Bromocriptine mesylate (CHEM016245)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:24:19 UTC
Update Date2016-11-09 01:15:21 UTC
Accession NumberCHEM016245
Identification
Common NameBromocriptine mesylate
ClassSmall Molecule
Description
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(5'alpha)-2-Bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulfonateChEBI
2-Bromo-alpha-ergocryptine mesylateChEBI
Bromocriptine mesilateChEBI
Bromocriptine mesylateChEBI
ParlodelChEBI
PravidelChEBI
(5'a)-2-Bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulfonateGenerator
(5'a)-2-Bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulfonic acidGenerator
(5'a)-2-Bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulphonateGenerator
(5'a)-2-Bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulphonic acidGenerator
(5'alpha)-2-Bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulfonic acidGenerator
(5'alpha)-2-Bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulphonateGenerator
(5'alpha)-2-Bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulphonic acidGenerator
(5'Α)-2-bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulfonateGenerator
(5'Α)-2-bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulfonic acidGenerator
(5'Α)-2-bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulphonateGenerator
(5'Α)-2-bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulphonic acidGenerator
2-Bromo-a-ergocryptine mesylateGenerator
2-Bromo-a-ergocryptine mesylic acidGenerator
2-Bromo-alpha-ergocryptine mesylic acidGenerator
2-Bromo-α-ergocryptine mesylateGenerator
2-Bromo-α-ergocryptine mesylic acidGenerator
Bromocriptine mesilic acidGenerator
Bromocriptine mesylic acidGenerator
Bromocriptine methanesulfonic acidGenerator
Bromocriptine methanesulphonateGenerator
Bromocriptine methanesulphonic acidGenerator
2 Bromo alpha ergocryptineMeSH
2 Bromo alpha ergokryptineMeSH
2 BromoergocryptineMeSH
2 Bromoergocryptine mesylateMeSH
2 Bromoergocryptine methanesulfonateMeSH
2 BromoergokryptineMeSH
2-Bromo-alpha-ergocryptineMeSH
2-Bromo-alpha-ergokryptineMeSH
2-BromoergocryptineMeSH
2-Bromoergocryptine mesylateMeSH
2-Bromoergocryptine methanesulfonateMeSH
2-BromoergokryptineMeSH
BromocriptinMeSH
BromocriptineMeSH
BromocryptinMeSH
Mesylate, 2-bromoergocryptineMeSH
Mesylate, bromocriptineMeSH
Methanesulfonate, 2-bromoergocryptineMeSH
Chemical FormulaC33H44BrN5O8S
Average Molecular Mass750.710 g/mol
Monoisotopic Mass749.209 g/mol
CAS Registry Number22260-51-1
IUPAC Name(4R,7R)-10-bromo-N-[(1S,2S,4R,7S)-2-hydroxy-7-(2-methylpropyl)-5,8-dioxo-4-(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.0²,⁶]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid; methanesulfonic acid
Traditional Namebromocriptina; methanesulfonic acid
SMILESCS(O)(=O)=O.[H][C@@]12CCCN1C(=O)[C@]([H])(CC(C)C)N1C(=O)[C@@](O[C@@]21O)(N=C(O)[C@@]1([H])CN(C)[C@]2([H])CC3=C(Br)NC4=CC=CC(=C34)C2=C1)C(C)C
InChI IdentifierInChI=1S/C32H40BrN5O5.CH4O3S/c1-16(2)12-24-29(40)37-11-7-10-25(37)32(42)38(24)30(41)31(43-32,17(3)4)35-28(39)18-13-20-19-8-6-9-22-26(19)21(27(33)34-22)14-23(20)36(5)15-18;1-5(2,3)4/h6,8-9,13,16-18,23-25,34,42H,7,10-12,14-15H2,1-5H3,(H,35,39);1H3,(H,2,3,4)/t18-,23-,24+,25+,31-,32+;/m1./s1
InChI KeyNOJMTMIRQRDZMT-GSPXQYRGSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as lysergamides. These are amides of Lysergic acids.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassErgoline and derivatives
Sub ClassLysergic acids and derivatives
Direct ParentLysergamides
Alternative Parents
Substituents
  • Lysergic acid amide
  • Indoloquinoline
  • Benzoquinoline
  • N-acyl-alpha amino acid or derivatives
  • Pyrroloquinoline
  • Alpha-amino acid or derivatives
  • Quinoline
  • 3-alkylindole
  • Indole
  • Indole or derivatives
  • Isoindole or derivatives
  • Aralkylamine
  • N-alkylpiperazine
  • Aryl bromide
  • Aryl halide
  • 1,4-diazinane
  • Oxazolidinone
  • Piperazine
  • Substituted pyrrole
  • Benzenoid
  • Organosulfonic acid
  • Organosulfonic acid or derivatives
  • Organic sulfonic acid or derivatives
  • Alkanesulfonic acid
  • Methanesulfonate
  • Tertiary carboxylic acid amide
  • Pyrrolidine
  • Pyrrole
  • Heteroaromatic compound
  • Sulfonyl
  • Oxazolidine
  • Orthocarboxylic acid derivative
  • Amino acid or derivatives
  • Carboxamide group
  • Tertiary amine
  • Lactam
  • Tertiary aliphatic amine
  • Propargyl-type 1,3-dipolar organic compound
  • Alkanolamine
  • Organic 1,3-dipolar compound
  • Organoheterocyclic compound
  • Carboximidic acid
  • Carboximidic acid derivative
  • Carboxylic acid derivative
  • Oxacycle
  • Azacycle
  • Organosulfur compound
  • Organooxygen compound
  • Organic nitrogen compound
  • Amine
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organobromide
  • Organic oxygen compound
  • Organohalogen compound
  • Carbonyl group
  • Aromatic heteropolycyclic compound
Molecular FrameworkNot Available
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.072 g/LALOGPS
logP4.14ALOGPS
logP2.52ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)4.25ChemAxon
pKa (Strongest Basic)7ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area121.7 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity166.03 m³·mol⁻¹ChemAxon
Polarizability67.33 ųChemAxon
Number of Rings7ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0000000900-9c38379fc8e2d8cf3c33Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0000000900-9c38379fc8e2d8cf3c33Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-0000000900-9c38379fc8e2d8cf3c33Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0000000900-948677681a23da111137Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0000000900-948677681a23da111137Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-0000000900-948677681a23da111137Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDBSALT001209
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI ID3182
PubChem Compound ID31100
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available