Molecule

Vincoside Lactam

AlkaPlorer ID: AK003861

Synonym: None

IUPAC Name: (1S,19R,20S)-19-ethenyl-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15-pentaen-14-one

Structure

SMILES: C=C[C@H]1C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C2C(=O)N3CCC4=C(NC5=CC=CC=C45)[C@@H]3C[C@H]21

InChI: InChI=1S/C26H30N2O8/c1-2-12-15-9-18-20-14(13-5-3-4-6-17(13)27-20)7-8-28(18)24(33)16(15)11-34-25(12)36-26-23(32)22(31)21(30)19(10-29)35-26/h2-6,11-12,15,18-19,21-23,25-27,29-32H,1,7-10H2/t12-,15+,18+,19-,21-,22+,23-,25?,26+/m1/s1

InChIKey: LBRPLJCNRZUXLS-KUPDLJLDSA-N

Reference

Alkaloids from the Leaves of <i>Uncaria rhynchophylla</i> and Their Inhibitory Activity on NO Production in Lipopolysaccharide-Activated Microglia

PubChem CID: 44567645

LOTUS: LTS0134171

NPASS: NPC174788

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Uncaria macrophylla	Uncaria	Rubiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Uncaria rhynchophylla	Uncaria	Rubiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Uncaria sinensis	Uncaria	Rubiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Nauclea officinalis	Nauclea	Rubiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Catharanthus roseus	Catharanthus	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 498.5320000000003

TPSA？: 144.71

MolLogP？: 0.4725000000000003

Number of H-Donors: 5

Number of H-Acceptors: 8

RingCount: 6

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
None	NON-PROTEIN TARGET	Activity	nan	None	10.1021/np8000305
None	Unchecked	IC50	16400.0	nM	10.1021/np8000305
None	Unchecked	Inhibition	24.3	%	10.1021/np8000305
None	Unchecked	Inhibition	38.6	%	10.1021/np8000305
None	Unchecked	Inhibition	65.7	%	10.1021/np8000305
None	Unchecked	Inhibition	71.8	%	10.1021/np8000305