panobinostat (CHEBI:85990)

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ChEBI Name	panobinostat

ChEBI ID	CHEBI:85990

Definition	A hydroxamic acid obtained by formal condensation of the carboxy group of (2E)-3-[4-({[2-(2-methylindol-3-yl)ethyl]amino}methyl)phenyl]prop-2-enoic acid with the amino group of hydroxylamine. A histone deacetylase inhibitor used (as its lactate salt) in combination with bortezomib and dexamethasone for the treatment of multiple myeloma.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information	ZINC000000967769

Download	Molfile XML SDF

Wikipedia	License
MPP+ (1-methyl-4-phenylpyridinium) is a positively charged organic molecule with the chemical formula C12H12N+. It is a monoaminergic neurotoxin that acts by interfering with oxidative phosphorylation in mitochondria by inhibiting complex I, leading to the depletion of ATP and eventual cell death. MPP+ arises in the body as the toxic metabolite of the closely related compound MPTP. MPTP is converted in the brain into MPP+ by the enzyme MAO-B, ultimately causing parkinsonism in primates by killing certain dopamine-producing neurons in the substantia nigra. The ability for MPP+ to induce Parkinson's disease has made it an important compound in Parkinson's research since this property was discovered in 1983. The chloride salt of MPP+ found use in the 1970s as an herbicide under the trade name cyperquat. Though no longer in use as an herbicide, cyperquat's closely related structural analog paraquat still finds widespread usage, raising some safety concerns.
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Formula

C21H23N3O2

Net Charge

Average Mass

349.42620

Monoisotopic Mass

349.17903

InChI

InChI=1S/C21H23N3O2/c1-15-18(19-4-2-3-5-20(19)23-15)12-13-22-14-17-8-6-16(7-9-17)10-11-21(25)24-26/h2-11,22-23,26H,12-14H2,1H3,(H,24,25)/b11-10+

InChIKey

FPOHNWQLNRZRFC-ZHACJKMWSA-N

SMILES

Cc1[nH]c2ccccc2c1CCNCc1ccc(\C=C\C(=O)NO)cc1

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	EC 3.5.1.98 (histone deacetylase) inhibitor An EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the function of histone deacetylase (EC 3.5.1.98).

Application(s):	angiogenesis modulating agent An agent that modulates the physiologic angiogenesis process. This is accomplished by endogenous angiogenic proteins and a variety of other chemicals and pharmaceutical agents. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	panobinostat (CHEBI:85990) has role angiogenesis modulating agent (CHEBI:50926) panobinostat (CHEBI:85990) has role antineoplastic agent (CHEBI:35610) panobinostat (CHEBI:85990) has role EC 3.5.1.98 (histone deacetylase) inhibitor (CHEBI:61115) panobinostat (CHEBI:85990) is a cinnamamides (CHEBI:23247) panobinostat (CHEBI:85990) is a hydroxamic acid (CHEBI:24650) panobinostat (CHEBI:85990) is a methylindole (CHEBI:38460) panobinostat (CHEBI:85990) is a secondary amino compound (CHEBI:50995) panobinostat (CHEBI:85990) is conjugate base of panobinostat(1+) (CHEBI:85992)

Incoming	panobinostat(1+) (CHEBI:85992) is conjugate acid of panobinostat (CHEBI:85990)

IUPAC Name

(2E)-N-hydroxy-3-[4-({[2-(2-methyl-1H-indol-3-yl)ethyl]amino}methyl)phenyl]prop-2-enamide

INN	Source
panobinostat	KEGG DRUG

Last Modified

22 February 2017