SCS-C003015

xylomexicanin H

Pathway: Terpenoids Superclass: Triterpenoids Class: Limonoids Glycoside

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

542.7 Da

Threshold ≤ 500

ALogP

4.96

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C31H42O8

Molecular Weight:

542.6690 Da

SMILES:

CCC(C)O[C@@H]1[C@@H]2C=C3[C@@H]4CC(=O)O[C@@H](c5ccoc5)[C@]4(C)CC[C@@H]3[C@]3(C)[C@@H](CC(=O)OC)[C@@]1(C)CO[C@]23O

InChIKey:

                        KQWWSOSUGCYGHI-SBNOLXCASA-N
                        
                    

InChI:

InChI=1S/C31H42O8/c1-7-17(2)38-27-22-12-19-20(30(5)23(14-24(32)35-6)29(27,4)16-37-31(22,30)34)8-10-28(3)21(19)13-25(33)39-26(28)18-9-11-36-15-18/h9,11-12,15,17,20-23,26-27,34H,7-8,10,13-14,16H2,1-6H3/t17?,20-,21-,22-,23-,26-,27+,28+,29+,30+,31+/m0/s1

Calculated Properties

ALogP:

4.964 lipophilicity

TPSA:

104.43 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (1 aromatic)

Chiral Centers:

Fsp³:

0.7419 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003015

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Triterpenoids

NPClassifier Class:

Limonoids

Glycoside:

Yes

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD25703

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds