SCS-C003076

xylogranatin L

Pathway: Terpenoids Superclass: Triterpenoids Class: Limonoids

Chemical Structure

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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

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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

5.83

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:

CCO[C@H]1c2cc(C3=CC(=O)O[C@@H](c4ccoc4)[C@]3(C)CCC(=O)O)oc2[C@H](C)[C@@H](CC(=O)OC)C1(C)C

InChIKey:

                        LOSVYNNNYIQPGP-XKJRPDSYSA-N
                        
                    

InChI:

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

Calculated Properties

ALogP:

5.825 lipophilicity

TPSA:

125.41 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-C003076

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: CMNPD18539

Biological Activity Data

No bioactivity data available for this compound.

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