SCS-C003099

xylomexicanin E

Pathway: Terpenoids Superclass: Triterpenoids Class: Limonoids

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

Xylocarpus granatum (Mangrove)

Kingdom Viridiplantae Phylum Streptophyta Class Magnoliopsida Order Sapindales Family Meliaceae Genus Xylocarpus Species Xylocarpus granatum

Hainan Island

DOI: 10.1016/j.tet.2014.04.062 · Tetrahedron

Drug-likeness (Lipinski Ro5)

Molecular Weight

483.6 Da

Threshold ≤ 500

ALogP

3.31

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C27H33NO7

Molecular Weight:

483.5610 Da

SMILES:

COC(=O)C[C@H]1[C@@H](C)C(=O)[C@H]2C[C@]3(CC[C@@]4(C)C(=CC(=O)O[C@@H]4c4ccoc4)C3=O)N[C@@H]2C1(C)C

InChIKey:

                        GHWNSHZRRTXLPH-RVSANVKCSA-N
                        
                    

InChI:

InChI=1S/C27H33NO7/c1-14-17(10-19(29)33-5)25(2,3)22-16(21(14)31)12-27(28-22)8-7-26(4)18(23(27)32)11-20(30)35-24(26)15-6-9-34-13-15/h6,9,11,13-14,16-17,22,24,28H,7-8,10,12H2,1-5H3/t14-,16-,17+,22+,24-,26+,27+/m1/s1

Calculated Properties

ALogP:

3.314 lipophilicity

TPSA:

111.91 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.6296 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003099

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Triterpenoids

NPClassifier Class:

Limonoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD25700

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds