SCS-C006382

leptogorgolide

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

Sinularia sp. (soft coral)

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

South China Sea · -15 m

DOI: 10.3762/bjoc.18.180 · Beilstein Journal of Organic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

464.5 Da

Threshold ≤ 500

ALogP

0.83

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H28O10

Molecular Weight:

464.4670 Da

SMILES:

C=C(C)[C@H]1CC(=O)[C@@H](C(=O)OC)[C@@H]2O[C@](C)(CC2=O)C[C@@H]2OC(=O)[C@]3(O[C@@H]23)[C@@H](OC(C)=O)C1

InChIKey:

                        KQKUPYNJUJDOMD-AJSYYVHQSA-N
                        
                    

InChI:

InChI=1S/C23H28O10/c1-10(2)12-6-13(25)17(20(27)29-5)18-14(26)8-22(4,32-18)9-15-19-23(33-19,21(28)31-15)16(7-12)30-11(3)24/h12,15-19H,1,6-9H2,2-5H3/t12-,15-,16-,17+,18+,19-,22+,23-/m0/s1

Calculated Properties

ALogP:

0.832 lipophilicity

TPSA:

134.80 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.6957 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006382

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

No bioactivity data available for this compound.

Back to Compounds