Molecule

yohimbine

AlkaPlorer ID: AK001221

Synonym: '', '17alpha-hydroxyyohimban-16alpha-carboxylic acid methyl ester', 'Yohimbine', 'quebrachine', 'beta-Yohimbine', 'SMR000440723', 'Quebrachin', '17-Epialloyohimbine', 'Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, monohydrochloride, (16.alpha.,17.alpha.)-', '3-epi-alpha-yohimbine', 'yohimbic acid methyl ester', 'Rauhimbin\nRauhimbine\nCorynanthin\nCOYNANTHINE\nCorynanthine\nYohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (16.beta.,17.alpha.)-\nYohimban-16.beta.-carboxylic acid, 17.alpha.-hydroxy-, methyl ester', 'MLSMR', '(+)-yohimbine', 'Yohimbine monohydrochloride', 'aphrodine', 'YOHIMBINE', '17-epi-Alloyohimbine', 'MLS000863574', '(3beta)-17alpha-hydroxyyohimban-16alpha-carboxylic acid methyl ester', 'Yohimbine, hydrochloride', 'corynine', 'Yohimban-16.alpha.-carboxylic acid, 17.alpha.-hydroxy-, methyl ester, monohydrochloride', 'Yohimbine hydrochloride', '.psi.-Yohimbine\nPSEUDOYOHIMBINE\nPseudoyohimbine\nYohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (3.beta.,16.alpha.,17.alpha.)-\n3.beta.-Yohimban-16.alpha.-carboxylic acid, 17.alpha.-hydroxy-, methyl ester', '(16alpha,17alpha)-17-hydroxyyohimban-16-carboxylic acid methyl ester', 'pseudoyohimbine', '(3R)-17alpha-hydroxyyohimban-16alpha-carboxylic acid methyl ester', 'Johimbin', 'Yohimbin'

IUPAC Name: methyl (1R,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate

Structure

SMILES: COC(=O)[C@@H]1[C@H]2C[C@@H]3C4=C(CCN3C[C@@H]2CC[C@@H]1O)C1=CC=CC=C1N4

InChI: InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15-,17+,18-,19+/m0/s1

InChIKey: BLGXFZZNTVWLAY-AECJZGCLSA-N

Reference

Indole alkaloids from Alstonia macrophylla

PubChem CID: 251562

CAS: 84-37-7

LOTUS: LTS0266111

NPASS: NPC2034

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Cestrum parqui	Cestrum	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Klasea quinquefolia	Klasea	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Haplopappus paucidentatus	Haplopappus	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Lomatia ilicifolia	Lomatia	Proteaceae	Proteales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Dictyostelium purpureum	Dictyostelium	Dictyosteliaceae	Dictyosteliales	Eumycetozoa	Evosea	None	Eukaryota
Talaromyces funiculosus	Talaromyces	Trichocomaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
Lomatia arborescens	Lomatia	Proteaceae	Proteales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Monostroma nitidum	Monostroma	Monostromataceae	Ulvales	Ulvophyceae	Chlorophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 354.45

TPSA？: 65.56

MolLogP？: 2.6471

Number of H-Donors: 2

Number of H-Acceptors: 4

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Acinetobacter baumannii	Acinetobacter baumannii	Inhibition	-4.53	%	10.6019/CHEMBL4296183
Candida albicans	Candida albicans	Inhibition	-3.73	%	10.6019/CHEMBL4296183
Cryptococcus neoformans	Cryptococcus neoformans	Inhibition	-8.25	%	10.6019/CHEMBL4296183
Escherichia coli	Escherichia coli	Inhibition	11.73	%	10.6019/CHEMBL4296183
Klebsiella pneumoniae	Klebsiella pneumoniae	Inhibition	-5.72	%	10.6019/CHEMBL4296183
Pseudomonas aeruginosa	Pseudomonas aeruginosa	Inhibition	12.07	%	10.6019/CHEMBL4296183
Staphylococcus aureus	Staphylococcus aureus	Inhibition	20.93	%	10.6019/CHEMBL4296183