SCS-C006875

isoehrenbergol D

Pathway: Terpenoids Superclass: Diterpenoids Class: Cembrane diterpenoids

Chemical Structure

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Source Information

Sarcophyton ehrenbergi (soft coral)

Original source name: Sarcophyton ehrenbergi Marenzeller (Sarcophytidae)

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

South China Sea · -20 m · 20°54′-21°10′N, 109°00-109°15′E

DOI: 10.1016/j.phytochem.2022.113549 · Phytochemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

330.5 Da

Threshold ≤ 500

ALogP

4.64

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H30O3

Molecular Weight:

330.4680 Da

SMILES:

C/C1=C\CCC2=C[C@H](CC/C(CO)=C/C=C(C(C)C)CC1)OC2=O

InChIKey:

                        WXQJDSBZZFGVHS-SESYGXHLSA-N
                        
                    

InChI:

InChI=1S/C21H30O3/c1-15(2)18-10-7-16(3)5-4-6-19-13-20(24-21(19)23)12-9-17(14-22)8-11-18/h5,8,11,13,15,20,22H,4,6-7,9-10,12,14H2,1-3H3/b16-5+,17-8-,18-11?/t20-/m0/s1

Calculated Properties

ALogP:

4.640 lipophilicity

TPSA:

46.53 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.5714 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006875

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
Anti-inflammatory	inhibition rate	LPS-induced TNF-α production	< 50.0 %	10.1016/j.phytochem.2022.113549 Phytochemistry

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