3R,4S)-6,8-dihydroxy-3,4,7-trimethylisocoumarin

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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

Aspergillus sclerotiorum (soft coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species Aspergillus sclerotiorum

South China Sea

DOI: 10.3390/md24040128 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

252.3 Da

Threshold ≤ 500

ALogP

1.70

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C13H16O5

Molecular Weight:

252.2660 Da

SMILES:

Cc1c(O)c(C)c2c(c1O)C(=O)O[C@@](C)(O)[C@@H]2C

InChIKey:

                        YSDPAFVPAPFTJW-FUXBKTLASA-N
                        
                    

InChI:

InChI=1S/C13H16O5/c1-5-8-7(3)13(4,17)18-12(16)9(8)11(15)6(2)10(5)14/h7,14-15,17H,1-4H3/t7-,13-/m1/s1

Calculated Properties

ALogP:

1.697 lipophilicity

TPSA:

86.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4615 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008147

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	promotion of NO production	nitric oxide production	— Structured numeric value is not available in this record; see the primary reference.	10.3390/md24040128 Marine Drugs

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