SCS-C005844

agallochaol K

Pathway: Terpenoids Superclass: Diterpenoids Class: Secokaurane diterpenoids

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

Excoecaria agallocha (mangrove plant)

Original source name: Excoecaria agallocha L.

Kingdom Viridiplantae Phylum Streptophyta Class Magnoliopsida Order Malpighiales Family Euphorbiaceae Genus Excoecaria Species Excoecaria agallocha

Wenchang

DOI: 10.6023/cjoc202404024 · Chinese Journal of Organic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

318.5 Da

Threshold ≤ 500

ALogP

4.18

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H30O3

Molecular Weight:

318.4570 Da

SMILES:

C=C(C)[C@H]1CC[C@]23C=C(CO)[C@H](CC[C@H]2[C@]1(C)CCC(=O)O)C3

InChIKey:

                        ZFGRETYHECMQSD-YTYFBAJQSA-N
                        
                    

InChI:

InChI=1S/C20H30O3/c1-13(2)16-6-9-20-10-14(15(11-20)12-21)4-5-17(20)19(16,3)8-7-18(22)23/h11,14,16-17,21H,1,4-10,12H2,2-3H3,(H,22,23)/t14-,16-,17+,19-,20+/m1/s1

Calculated Properties

ALogP:

4.179 lipophilicity

TPSA:

57.53 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.7500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005844

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Secokaurane 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	NO production in LPS-induced BV-2 microglial cells	inhibition of NO production in LPS-induced BV-2 microglial cells)	10.6023/cjoc202404024 Chinese Journal of Organic Chemistry

Back to Compounds