SCS-C008305

sinusiaeolide A

Pathway: Terpenoids Superclass: Diterpenoids Class: Cembrane diterpenoids

Chemical Structure

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Source Information

Sinularia siaesensis (soft coral)

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

350.5 Da

Threshold ≤ 500

ALogP

2.65

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H30O5

Molecular Weight:

350.4550 Da

SMILES:

C=C1C(=O)O[C@]2(C)CC[C@@H]1C[C@@H]1O[C@@]1(C)CC/C=C(\C)[C@@H](O)C[C@@H]2O

InChIKey:

                        UASMZIWRYQZINU-JNSSFCQRSA-N
                        
                    

InChI:

InChI=1S/C20H30O5/c1-12-6-5-8-20(4)17(24-20)10-14-7-9-19(3,16(22)11-15(12)21)25-18(23)13(14)2/h6,14-17,21-22H,2,5,7-11H2,1,3-4H3/b12-6+/t14-,15+,16+,17+,19-,20+/m1/s1

Calculated Properties

ALogP:

2.654 lipophilicity

TPSA:

79.29 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.7500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008305

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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