SCS-C008304

sinusiaetone A

Pathway: Terpenoids Superclass: Diterpenoids Class: Cembrane diterpenoids

Chemical Structure

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Source Information

Sclerophytum siaesense (soft coral)

Original source name: Sinularia siaesensis

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order NA Family NA Genus NA Species NA

South China Sea

DOI: 10.1021/acs.orglett.1c01601 · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

288.4 Da

Threshold ≤ 500

ALogP

4.74

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C19H28O2

Molecular Weight:

288.4310 Da

SMILES:

CC1=C2CC(=O)CC/C(C)=C/CC[C@]3(C)O[C@H]3C[C@H]2CC1

InChIKey:

                        MYIHNLDRCYEKDK-XEWLIQKGSA-N
                        
                    

InChI:

InChI=1S/C19H28O2/c1-13-5-4-10-19(3)18(21-19)11-15-8-7-14(2)17(15)12-16(20)9-6-13/h5,15,18H,4,6-12H2,1-3H3/b13-5+/t15-,18+,19+/m1/s1

Calculated Properties

ALogP:

4.740 lipophilicity

TPSA:

29.60 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.7368 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008304

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Cembrane diterpenoids

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	inhibitory activity	LPS-induced inflammation	20.0 μM	10.1021/acs.orglett.1c01601 Organic Letters
Anti-inflammatory	inhibitory activity	pro-inflammatory cytokines IL-6 and IL-1β mRNA expression	20.0 μM	10.1021/acs.orglett.1c01601 Organic Letters

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