SCS-C002957

xylocarponoid A

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: 10.1016/j.tetlet.2009.11.123 · Tetrahedron Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

544.6 Da

Threshold ≤ 500

ALogP

2.83

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@H](C)C(=O)C([C@@H]2O[C@@]3(C)O[C@]4(O)CC[C@]5(C)[C@@H](c6ccoc6)OC(=O)[C@H]3[C@@H]5[C@]24O)=CC1(C)C

InChIKey:

                        ZMHIGAHKFSLFAV-GMXQXPCXSA-N
                        
                    

InChI:

InChI=1S/C29H36O10/c1-14-17(11-18(30)35-6)25(2,3)12-16(20(14)31)23-29(34)21-19-24(32)37-22(15-7-10-36-13-15)26(21,4)8-9-28(29,33)39-27(19,5)38-23/h7,10,12-14,17,19,21-23,33-34H,8-9,11H2,1-6H3/t14-,17-,19+,21-,22+,23-,26-,27-,28+,29-/m0/s1

Calculated Properties

ALogP:

2.826 lipophilicity

TPSA:

141.73 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (1 aromatic)

Chiral Centers:

Fsp³:

0.6897 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002957

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: CMNPD20638

Biological Activity Data

No bioactivity data available for this compound.

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