SCS-C001917

melemeleone E

Pathway: Terpenoids Superclass: Diterpenoids Class: Erythroxylane diterpenoids

Chemical Structure

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Source Information

Dactylospongia sp. (marine sponge)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Dictyoceratida Family Thorectidae Genus Dactylospongia Species NA

Xisha Islands

DOI: 10.1039/c8ob01580e · Organic & Biomolecular Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

433.6 Da

Threshold ≤ 500

ALogP

3.37

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H31NO5S

Molecular Weight:

433.5700 Da

SMILES:

CC1=CCC[C@H]2[C@]3(C)CC4=C(C(=O)C(NCCS(=O)(=O)O)=CC4=O)[C@]3(C)CC[C@]12C

InChIKey:

                        VAKPXKVWVASDOM-QQUTXWOLSA-N
                        
                    

InChI:

InChI=1S/C23H31NO5S/c1-14-6-5-7-18-21(14,2)8-9-22(3)19-15(13-23(18,22)4)17(25)12-16(20(19)26)24-10-11-30(27,28)29/h6,12,18,24H,5,7-11,13H2,1-4H3,(H,27,28,29)/t18-,21-,22+,23+/m1/s1

Calculated Properties

ALogP:

3.369 lipophilicity

TPSA:

100.54 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.6522 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001917

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Erythroxylane 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.

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