Dihydroergocriptine (CHEM019921)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 06:37:50 UTC
Update Date2016-11-09 01:16:05 UTC
Accession NumberCHEM019921
Identification
Common NameDihydroergocriptine
ClassSmall Molecule
Descriptionalpha-Ergocryptine in which a single bond replaces the double bond between positions 9 and 10.
Contaminant Sources
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
12'-Hydroxy-2'-(1-methylethyl)-5'alpha-(2-methylpropyl)-9,10alpha-dihydroergotaman-3',6',18-trioneChEBI
9,10-Dihydro-alpha-ergocryptineChEBI
alpha-DihydroergocryptineChEBI
12'-Hydroxy-2'-(1-methylethyl)-5'a-(2-methylpropyl)-9,10a-dihydroergotaman-3',6',18-trioneGenerator
12'-Hydroxy-2'-(1-methylethyl)-5'α-(2-methylpropyl)-9,10α-dihydroergotaman-3',6',18-trioneGenerator
9,10-Dihydro-a-ergocryptineGenerator
9,10-Dihydro-α-ergocryptineGenerator
a-DihydroergocryptineGenerator
Α-dihydroergocryptineGenerator
Dihydro-a-ergocryptineGenerator
Dihydro-α-ergocryptineGenerator
Dihydroergocryptine monomesylateMeSH
Mesylate, dihydroergocryptineMeSH
Mesylate, dihydroergokryptineMeSH
Monomesylate, dihydroergokryptineMeSH
CriparMeSH
Dihydroergokryptine monomesylateMeSH
Monomesylate, dihydroergocryptineMeSH
Desitin brand OF dihydroergocryptine monomesylateMeSH
Dihydroergocryptine mesylateMeSH
Dihydroergokryptine mesylateMeSH
Hormosan brand OF dihydroergocryptine monomesylateMeSH
Taurus brand OF dihydroergocryptine monomesylateMeSH
AlmiridMeSH
Chemical FormulaC32H43N5O5
Average Molecular Mass577.726 g/mol
Monoisotopic Mass577.326 g/mol
CAS Registry Number25447-66-9
IUPAC Name(2R,4R,7R)-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),9,12,14-tetraene-4-carboximidic acid
Traditional Namedihydroergocryptine
SMILES[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=CNC4=CC=CC(=C34)[C@@]2([H])C1)C(C)C
InChI IdentifierInChI=1S/C32H43N5O5/c1-17(2)12-25-29(39)36-11-7-10-26(36)32(41)37(25)30(40)31(42-32,18(3)4)34-28(38)20-13-22-21-8-6-9-23-27(21)19(15-33-23)14-24(22)35(5)16-20/h6,8-9,15,17-18,20,22,24-26,33,41H,7,10-14,16H2,1-5H3,(H,34,38)/t20-,22-,24-,25+,26+,31-,32+/m1/s1
InChI KeyPBUNVLRHZGSROC-VTIMJTGVSA-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
  • 3-piperidinecarboxamide
  • Piperidinecarboxamide
  • Aralkylamine
  • N-alkylpiperazine
  • Benzenoid
  • 1,4-diazinane
  • Piperidine
  • Oxazolidinone
  • Piperazine
  • Tertiary carboxylic acid amide
  • Oxazolidine
  • Heteroaromatic compound
  • Pyrrolidine
  • Pyrrole
  • Tertiary aliphatic amine
  • Carboxamide group
  • Tertiary amine
  • Lactam
  • Orthocarboxylic acid derivative
  • Amino acid or derivatives
  • Oxacycle
  • Azacycle
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidic acid
  • Carboximidic acid derivative
  • Organoheterocyclic compound
  • Alkanolamine
  • Organic 1,3-dipolar compound
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Amine
  • Carbonyl group
  • Organonitrogen compound
  • Organooxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
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 Solubility0.14 g/LALOGPS
logP3.15ALOGPS
logP1.77ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)4.84ChemAxon
pKa (Strongest Basic)8.68ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area121.7 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity157.86 m³·mol⁻¹ChemAxon
Polarizability64.62 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, Positivesplash10-004i-0011090000-653b9d2f97cc25f22790Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0umi-2192030000-1b183a44d80df1ccfc43Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-7491000000-51b74f4c3ccf1a4ad37aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00or-0029060000-de359c4888b2c843249aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002s-6069060000-49f8ab4f70bac3811d1bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014j-9310000000-0665a043be5a0861975fSpectrum
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 IDDB11274
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 ID59919
PubChem Compound ID114948
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=15553103
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=1903079
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=8748631