Molecule

Daphnoline

AlkaPlorer ID: AK043352

Synonym: None

IUPAC Name: (1R,14S)-20,25-dimethoxy-15-methyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.29,12.13,7.114,18.027,31.022,33]hexatriaconta-3(36),4,6,9(35),10,12(34),18,20,22(33),24,26,31-dodecaene-6,21-diol

Structure

SMILES: COC1=C2C=C3C(=C1)CCN[C@@H]3CC1=CC=C(O)C(=C1)OC1=CC=C(C=C1)C[C@H]1C3=C(C=C(OC)C(O)=C3O2)CCN1C

InChI: InChI=1S/C35H36N2O6/c1-37-13-11-23-18-32(41-3)34(39)35-33(23)27(37)15-20-4-7-24(8-5-20)42-29-16-21(6-9-28(29)38)14-26-25-19-31(43-35)30(40-2)17-22(25)10-12-36-26/h4-9,16-19,26-27,36,38-39H,10-15H2,1-3H3/t26-,27+/m1/s1

InChIKey: AKGWXHYTRBFUAD-SXOMAYOGSA-N

Reference

139. Alkaloids of Daphnandra species. Part IV. Observations on repanduline

PubChem CID: 261477

CAS: 479-36-7

LOTUS: LTS0157702

SuperNatural Ⅲ: SN0007852-02

NPASS: NPC175890

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Rhododendron capitatum	Rhododendron	Ericaceae	Ericales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Cocculus trilobus	Cocculus	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Glycyrrhiza inflata	Glycyrrhiza	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Pyrus x nivalis	Pyrus	Rosaceae	Rosales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Crossopteryx febrifuga	Crossopteryx	Rubiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Rhodiola atuntsuensis	Rhodiola	Crassulaceae	Saxifragales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Artemisia palustris	Artemisia	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Passiflora suberosa	Passiflora	Passifloraceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Chionographis japonica	Chionographis	Melanthiaceae	Liliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 580.681

TPSA？: 92.65

MolLogP？: 6.214200000000007

Number of H-Donors: 3

Number of H-Acceptors: 8

RingCount: 8

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Entamoeba histolytica	Entamoeba histolytica	IC50	50.0	ug.mL-1	10.1007/s00044-011-9767-1