SCS-C008299

Sinuscatone A

Pathway: Terpenoids Superclass: Diterpenoids

Chemical Structure

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Download: SDF SMILES

Source Information

Sinularia scabra (soft coral)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Sinulariidae Genus Sinularia Species Sinularia scabra

South China Sea · 15 m

DOI: 10.1021/acs.joc.2c00784 · The Journal of Organic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

306.4 Da

Threshold ≤ 500

ALogP

3.34

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C19H30O3

Molecular Weight:

306.4460 Da

SMILES:

C[C@@H]1CC(=O)C[C@]2(C)[C@H]3CC[C@@](C)(O)[C@H]3[C@@H]2C[C@]2(C)O[C@H]2C1

InChIKey:

                        SSQGEANZWWRXJN-OWAGKJBXSA-N
                        
                    

InChI:

InChI=1S/C19H30O3/c1-11-7-12(20)9-17(2)13-5-6-18(3,21)16(13)14(17)10-19(4)15(8-11)22-19/h11,13-16,21H,5-10H2,1-4H3/t11-,13+,14+,15+,16-,17-,18-,19+/m1/s1

Calculated Properties

ALogP:

3.336 lipophilicity

TPSA:

49.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.9474 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008299

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

N/A

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	Streptococcus pneumoniae, Salmonella paratyph	16.0 μg/mL	10.1021/acs.joc.2c00784 The Journal of Organic Chemistry
Antitumor	activity	HCT-116 and PC-9 cell lines	10.0	10.1021/acs.joc.2c00784 The Journal of Organic Chemistry

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