SCS-C005905

balanophonin

Pathway: Shikimates and Phenylpropanoids Superclass: Lignans Class: Neolignans

Chemical Structure

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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

Aquilaria sinensis (Chinese eaglewood)

Original source name: Aquilaria sinensis (Lour.) Gilg

Kingdom Viridiplantae Phylum Streptophyta Class Magnoliopsida Order Malvales Family Thymelaeaceae Genus Aquilaria Species Aquilaria sinensis

South China Sea

DOI: 10.3390/molecules15064011 · Molecules

Drug-likeness (Lipinski Ro5)

Molecular Weight

356.4 Da

Threshold ≤ 500

ALogP

2.83

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H20O6

Molecular Weight:

356.3740 Da

SMILES:

COc1cc([C@H]2Oc3c(OC)cc(/C=C\C=O)cc3[C@@H]2CO)ccc1O

InChIKey:

                        GWCSSLSMGCFIFR-UWXNHABZSA-N
                        
                    

InChI:

InChI=1S/C20H20O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h3-10,15,19,22-23H,11H2,1-2H3/b4-3-/t15-,19+/m0/s1

Calculated Properties

ALogP:

2.831 lipophilicity

TPSA:

85.22 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.2500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005905

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Lignans

NPClassifier Class:

Neolignans

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	SGC-7901 cell line	Compound 2 showed cytotoxic activity against SGC-7901 cell line	10.3390/molecules15064011 Molecules

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