SCS-C002995

xylogranatin I

Pathway: Terpenoids Superclass: Triterpenoids Class: Limonoids

Chemical Structure

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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

Hainan Island

DOI: 10.1002/chem.200700663 · Chemistry – A European Journal

Drug-likeness (Lipinski Ro5)

Molecular Weight

500.5 Da

Threshold ≤ 500

ALogP

4.78

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C27H32O9

Molecular Weight:

500.5440 Da

SMILES:

COC(=O)C[C@@H]1[C@@H](C)c2oc(C3=CC(=O)O[C@@H](c4ccoc4)[C@]3(C)CCC(=O)O)cc2[C@H](O)C1(C)C

InChIKey:

                        RNNCWMDVSDTVTM-POQNCUHDSA-N
                        
                    

InChI:

InChI=1S/C27H32O9/c1-14-17(11-21(30)33-5)26(2,3)24(32)16-10-19(35-23(14)16)18-12-22(31)36-25(15-7-9-34-13-15)27(18,4)8-6-20(28)29/h7,9-10,12-14,17,24-25,32H,6,8,11H2,1-5H3,(H,28,29)/t14-,17-,24+,25+,27-/m1/s1

Calculated Properties

ALogP:

4.781 lipophilicity

TPSA:

136.41 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.5185 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002995

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: CMNPD18536

Biological Activity Data

No bioactivity data available for this compound.

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