SCS-C003158

xylogranatin J

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: 10.1002/chem.200700663 · Chemistry – A European Journal

Drug-likeness (Lipinski Ro5)

Molecular Weight

528.6 Da

Threshold ≤ 500

ALogP

5.52

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, ALogP) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C29H36O9

Molecular Weight:

528.5980 Da

SMILES:

COC(=O)CC[C@]1(C)C(c2cc3c(o2)[C@H](C)[C@@H](CC(=O)OC)C(C)(C)[C@H]3OC)=CC(=O)O[C@H]1c1ccoc1

InChIKey:

                        UMJYPRYDRIWKHX-XKJRPDSYSA-N
                        
                    

InChI:

InChI=1S/C29H36O9/c1-16-19(13-23(31)34-6)28(2,3)27(35-7)18-12-21(37-25(16)18)20-14-24(32)38-26(17-9-11-36-15-17)29(20,4)10-8-22(30)33-5/h9,11-12,14-16,19,26-27H,8,10,13H2,1-7H3/t16-,19-,26+,27+,29-/m1/s1

Calculated Properties

ALogP:

5.524 lipophilicity

TPSA:

114.41 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.5517 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003158

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: CMNPD18537

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds