SCS-C006764

secoisolariciresinol

Pathway: Shikimates and Phenylpropanoids Superclass: Lignans Class: Dibenzylbutane lignans

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

Catunaregam spinosa (NA)

Original source name: Catunaregam spinosa Tirveng

Kingdom Viridiplantae Phylum Streptophyta Class Magnoliopsida Order Gentianales Family Rubiaceae Genus Catunaregam Species Catunaregam spinosa

South China Sea

DOI: 10.1691/ph.2008.8505

Drug-likeness (Lipinski Ro5)

Molecular Weight

362.4 Da

Threshold ≤ 500

ALogP

2.12

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H26O6

Molecular Weight:

362.4220 Da

SMILES:

COc1cc(CC(CO)C(CO)Cc2ccc(O)c(OC)c2)ccc1O

InChIKey:

                        PUETUDUXMCLALY-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C20H26O6/c1-25-19-9-13(3-5-17(19)23)7-15(11-21)16(12-22)8-14-4-6-18(24)20(10-14)26-2/h3-6,9-10,15-16,21-24H,7-8,11-12H2,1-2H3

Calculated Properties

ALogP:

2.117 lipophilicity

TPSA:

99.38 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.4000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006764

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Lignans

NPClassifier Class:

Dibenzylbutane lignans

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