ContaminantDB: Bromocriptine mesylate

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 03:24:19 UTC

Update Date

2026-04-05 20:09:09 UTC

Accession Number

CHEM016245

Identification

Common Name

Bromocriptine mesylate

Class

Small Molecule

Description

Contaminant Sources

ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(5'alpha)-2-Bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulfonate	ChEBI
2-Bromo-alpha-ergocryptine mesylate	ChEBI
Bromocriptine mesilate	ChEBI
Bromocriptine mesylate	ChEBI
Parlodel	ChEBI
Pravidel	ChEBI
(5'a)-2-Bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulfonate	Generator
(5'a)-2-Bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulfonic acid	Generator
(5'a)-2-Bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulphonate	Generator
(5'a)-2-Bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulphonic acid	Generator
(5'alpha)-2-Bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulfonic acid	Generator
(5'alpha)-2-Bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulphonate	Generator
(5'alpha)-2-Bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulphonic acid	Generator
(5'Α)-2-bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulfonate	Generator
(5'Α)-2-bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulfonic acid	Generator
(5'Α)-2-bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulphonate	Generator
(5'Α)-2-bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulphonic acid	Generator
2-Bromo-a-ergocryptine mesylate	Generator
2-Bromo-a-ergocryptine mesylic acid	Generator
2-Bromo-alpha-ergocryptine mesylic acid	Generator
2-Bromo-α-ergocryptine mesylate	Generator
2-Bromo-α-ergocryptine mesylic acid	Generator
Bromocriptine mesilic acid	Generator
Bromocriptine mesylic acid	Generator
Bromocriptine methanesulfonic acid	Generator
Bromocriptine methanesulphonate	Generator
Bromocriptine methanesulphonic acid	Generator
2 Bromo alpha ergocryptine	MeSH
2 Bromo alpha ergokryptine	MeSH
2 Bromoergocryptine	MeSH
2 Bromoergocryptine mesylate	MeSH
2 Bromoergocryptine methanesulfonate	MeSH
2 Bromoergokryptine	MeSH
2-Bromo-alpha-ergocryptine	MeSH
2-Bromo-alpha-ergokryptine	MeSH
2-Bromoergocryptine	MeSH
2-Bromoergocryptine mesylate	MeSH
2-Bromoergocryptine methanesulfonate	MeSH
2-Bromoergokryptine	MeSH
Bromocriptin	MeSH
Bromocriptine	MeSH
Bromocryptin	MeSH
Mesylate, 2-bromoergocryptine	MeSH
Mesylate, bromocriptine	MeSH
Methanesulfonate, 2-bromoergocryptine	MeSH

Chemical Formula

C₃₃H₄₄BrN₅O₈S

Average Molecular Mass

750.710 g/mol

Monoisotopic Mass

749.209 g/mol

CAS Registry Number

22260-51-1

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 Name

bromocriptina; methanesulfonic acid

SMILES

CS(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 Identifier

InChI=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 Key

NOJMTMIRQRDZMT-GSPXQYRGSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as lysergamides. These are amides of Lysergic acids.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Ergoline and derivatives

Sub Class

Lysergic acids and derivatives

Direct Parent

Lysergamides

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 Framework

Not Available

External Descriptors

methanesulfonate salt (CHEBI:3182 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.072 g/L	ALOGPS
logP	4.14	ALOGPS
logP	2.52	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	4.25	ChemAxon
pKa (Strongest Basic)	7	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.7 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	166.03 m³·mol⁻¹	ChemAxon
Polarizability	67.33 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0000000900-9c38379fc8e2d8cf3c33	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0000000900-9c38379fc8e2d8cf3c33	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-0000000900-9c38379fc8e2d8cf3c33	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0000000900-948677681a23da111137	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0000000900-948677681a23da111137	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-0000000900-948677681a23da111137	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DBSALT001209

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

Not Available

ChEBI ID

3182

PubChem Compound ID

31100

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Bromocriptine mesylate (CHEM016245)

Structure for CHEM016245: Bromocriptine mesylate