SCS-C000957

cembranoid 3

Pathway: Terpenoids Superclass: Diterpenoids Class: Cembrane diterpenoids

Chemical Structure

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Source Information

Sarcophyton ehrenbergi (soft coral)

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

Weizhou Island

DOI: 10.1021/acs.joc.9b00030 · Chem

Drug-likeness (Lipinski Ro5)

Molecular Weight

374.5 Da

Threshold ≤ 500

ALogP

3.79

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H30O5

Molecular Weight:

374.4770 Da

SMILES:

CC(=O)OCC1=CC=C(C(C)C)CC[C@@](C)(O)C=CCC2=C[C@H](C1)OC2=O

InChIKey:

                        OSCIZPNOHXOYBZ-UNMCSNQZSA-N
                        
                    

InChI:

InChI=1S/C22H30O5/c1-15(2)18-8-7-17(14-26-16(3)23)12-20-13-19(21(24)27-20)6-5-10-22(4,25)11-9-18/h5,7-8,10,13,15,20,25H,6,9,11-12,14H2,1-4H3/t20-,22-/m0/s1

Calculated Properties

ALogP:

3.791 lipophilicity

TPSA:

72.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.5455 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000957

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	—	TNF-α	8.5 μM	10.1021/acs.joc.9b00030 Chem

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