SCS-C007069

sinulatumolin D

Pathway: Terpenoids Superclass: Diterpenoids

Chemical Structure

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Source Information

Sinularia tumulosa (soft coral)

Original source name: Sinularia tumulosa (S. tumulosa)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Sarcophytidae Genus Sclerophytum Species Sclerophytum tumulosum

South China Sea · -20 m

DOI: 10.1016/j.bioorg.2020.104167 · Bioorganic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

304.5 Da

Threshold ≤ 500

ALogP

3.94

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H32O2

Molecular Weight:

304.4740 Da

SMILES:

C=C1CC[C@H]2[C@@H]1[C@@H]1[C@@H]([C@@H](C)[C@H](O)/C=C/C(C)(C)O)CC[C@@]12C

InChIKey:

                        JEXCIZKQXIVPTN-VBBLLWOHSA-N
                        
                    

InChI:

InChI=1S/C20H32O2/c1-12-6-7-15-17(12)18-14(8-11-20(15,18)5)13(2)16(21)9-10-19(3,4)22/h9-10,13-18,21-22H,1,6-8,11H2,2-5H3/b10-9+/t13-,14-,15+,16-,17-,18+,20-/m1/s1

Calculated Properties

ALogP:

3.939 lipophilicity

TPSA:

40.46 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.8000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007069

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

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
Anti-inflammatory	IC50	LPS-induced TNF-α release	5.5 μM	10.1016/j.bioorg.2020.104167 Bioorganic Chemistry
Antitumor	IC50	A549; SNU-398; Capan-1 cell lines	the cytotoxic activity of all compounds against A549, HT-29, SNU-398, and Capan-1 cell lines were evaluated, showing that all compounds showed low cytotoxicity.	10.1016/j.bioorg.2020.104167 Bioorganic Chemistry

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