SCS-C005877

xylogranatin A

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

Sanya

DOI: 10.1016/j.fitote.2022.105407 · Fitoterapia

Drug-likeness (Lipinski Ro5)

Molecular Weight

568.7 Da

Threshold ≤ 500

ALogP

4.64

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C32H40O9

Molecular Weight:

568.6630 Da

SMILES:

C/C=C(\C)C(=O)O[C@@H]1[C@@H]2C[C@]3(O)C4=CC(=O)O[C@@H](c5ccoc5)[C@]4(C)CC[C@@H]3[C@@](C)(C2=O)[C@@H](CC(=O)OC)C1(C)C

InChIKey:

                        FDDAHJOPFVIDEZ-MGMVRWQQSA-N
                        
                    

InChI:

InChI=1S/C32H40O9/c1-8-17(2)28(36)41-27-19-15-32(37)20(31(6,25(19)35)21(29(27,3)4)13-23(33)38-7)9-11-30(5)22(32)14-24(34)40-26(30)18-10-12-39-16-18/h8,10,12,14,16,19-21,26-27,37H,9,11,13,15H2,1-7H3/b17-8+/t19-,20-,21+,26+,27-,30-,31-,32-/m1/s1

Calculated Properties

ALogP:

4.644 lipophilicity

TPSA:

129.34 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.6250 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005877

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

Biological Activity Data

No bioactivity data available for this compound.

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