SCS-C006898

sinulalide B

Pathway: Terpenoids Glycoside

Chemical Structure

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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

282.4 Da

Threshold ≤ 500

ALogP

2.82

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H26O4

Molecular Weight:

282.3800 Da

SMILES:

C=CC(=C)CCCC(C)CC1(OC)OC(=O)[C@H](C)[C@@H]1O

InChIKey:

                        BIIXYXUGLPBCSV-IQXANGCESA-N
                        
                    

InChI:

InChI=1S/C16H26O4/c1-6-11(2)8-7-9-12(3)10-16(19-5)14(17)13(4)15(18)20-16/h6,12-14,17H,1-2,7-10H2,3-5H3/t12?,13-,14+,16?/m1/s1

Calculated Properties

ALogP:

2.822 lipophilicity

TPSA:

55.76 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (0 aromatic)

Chiral Centers:

Fsp³:

0.6875 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006898

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

Glycoside:

Yes

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	6.9 μM	10.1016/j.phytochem.2023.113616 Phytochemistry
Antitumor	inactivity	HCT-116 and PC-9 cell lines	In the cytotoxic assay, all compounds were inactive at 10 μM, on the cell lines of HCT-116 and PC-9.	10.1016/j.phytochem.2023.113616 Phytochemistry

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