SCS-C007360

sarcoboettgerol B

Pathway: Terpenoids Superclass: Diterpenoids Class: Cembrane diterpenoids

Chemical Structure

Loading 3D structure...

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

Sarcophyton boettgeri (soft coral)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Alcyoniidae Genus Sarcophyton Species Sarcophyton boettgeri

South China Sea

DOI: 10.1016/j.fitote.2022.105299 · Fitoterapia

Drug-likeness (Lipinski Ro5)

Molecular Weight

334.5 Da

Threshold ≤ 500

ALogP

3.48

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:

334.4560 Da

SMILES:

C/C1=C\C(=O)[C@@]2(CC/C(C)=C/CC[C@]3(C)O[C@H]3CC1)O[C@@]2(C)CO

InChIKey:

                        XQLDVLSIUSQTAF-SHUXGIFKSA-N
                        
                    

InChI:

InChI=1S/C20H30O4/c1-14-6-5-10-18(3)17(23-18)8-7-15(2)12-16(22)20(11-9-14)19(4,13-21)24-20/h6,12,17,21H,5,7-11,13H2,1-4H3/b14-6+,15-12+/t17-,18-,19-,20+/m0/s1

Calculated Properties

ALogP:

3.480 lipophilicity

TPSA:

62.36 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-C007360

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
Antitumor	IC50	in vitro assay	>= 10.0 μM	10.1016/j.fitote.2022.105299 Fitoterapia
Enzyme inhibition	IC50	PTP1B	>= 10.0 μM	10.1016/j.fitote.2022.105299 Fitoterapia

Back to Compounds