Molecule

(-)-vincadifformine

AlkaPlorer ID: AK003731

Synonym: '(-)-Vincadifformine', 'MLS000072142', 'aspidospermidine-3-carboxylic acid, 2,3-didehydro-, methylester, (5alpha,12beta,19alpha)-', '(+)-Vincadifformine', 'vincadifformine', 'methyl (5S,12R,19S)-2,3-didehydroaspidospermidine-3-carboxylate', '(5alpha,12beta,19alpha)-2,3-didehydroaspidospermidine-3-carboxylic acid methyl ester', '3a-Ethyl-2,3,3a,4,6,11,12,12b-octahydro-1H-6,12a-diaza-indeno7,1-cdfluorene-5-carboxylic acid methyl ester', '5beta,12alpha,19beta-Vincadifformine', 'SMR000009045', 'Vincadifformine', 'MLSMR', '6,7-dihydrotabersonine', '6,7-Dihydrotabersonine'

IUPAC Name: methyl (1S,12R,19R)-12-ethyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,9-tetraene-10-carboxylate

Structure

SMILES: CC[C@@]12CCCN3CC[C@@]4(C(=C(C(=O)OC)C1)NC1=CC=CC=C14)[C@H]32

InChI: InChI=1S/C21H26N2O2/c1-3-20-9-6-11-23-12-10-21(19(20)23)15-7-4-5-8-16(15)22-17(21)14(13-20)18(24)25-2/h4-5,7-8,19,22H,3,6,9-13H2,1-2H3/t19-,20-,21-/m1/s1

InChIKey: GIGFIWJRTMBSRP-NJDAHSKKSA-N

Reference

Alkaloid‐Studien LII. Die Alkaloide aus <i>Vallesia dichotoma</i> R<scp>UIZ</scp><i>et</i> P<scp>AV</scp>

PubChem CID: 811594

LOTUS: LTS0186954

SuperNatural Ⅲ: SN0106455-03

NPASS: NPC244053

data_source: manually

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Drymonia macrophylla	Drymonia	Gesneriaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Ruta oreojasme	Ruta	Rutaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Ostrinia nubilalis	Ostrinia	Crambidae	Lepidoptera	Insecta	Arthropoda	Metazoa	Eukaryota
Gentiana pyrenaica	Gentiana	Gentianaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Bambusa chungii	Bambusa	Poaceae	Poales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Gloxinia erinoides	Gloxinia	Gesneriaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Streptomyces roseoviolaceus	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria
Abrus pulchellus	Abrus	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Brugmansia arborea	Brugmansia	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Vinca major	Vinca	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 338.451

TPSA？: 41.57

MolLogP？: 3.4452000000000016

Number of H-Donors: 1

Number of H-Acceptors: 4

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT007324	CCC1C=[N+]2CCc3c([nH]c4ccccc34)[C@@](COC(C)=O)(C(=O)OC)[C@H]1CC2>>CC[C@@]12CCCN3CC[C@@]4(C(=C(C(=O)OC)C1)Nc1ccccc14)[C@H]32	58588
AKRT009870	CC[C@@]12CCCN3CC[C@@]4(C(=C(C(=O)OC)C1)Nc1ccccc14)[C@H]32>>COC(=O)C1=C2Nc3ccccc3[C@]23CCN2CCC[C@]([C@H](C)O)(C1)[C@@H]23	61040