Molecule

3,4,5,6-tetradehydroajmalicine

AlkaPlorer ID: AK004112

Synonym: None

IUPAC Name: None

Structure

SMILES: COC(=O)C1=CO[C@@H](C)[C@H]2C[NH+]3C=CC4=C5C=CC=CC5=[NH+]C4=C3C[C@H]12

InChI: InChI=1S/C21H20N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-8,11-12,15-16H,9-10H2,1-2H3/p+2/t12-,15-,16+/m0/s1

InChIKey: WYTGDNHDOZPMIW-VBNZEHGJSA-P

Reference

Anhydronium bases from Rauvolfia serpentina

PubChem CID: 139490658

LOTUS: LTS0266096

SuperNatural Ⅲ: SN0423632-07

NPASS: NPC234086

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Urtica dioica	Urtica	Urticaceae	Rosales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Solanum lycopersicum	Solanum	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Bufo gargarizans	Bufo	Bufonidae	Anura	Amphibia	Chordata	Metazoa	Eukaryota
Mucuna pruriens	Mucuna	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Catharanthus roseus	Catharanthus	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Rauvolfia serpentina	Rauvolfia	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Duttaphrynus melanostictus	Duttaphrynus	Bufonidae	Anura	Amphibia	Chordata	Metazoa	Eukaryota

Properties Information

Molecule Weight: 350.4180000000001

TPSA？: 53.94

MolLogP？: -1.7133999999999965

Number of H-Donors: 2

Number of H-Acceptors: 3

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Acetylcholinesterase	IC50	780.0	nM	10.1021/acs.jmedchem.0c01887
Homo sapiens	Acetylcholinesterase	Ratio IC50	10.0	None	10.1039/C2MD20076G
Homo sapiens	Cytochrome P450 2D6	Ki	2200.0	nM	10.1021/jm00061a004

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT010998	COC(=O)C1=CO[C@@H](C)[C@H]2CN3CCc4c([nH]c5ccccc45)[C@@H]3C[C@H]12>>COC(=O)C1=CO[C@@H](C)[C@H]2C[n+]3ccc4c([n-]c5ccccc54)c3C[C@H]12	R05849
AKRT010999	COC(=O)C1=CO[C@@H](C)[C@H]2CN3CCc4c([nH]c5ccccc45)[C@@H]3C[C@H]12>>COC(=O)C1=CO[C@@H](C)[C@H]2C[n+]3ccc4c([nH]c5ccccc54)c3C[C@H]12	58132
AKRT011000	COC(=O)C1=CO[C@@H](C)[C@H]2C[N+]3=CCc4c([nH]c5ccccc45)[C@@H]3C[C@H]12>>COC(=O)C1=CO[C@@H](C)[C@H]2C[n+]3ccc4c([nH]c5ccccc54)c3C[C@H]12	58216