SCS-C006891

sinulatone B

Pathway: Terpenoids

Chemical Structure

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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

Sinularia scabra (soft coral)

Original source name: S. scabra Tixier-Durivault, 1970 (Alcyoniidae)

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

South China Sea · 11 m · 111°12′47.6244″N, 15°47′23.2764″E

DOI: 10.1016/j.phytochem.2023.113616 · Phytochemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

286.4 Da

Threshold ≤ 500

ALogP

3.16

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H22O3

Molecular Weight:

286.3710 Da

SMILES:

C=C(C)[C@@H]1CC(=O)Cc2c(O)cc(CCC(C)=O)cc2C1

InChIKey:

                        POJQAOVKROLWMX-AWEZNQCLSA-N
                        
                    

InChI:

InChI=1S/C18H22O3/c1-11(2)14-8-15-6-13(5-4-12(3)19)7-18(21)17(15)10-16(20)9-14/h6-7,14,21H,1,4-5,8-10H2,2-3H3/t14-/m0/s1

Calculated Properties

ALogP:

3.164 lipophilicity

TPSA:

54.37 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4444 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006891

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

N/A

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
Bone metabolism / Osteoclast	IC50	osteoclast precursor cells	5.8 μM	10.1016/j.phytochem.2023.113616 Phytochemistry
Antitumor	inactive at concentration	HCT-116 and PC-9 cell lines	10.0 μM	10.1016/j.phytochem.2023.113616 Phytochemistry

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