YOHIMBINE

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category Free-form
ATC G04BE04
UNII 2Y49VWD90Q
EPA CompTox DTXSID9040130

Structure

InChI Key BLGXFZZNTVWLAY-SCYLSFHTSA-N
Smiles COC(=O)[C@@H]1[C@H]2C[C@H]3c4[nH]c5ccccc5c4CCN3C[C@@H]2CC[C@@H]1O
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H26N2O3
Molecular Weight 354.45
AlogP 2.65
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 1.0
Polar Surface Area 65.56
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 26.0

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 8.4 - 140-520 -
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- - - 45 -
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- - - - 25.6
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Chemokine receptor CC chemokine receptor
- - - - -13-5
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Chemokine receptor CX3C chemokine receptor
- - - - 22
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Chemokine receptor CXC chemokine receptor
- - - - 21-21
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Glycohormone receptor Glycohormone receptor
- - - - 4
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) N-formyl methionyl peptide receptor N-formyl methionyl peptide receptor
- - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Neuropeptide receptor
- - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Orexin receptor
- - - - 9
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Prolactin-releasing peptide receptor
- - - - 1-1
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Vasopressin and oxytocin receptor
- - - - -1-5
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) Cannabinoid receptor
- - - - 20-35
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) Prostanoid receptor
- - - - 8
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR)
- - - - 20-35
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Acetylcholine receptor
- - - - 4
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
8.5 8-170 7.244-794.33 0.4-966 -5-107
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- - - - 102-102
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- - - - 30
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- - - - 1-86
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Bos taurus
- - - 49-200 -
Canis lupus familiaris
- - - 4 -
Cavia porcellus
- - 12.59-43.65 - 25.6
Cricetulus griseus
- - - 33 -
Homo sapiens
8.5 8.4-95 - 0.42-966 -13-107
Mus musculus
- - 10.47 - -
Oryctolagus cuniculus
- - 147.91-794.33 35 -
Rattus norvegicus
- 58-96 22.39-302 45-505 -
hamster
- - - 1.1 -
opossum
- - - 0.4-0.6 -

Related Entries

Cross References

Resources Reference
ChEBI 10093
ChEMBL CHEMBL15245
DrugBank DB01392
DrugCentral 3659
FDA SRS 2Y49VWD90Q
Human Metabolome Database HMDB0015464
Guide to Pharmacology 102
KEGG C09256
PharmGKB PA451946
PubChem 8969
SureChEMBL SCHEMBL33954
ZINC ZINC000003860825
CONTENTS