SCS-C006575

9-hydroxyl-versicoisochromane B

Pathway: Shikimates and Phenylpropanoids Superclass: Coumarins Class: Isocoumarins

Chemical Structure

Structure of 9-hydroxyl-versicoisochromane B

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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

Neopestalotiopsis sp. (NA)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Amphisphaeriales Family Sporocadaceae Genus Neopestalotiopsis Species Neopestalotiopsis sp.

South China Sea · longitude of 108.87 and a latitude of 21.74

DOI: 10.3390/md22060241 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

238.2 Da

Threshold ≤ 500

ALogP

0.48

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C12H14O5

Molecular Weight:

238.2390 Da

SMILES:

C[C@H]1Cc2c(CO)cc(CO)c(O)c2C(=O)O1

InChIKey:

                        CNCXGUBVZVPEEI-LURJTMIESA-N
                        
                    

InChI:

InChI=1S/C12H14O5/c1-6-2-9-7(4-13)3-8(5-14)11(15)10(9)12(16)17-6/h3,6,13-15H,2,4-5H2,1H3/t6-/m0/s1

Calculated Properties

ALogP:

0.478 lipophilicity

TPSA:

86.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4167 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006575

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
Antibacterial	MIC	Staphylococcus aureus, Escherichia coli, Candida albicans	— Structured numeric value is not available in this record; see the primary reference.	10.3390/md22060241 Marine Drugs
Antitumor	—	HepG2; A549; HCT116; Hela; MCF-7	In the cytotoxic assay, all of the compounds were inactive against the HepG2, A549, HCT116, Hela, MCF-7, and L02 cell lines.	10.3390/md22060241 Marine Drugs

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