SCS-C002878

xylomexicanin J

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

Hainan Island

DOI: 10.1021/acs.jnatprod.7b00305 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

544.6 Da

Threshold ≤ 500

ALogP

2.92

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H36O10

Molecular Weight:

544.5970 Da

SMILES:

COC(=O)C[C@H]1[C@@]2(C)CO[C@]3(O)[C@H]([C@H]2OC(C)=O)[C@H]2O[C@]24[C@@H]2CC(=O)O[C@@H](c5ccoc5)[C@]2(C)CC[C@@H]4[C@]13C

InChIKey:

                        GFCCQSCYPAWUBD-AWPCBHKNSA-N
                        
                    

InChI:

InChI=1S/C29H36O10/c1-14(30)37-23-21-24-28(39-24)16(27(4)17(10-19(31)34-5)26(23,3)13-36-29(21,27)33)6-8-25(2)18(28)11-20(32)38-22(25)15-7-9-35-12-15/h7,9,12,16-18,21-24,33H,6,8,10-11,13H2,1-5H3/t16-,17+,18-,21-,22+,23-,24-,25-,26-,27-,28-,29-/m1/s1

Calculated Properties

ALogP:

2.924 lipophilicity

TPSA:

134.03 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

8 (1 aromatic)

Chiral Centers:

Fsp³:

0.7586 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002878

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: CMNPD29893

Biological Activity Data

No bioactivity data available for this compound.

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