SCS-C003071

xylogranatin K

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

Hainan Island

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

Drug-likeness (Lipinski Ro5)

Molecular Weight

514.6 Da

Threshold ≤ 500

ALogP

5.44

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, ALogP) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C28H34O9

Molecular Weight:

514.5710 Da

SMILES:

COC(=O)C[C@@H]1[C@@H](C)c2oc(C3=CC(=O)O[C@@H](c4ccoc4)[C@]3(C)CCC(=O)O)cc2[C@H](OC)C1(C)C

InChIKey:

                        YBVQEMYZAAIYCJ-NXZFLPEMSA-N
                        
                    

InChI:

InChI=1S/C28H34O9/c1-15-18(12-22(31)33-5)27(2,3)26(34-6)17-11-20(36-24(15)17)19-13-23(32)37-25(16-8-10-35-14-16)28(19,4)9-7-21(29)30/h8,10-11,13-15,18,25-26H,7,9,12H2,1-6H3,(H,29,30)/t15-,18-,25+,26+,28-/m1/s1

Calculated Properties

ALogP:

5.435 lipophilicity

TPSA:

125.41 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.5357 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003071

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: CMNPD18538

Biological Activity Data

No bioactivity data available for this compound.

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