SCS-C008315

sponalactone

Pathway: Terpenoids Superclass: Diterpenoids Class: Spongiane diterpenoids

Chemical Structure

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Source Information

Spongia officinalis (Spongia officinalis var. ceylonica)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Dictyoceratida Family Spongiidae Genus Spongia Species Spongia officinalis

South China Sea · 10 m

DOI: 10.1021/acs.jnatprod.9b00270 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

362.4 Da

Threshold ≤ 500

ALogP

1.16

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H26O6

Molecular Weight:

362.4220 Da

SMILES:

C[C@]12[C@@H](O)[C@]3(O)C(=O)OC[C@]3(C)[C@@H]1CC[C@@]1(CO)c3cocc3CC[C@@H]12

InChIKey:

                        FALXDOQTEWOUHX-LOSAUNKTSA-N
                        
                    

InChI:

InChI=1S/C20H26O6/c1-17-10-26-16(23)20(17,24)15(22)18(2)13(17)5-6-19(9-21)12-8-25-7-11(12)3-4-14(18)19/h7-8,13-15,21-22,24H,3-6,9-10H2,1-2H3/t13-,14+,15+,17+,18-,19+,20-/m0/s1

Calculated Properties

ALogP:

1.157 lipophilicity

TPSA:

100.13 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.7500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008315

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Spongiane 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 NO production	12.0–32.0 μM	10.1021/acs.jnatprod.9b00270 Journal of Natural Products

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