General
Preferred name
HARMANE
Synonyms
Loturine ()
HARMAN ()
Aribine ()
Harmane hydrochloride(486-84-0 Free base) ()
Harman, Aribine, Aribin, Locuturine, Locuturin, Loturine, Passiflorin, 1-Methylnorharman, NSC 54439 ()
Harman hydrochloride ()
HARMANE HYDROCHLORIDE ()
P&D ID
PD001546
CAS
486-84-0
21655-84-5
Tags
available
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure
P&D probe-likeness score
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION
Harmane is a benzodiazepine receptor inhibitor (IC50=7 ¦ÌM), with IC50 values for mACh, Opioid Receptor, MAO-A/B, and ¦Á2-adrenergic receptor of 24 ¦ÌM, 2.8 ¦ÌM, 0.5 ¦ÌM, 5 ¦ÌM, and 18 ¦ÌM, respectively. Harmane inhibits the I1 imidazoline receptor (IC50 = 30 nM) to reduce blood pressure and has antidepressant, anti-anxiety, anticonvulsant, and analgesic effects. Harmane inhibits dopamine biosynthesis by decreasing tyrosine hydroxylase (TH) activity and enhancing L-DOPA-induced cytotoxicity in PC12 cells. Additionally, Harmane can increase the mutagenic effect induced by 2-acetylaminofluorene (AAF)[1][2][3][4][5][6].
PRICE
29
DESCRIPTION
Harmane (Loturine) is a bio-active ??-Carboline and monoamine oxidase inhibitor found in coffee and tobacco smoke.
PRICE
30
DESCRIPTION
I1 imidazoline binding site agonist
(LOPAC library)
DESCRIPTION
Putative endogenous imidazoline ligand. Also MAO inhibitor
(Tocriscreen Total)
DESCRIPTION
Harmane is an endogenous ligand for imidazoline binding sites. It binds to I1-sites in rat kidney (IC50 = 31 nM) and I2-sites (Ki = 49 nM). Harmane also acts as a potent inhibitor of monoamine oxidase A and B (IC50 = 0.5 and 5 μM, respectively).
(BOC Sciences Bioactive Compounds)
DESCRIPTION
Harmane (Loturine) is a bio-active β-Carboline and monoamine oxidase inhibitor found in coffee and tobacco smoke.
(TargetMol Bioactive Compound Library)
DESCRIPTION
Harman hydrochloride can directly induce CYP1A1 gene expression in an AhR-dependent manner and may represent a novel mechanism by which harman promotes mutagenicity, co-mutagenicity and carcinogenicity.
(TargetMol Bioactive Compound Library)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Cell lines
0
Organisms
4
Compound Sets
9
BOC Sciences Bioactive Compounds
Drug Repurposing Hub
LOPAC library
MedChem Express Bioactive Compound Library
Selleckchem Bioactive Compound Library
The Spectrum Collection
Tocriscreen Total
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
46
Molecular Weight
182.08
Hydrogen Bond Acceptors
1
Hydrogen Bond Donors
1
Rotatable Bonds
0
Ring Count
3
Aromatic Ring Count
3
cLogP
3.02
TPSA
28.68
Fraction CSP3
0.08
Chiral centers
0.0
Largest ring
6.0
QED
0.57
Structural alerts
2
aggregator (Aggregator Advisor)
Aggregators
aggregator (ZINC)
Aggregators
Related compounds
Custom attributes
(extracted from source data)
Selectivity
I1
Target
CYP1A1
MAOA, MAOB
MAO
Adrenergic Receptor
GABA Receptor
Imidazoline Receptor
Monoamine Oxidase
nAChR
Opioid Receptor
Pathway
GPCR/G protein
Neuroscience
Membrane Transporter/Ion Channel
Neuronal Signaling
Metabolism
MOA
monoamine oxidase inhibitor
Source data
