SCS-C002620

prexylogranatopyridine

Pathway: Terpenoids Superclass: Triterpenoids Class: Limonoids

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

Dongzhaigang

DOI: 10.1016/j.tet.2014.07.027 · Tetrahedron

Drug-likeness (Lipinski Ro5)

Molecular Weight

486.6 Da

Threshold ≤ 500

ALogP

3.72

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C27H34O8

Molecular Weight:

486.5610 Da

SMILES:

COC(=O)C[C@@H]1[C@@H](C)C(=O)C(C[C@@]2(O)C(=O)CC[C@]3(C)[C@H]2CC(=O)O[C@H]3c2ccoc2)=CC1(C)C

InChIKey:

                        IQTZFISWQDBFEU-KBFLVIBUSA-N
                        
                    

InChI:

InChI=1S/C27H34O8/c1-15-18(10-21(29)33-5)25(2,3)12-17(23(15)31)13-27(32)19-11-22(30)35-24(16-7-9-34-14-16)26(19,4)8-6-20(27)28/h7,9,12,14-15,18-19,24,32H,6,8,10-11,13H2,1-5H3/t15-,18-,19-,24+,26-,27+/m1/s1

Calculated Properties

ALogP:

3.725 lipophilicity

TPSA:

120.11 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.6296 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002620

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: CMNPD25699

Biological Activity Data

No bioactivity data available for this compound.

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