SCS-C007046

hainanxylogranin E

Pathway: Terpenoids Superclass: Triterpenoids Class: Limonoids Glycoside

Chemical Structure

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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

686.8 Da

Threshold ≤ 500

ALogP

2.81

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:

C36H46O13

Molecular Weight:

686.7510 Da

SMILES:

CC/C=C/C(C)C(=O)O[C@@H]1[C@@H]2[C@@H](OC(C)=O)[C@@]34OC2(O)[C@@](C)([C@@H](CC(=O)OC)C1(C)C)[C@H]3CC[C@]1(C)C4=CC(=O)O[C@H]1C1=CC(=O)OC1O

InChIKey:

                        XKAAEGNVDGTCPO-DQEZNUCXSA-N
                        
                    

InChI:

InChI=1S/C36H46O13/c1-9-10-11-17(2)30(41)48-28-26-29(45-18(3)37)35-20(34(7,36(26,43)49-35)21(32(28,4)5)15-23(38)44-8)12-13-33(6)22(35)16-25(40)46-27(33)19-14-24(39)47-31(19)42/h10-11,14,16-17,20-21,26-29,31,42-43H,9,12-13,15H2,1-8H3/b11-10+/t17?,20-,21+,26-,27+,28-,29-,31?,33-,34-,35-,36?/m1/s1

Calculated Properties

ALogP:

2.815 lipophilicity

TPSA:

181.19 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (0 aromatic)

Chiral Centers:

Fsp³:

0.6944 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007046

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)	30.0–64.0 %	10.1016/j.bioorg.2020.103903 Bioorganic Chemistry

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