SCS-C002825

xylogranatin R

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.

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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

500.5 Da

Threshold ≤ 500

ALogP

3.98

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)C(=O)C(CC(=O)C2=CC(=O)O[C@@H](c3ccoc3)[C@]2(C)CCC(=O)O)=CC1(C)C

InChIKey:

                        IYEWDOOFXNMWEJ-BDXWEOCWSA-N
                        
                    

InChI:

InChI=1S/C27H32O9/c1-15-18(11-22(31)34-5)26(2,3)13-17(24(15)33)10-20(28)19-12-23(32)36-25(16-7-9-35-14-16)27(19,4)8-6-21(29)30/h7,9,12-15,18,25H,6,8,10-11H2,1-5H3,(H,29,30)/t15-,18-,25+,27-/m1/s1

Calculated Properties

ALogP:

3.985 lipophilicity

TPSA:

137.18 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.5185 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002825

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: CMNPD18545

Biological Activity Data

No bioactivity data available for this compound.

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