SCS-C000998

agallochaol O

Pathway: Terpenoids Superclass: Diterpenoids Class: Kaurane and Phyllocladane 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

Beibu Gulf

DOI: 10.1016/j.phytochem.2010.08.011 · Phytochemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

464.6 Da

Threshold ≤ 500

ALogP

5.80

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H36O5

Molecular Weight:

464.6020 Da

SMILES:

CC1(C)C(=O)CC[C@]2(C)[C@@H]1CC[C@]13C=C(COC(=O)/C=C/c4ccc(O)c(O)c4)[C@H](CC[C@H]12)C3

InChIKey:

                        XIQQBVLJVNOJJU-JDKMDWHDSA-N
                        
                    

InChI:

InChI=1S/C29H36O5/c1-27(2)23-10-13-29-15-19(6-8-24(29)28(23,3)12-11-25(27)32)20(16-29)17-34-26(33)9-5-18-4-7-21(30)22(31)14-18/h4-5,7,9,14,16,19,23-24,30-31H,6,8,10-13,15,17H2,1-3H3/b9-5+/t19-,23-,24+,28-,29+/m1/s1

Calculated Properties

ALogP:

5.802 lipophilicity

TPSA:

83.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.5862 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000998

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Kaurane and Phyllocladane 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_percent	NF-κB, AP-1	> 40.0 %	10.1016/j.phytochem.2010.08.011 Phytochemistry

Back to Compounds