SCS-C007064

hainanxylogranin U

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

South China Sea

DOI: 10.1016/j.bioorg.2020.103903 · Bioorganic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

602.7 Da

Threshold ≤ 500

ALogP

3.06

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C32H42O11

Molecular Weight:

602.6770 Da

SMILES:

CCC(C)C(=O)O[C@@H]1[C@@H]2[C@H]3O[C@@]34[C@H](CC[C@@]3(C)[C@H](c5ccoc5)OC(=O)C[C@@]43O)[C@]3(C)[C@@H](CC(=O)OC)[C@]1(C)CO[C@]23O

InChIKey:

                        QJUDPSCANODXHW-GKTFJRTASA-N
                        
                    

InChI:

InChI=1S/C32H42O11/c1-7-16(2)26(35)42-24-22-25-31(43-25)18(29(5)19(12-20(33)38-6)27(24,3)15-40-32(22,29)37)8-10-28(4)23(17-9-11-39-14-17)41-21(34)13-30(28,31)36/h9,11,14,16,18-19,22-25,36-37H,7-8,10,12-13,15H2,1-6H3/t16?,18-,19+,22-,23+,24-,25-,27+,28+,29-,30+,31+,32-/m1/s1

Calculated Properties

ALogP:

3.065 lipophilicity

TPSA:

154.26 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

8 (1 aromatic)

Chiral Centers:

Fsp³:

0.7812 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007064

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

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
Enzyme inhibition	inhibition rate	human carboxylesterase 2 (CES2)	— Structured numeric value is not available in this record; see the primary reference.	10.1016/j.bioorg.2020.103903 Bioorganic Chemistry

Back to Compounds