SCS-C003055

xylogranatin Q

Pathway: Terpenoids Superclass: Diterpenoids Class: Secolabdane diterpenoids

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

498.5 Da

Threshold ≤ 500

ALogP

4.80

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C27H30O9

Molecular Weight:

498.5280 Da

SMILES:

COC(=O)[C@H]1O[C@H]2c3cc(C4=CC(=O)O[C@@H](c5ccoc5)[C@]4(C)CCC(=O)O)oc3[C@H](C)[C@@H]1C2(C)C

InChIKey:

                        RLJCXBUXDWCLJW-GDYDIPKPSA-N
                        
                    

InChI:

InChI=1S/C27H30O9/c1-13-20-22(25(31)32-5)36-24(26(20,2)3)15-10-17(34-21(13)15)16-11-19(30)35-23(14-7-9-33-12-14)27(16,4)8-6-18(28)29/h7,9-13,20,22-24H,6,8H2,1-5H3,(H,28,29)/t13-,20+,22+,23+,24+,27-/m1/s1

Calculated Properties

ALogP:

4.798 lipophilicity

TPSA:

125.41 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (2 aromatic)

Chiral Centers:

Fsp³:

0.5185 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003055

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Secolabdane diterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD18544

Biological Activity Data

No bioactivity data available for this compound.

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