SCS-C002915

xylomexicanin I

Pathway: Terpenoids Superclass: Triterpenoids Class: Limonoids

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

482.5 Da

Threshold ≤ 500

ALogP

3.11

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C27H30O8

Molecular Weight:

482.5290 Da

SMILES:

COC(=O)C[C@@H]1[C@@H](C)C(=O)C2=C[C@@]3(O)C(=O)[C@H](C[C@]4(C)C3=CC(=O)O[C@H]4c3ccoc3)[C@H]2C1(C)C

InChIKey:

                        RWDBUPDEMDPZMV-OQZDVQLVSA-N
                        
                    

InChI:

InChI=1S/C27H30O8/c1-13-17(8-19(28)33-5)25(2,3)21-15(22(13)30)11-27(32)18-9-20(29)35-24(14-6-7-34-12-14)26(18,4)10-16(21)23(27)31/h6-7,9,11-13,16-17,21,24,32H,8,10H2,1-5H3/t13-,16-,17-,21+,24+,26-,27+/m1/s1

Calculated Properties

ALogP:

3.111 lipophilicity

TPSA:

120.11 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.5556 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002915

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: CMNPD29892

Biological Activity Data

No bioactivity data available for this compound.

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