MALLOREPANIN


Source	Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	QLLMARJXKLXEEY-LXPSXXTQSA-N
Smiles	O[C@@H]1[C@H]2COC(=O)c3cc(O)c(O)c(O)c3c4c(O)c(OC(=O)c5cc(O)c(O)c(O)c5)c(O)cc4C(=O)O[C@@H]1[C@@H](O)[C@H](OC(=O)c6cc(O)c(O)c(O)c6)O2
InChI	InChI=1S/C34H26O22/c35-12-1-8(2-13(36)21(12)41)30(48)54-28-17(40)6-11-20(26(28)46)19-10(5-16(39)23(43)25(19)45)32(50)52-7-18-24(44)29(55-33(11)51)27(47)34(53-18)56-31(49)9-3-14(37)22(42)15(38)4-9/h1-6,18,24,27,29,34-47H,7H2/t18-,24-,27-,29+,34+/m1/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C34H26O22
Molecular Weight	786.56
AlogP	2.08
Hydrogen Bond Acceptor	22.0
Hydrogen Bond Donor	13.0
Number of Rotational Bond	6.0
Polar Surface Area	377.42
Molecular species	ACID
Aromatic Rings	4.0
Heavy Atoms	56.0

Reference

Journal : Phytochemistry

Title : Bioactive ellagitannins from Cunonia macrophylla, an endemic Cunoniaceae from New Caledonia.

PubMed ID : 15652581

DOI : 10.1016/j.phytochem.2004.11.016

Year : 2005

Volume : 66

Issue : 2

First Page : 241

Last Page : 247

Authors : Fogliani B, Raharivelomanana P, Bianchini JP, Bouraïma-Madjèbi S, Hnawia E.

Abstract : Chemical study of Cunonia macrophylla, a New Caledonian Cunoniaceae, based on bioactive effects of a crude methanol extract of the leaves, detected bioactive tannins for the first time in this plant family. These ellagitannins have been identified as ellagic acid-4-O-beta-D-xylopyranoside (6), mallorepanin (3), mallotinic acid (1) along with corilagin (2), chebulagic acid (4), ellagic acid (5) and gallic acid (7) and have been shown to possess antimicrobial activity and to inhibit xanthine oxidase. Antimicrobial effects on bacterial human pathogens (Staphylococcus aureus, Corynebacterium accolans) and on a plant pathogen (Erwinia carotovora) as well as on a human pathogenic yeast (Candida albicans) were investigated. Activity is reported here for the first time for compounds 1, 3, 4 and 6. The inhibitory effects of all molecules against xanthine oxidase in relation to their structure was evaluated and compared. Compound 6 presented the best activity and seems to be of considerable interest for further studies.

Reference

Journal : Phytochemistry

Title : Bioactive ellagitannins from Cunonia macrophylla, an endemic Cunoniaceae from New Caledonia.

PubMed ID : 15652581

DOI : 10.1016/j.phytochem.2004.11.016

Year : 2005

Volume : 66

Issue : 2

First Page : 241

Last Page : 247

Authors : Fogliani B, Raharivelomanana P, Bianchini JP, Bouraïma-Madjèbi S, Hnawia E.

Reference

Journal : Phytochemistry

Title : Bioactive ellagitannins from Cunonia macrophylla, an endemic Cunoniaceae from New Caledonia.

PubMed ID : 15652581

DOI : 10.1016/j.phytochem.2004.11.016

Year : 2005

Volume : 66

Issue : 2

First Page : 241

Last Page : 247

Authors : Fogliani B, Raharivelomanana P, Bianchini JP, Bouraïma-Madjèbi S, Hnawia E.

Reference

Journal : Phytochemistry

Title : Bioactive ellagitannins from Cunonia macrophylla, an endemic Cunoniaceae from New Caledonia.

PubMed ID : 15652581

DOI : 10.1016/j.phytochem.2004.11.016

Year : 2005

Volume : 66

Issue : 2

First Page : 241

Last Page : 247

Authors : Fogliani B, Raharivelomanana P, Bianchini JP, Bouraïma-Madjèbi S, Hnawia E.

Reference

Journal : Phytochemistry

Title : Bioactive ellagitannins from Cunonia macrophylla, an endemic Cunoniaceae from New Caledonia.

PubMed ID : 15652581

DOI : 10.1016/j.phytochem.2004.11.016

Year : 2005

Volume : 66

Issue : 2

First Page : 241

Last Page : 247

Authors : Fogliani B, Raharivelomanana P, Bianchini JP, Bouraïma-Madjèbi S, Hnawia E.

Assay Description	Organism	Bioactivity
Inhibition of xanthine oxidase assessed as conversion of xanthine to uric acid incubated for 3 min	None	100000.0 nM
Antimicrobial activity against Candida albicans at 100 ug after 24 hr by disk diffusion method	Candida albicans	10.0 mm
Antimicrobial activity against Corynebacterium accolens at 100 ug after 24 hr by disk diffusion method	Corynebacterium accolens	10.0 mm
Antimicrobial activity against Staphylococcus aureus at 100 ug after 24 hr by disk diffusion method	Staphylococcus aureus	10.0 mm
Antimicrobial activity against Pectobacterium carotovorum at 100 ug after 24 hr by disk diffusion method	Pectobacterium carotovorum	15.0 mm

Cross References

Resources	Reference
ChEMBL	CHEMBL2289445
PubChem	11479809

CONTENTS

Structure
Chemical and Physical Properties