SCS-C002966

xylogranatin H

Pathway: Alkaloids Superclass: Nicotinic acid alkaloids Class: Pyridine alkaloids

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

Drug-likeness (Lipinski Ro5)

Molecular Weight

451.5 Da

Threshold ≤ 500

ALogP

4.25

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C26H29NO6

Molecular Weight:

451.5190 Da

SMILES:

CC1(C)[C@@H](O)c2cc3c(nc2[C@@]2(C)OC(=O)C[C@@H]12)CC[C@]1(C)[C@H]3CC(=O)O[C@H]1c1ccoc1

InChIKey:

                        YLSUPZOCEGYMQL-PQTKUSSNSA-N
                        
                    

InChI:

InChI=1S/C26H29NO6/c1-24(2)18-11-20(29)33-26(18,4)21-15(22(24)30)9-14-16-10-19(28)32-23(13-6-8-31-12-13)25(16,3)7-5-17(14)27-21/h6,8-9,12,16,18,22-23,30H,5,7,10-11H2,1-4H3/t16-,18-,22-,23-,25+,26-/m0/s1

Calculated Properties

ALogP:

4.250 lipophilicity

TPSA:

98.86 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (2 aromatic)

Chiral Centers:

Fsp³:

0.5769 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002966

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Nicotinic acid alkaloids

NPClassifier Class:

Pyridine alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD18535

Biological Activity Data

No bioactivity data available for this compound.

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