SCS-C001953

Lobophytumin D

Pathway: Terpenoids Superclass: Sesquiterpenoids Class: Eudesmane sesquiterpenoids

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

Lobophytum cristatum (NA)

Original source name: Lobophytum cristatum Tixier-Durivault

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Alcyoniidae Genus Lobophytum Species Lobophytum cristatum

Lingshui Bay · -20m

DOI: 10.1021/np2003325 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

272.5 Da

Threshold ≤ 500

ALogP

6.45

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C20H32

Molecular Weight:

272.5000 Da

SMILES:

C=C(CCC=C(C)C)[C@H]1CC[C@@]2(C)CCC=C(C)[C@@H]2C1

InChIKey:

                        MVDYCHZUKVXVBG-SLFFLAALSA-N
                        
                    

InChI:

InChI=1S/C20H32/c1-15(2)8-6-9-16(3)18-11-13-20(5)12-7-10-17(4)19(20)14-18/h8,10,18-19H,3,6-7,9,11-14H2,1-2,4-5H3/t18-,19-,20+/m0/s1

Calculated Properties

ALogP:

6.452 lipophilicity

TPSA:

0.00 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.7000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001953

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesquiterpenoids

NPClassifier Class:

Eudesmane sesquiterpenoids

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
Antitumor	IC50	A-549	35.66 ± 3.2 μM	10.1021/np2003325 Journal of Natural Products
Antitumor	IC50	A-549 (human lung adenocarcinoma); HCT-116 (human colon carcinoma)	37.1 ± 3.49 μM	10.1021/np2003325 Journal of Natural Products

Back to Compounds