SCS-C000081

sinueracasbanone F

Pathway: Terpenoids Superclass: Diterpenoids Class: Casbane diterpenoids

Chemical Structure

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Source Information

Sinularia erecta (soft coral)

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

Ximao Island · -20m

DOI: 10.1016/j.chroma.2024.465416 · Journal of Chromatography A

Drug-likeness (Lipinski Ro5)

Molecular Weight

334.4 Da

Threshold ≤ 500

ALogP

2.78

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H30O4

Molecular Weight:

334.4500 Da

SMILES:

C/C1=C\[C@@H]2[C@H](CC[C@]3(C)O[C@H]3[C@H](O)C[C@@](C)(O)/C=C/C1=O)C2(C)C

InChIKey:

                        YFUMMWQKNPPNTR-BNSQQMRMSA-N
                        
                    

InChI:

InChI=1S/C20H30O4/c1-12-10-14-13(18(14,2)3)6-9-20(5)17(24-20)16(22)11-19(4,23)8-7-15(12)21/h7-8,10,13-14,16-17,22-23H,6,9,11H2,1-5H3/b8-7+,12-10+/t13-,14+,16+,17-,19-,20-/m0/s1

Calculated Properties

ALogP:

2.784 lipophilicity

TPSA:

70.06 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-C000081

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Casbane 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	IC50	LPS-induced TNF-α protein release	15.6 μM (IC50)	10.1016/j.chroma.2024.465416 Journal of Chromatography A

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