Dihydroergotoxine (CHEM022276)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 18:26:33 UTC
Update Date2016-11-09 01:17:27 UTC
Accession NumberCHEM022276
Identification
Common NameDihydroergotoxine
ClassSmall Molecule
Description
Contaminant Sources
  • HMDB Contaminants - Urine
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
CO-DergocrineMeSH
Alkaloids, hydrogenated ergotMeSH
DihydroergotoxinMeSH
Ergot alkaloids, hydrogenatedMeSH
Hydrogenated ergot alkaloidsMeSH
AngionormMeSH
D Tamin retard l.u.t.MeSH
D.H.E. 45MeSH
DHE 45MeSH
DHE ratiopharmMeSH
DHE-purenMeSH
Dihydroergotamine-sandozMeSH
ErgomimetMeSH
OrstanormMeSH
SeglorMeSH
DET MSMeSH
DHE purenMeSH
DHE45MeSH
Dihydroergotamine methanesulfonateMeSH
ErgontMeSH
Hormosan brand OF dihydroergotamine mesylateMeSH
IkaranMeSH
Pharmafrid brand OF dihydroergotamine mesylateMeSH
Q-Pharm brand OF dihydroergotamine mesylateMeSH
Sanol brand OF dihydroergotamine mesylateMeSH
Schwarz brand OF dihydroergotamine mesylateMeSH
Verla brand OF dihydroergotamine mesylateMeSH
Xcel brand 1 OF dihydroergotamine mesylateMeSH
Ergotam von CTMeSH
AgitMeSH
Aliud brand OF dihydroergotamine mesylateMeSH
D-Tamin retard l.u.t.MeSH
DHE-45MeSH
DHE-ratiopharmMeSH
DihydergotMeSH
Dihydroergotamin alMeSH
DihydroergotamineMeSH
Dihydroergotamine sandozMeSH
DihytaminMeSH
ErgantonMeSH
Farmasan brand OF dihydroergotamine mesylateMeSH
Fujisawa brand OF dihydroergotamine mesylateMeSH
Mesylate, dihydroergotamineMeSH
Novartis brand OF dihydroergotamine mesylateMeSH
Q Pharm brand OF dihydroergotamine mesylateMeSH
Shire brand OF dihydroergotamine mesylateMeSH
TamikMeSH
VerladynMeSH
Ratiopharm brand OF dihydroergotamine mesylateMeSH
Alpharma brand OF dihydroergotamine mesylateMeSH
anto Brand OF dihydroergotamine mesylateMeSH
ClavigreninMeSH
Desitin brand OF dihydroergotamine mesylateMeSH
IPRAD brand OF dihydroergotamine mesylateMeSH
Methanesulfonate, dihydroergotamineMeSH
MigranalMeSH
Pierre fabre brand OF dihydroergotamine mesylateMeSH
Wernigeroide brand OF dihydroergotamine mesylateMeSH
Xcel brand 2 OF dihydroergotamine mesylateMeSH
CT Arzneimittel brand OF dihydroergotamine mesylateMeSH
CT-Arzneimittel brand OF dihydroergotamine mesylateMeSH
DihydroergotoxineMeSH
Dihydroergotamine mesylic acidGenerator
Von CT, ergotamMeSH
(4R,7R)-N-[(1S,2S,4R,7S)-7-Benzyl-2-hydroxy-4-methyl-5,8-dioxo-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-carboximidate
methanesulfonate
methanesulphonate
(4R,7R)-N-[(1S,2S,4R,7S)-7-Benzyl-2-hydroxy-4-methyl-5,8-dioxo-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
methanesulphonic acid
Chemical FormulaC34H41N5O8S
Average Molecular Mass679.783 g/mol
Monoisotopic Mass679.268 g/mol
CAS Registry Number11032-41-0
IUPAC Name(4R,7R)-N-[(1S,2S,4R,7S)-7-benzyl-2-hydroxy-4-methyl-5,8-dioxo-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-carboxamide; methanesulfonic acid
Traditional Name(4R,7R)-N-[(1S,2S,4R,7S)-7-benzyl-2-hydroxy-4-methyl-5,8-dioxo-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-carboxamide; methanesulfonic acid
SMILESCS(O)(=O)=O.[H][C@@]12CCCN1C(=O)[C@H](CC1=CC=CC=C1)N1C(=O)[C@](C)(NC(=O)[C@@H]3CC4C5=C6C(C[C@@]4([H])N(C)C3)=CNC6=CC=C5)O[C@@]21O
InChI IdentifierInChI=1S/C33H37N5O5.CH4O3S/c1-32(35-29(39)21-15-23-22-10-6-11-24-28(22)20(17-34-24)16-25(23)36(2)18-21)31(41)38-26(14-19-8-4-3-5-9-19)30(40)37-13-7-12-27(37)33(38,42)43-32;1-5(2,3)4/h3-6,8-11,17,21,23,25-27,34,42H,7,12-16,18H2,1-2H3,(H,35,39);1H3,(H,2,3,4)/t21-,23?,25-,26+,27+,32-,33+;/m1./s1
InChI KeyADYPXRFPBQGGAH-WVVAGBSPSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as ergotamines, dihydroergotamines, and derivatives. These are organic compounds containing an ergotamine moiety, which is structurally characterized by a benzyl substituent attached to the piperazine ring of the ergopeptine backbone.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassErgoline and derivatives
Sub ClassLysergic acids and derivatives
Direct ParentErgotamines, dihydroergotamines, and derivatives
Alternative Parents
Substituents
  • Dihydroergotamine
  • Ergotamine
  • Hybrid peptide
  • Alpha-dipeptide
  • Lysergic acid amide
  • Indoloquinoline
  • Benzoquinoline
  • Quinoline-3-carboxamide
  • N-acyl-alpha amino acid or derivatives
  • Pyrroloquinoline
  • Alpha-amino acid or derivatives
  • Quinoline
  • 3-alkylindole
  • Indole
  • Indole or derivatives
  • Isoindole or derivatives
  • Piperidinecarboxamide
  • 3-piperidinecarboxamide
  • Aralkylamine
  • N-alkylpiperazine
  • Benzenoid
  • Monocyclic benzene moiety
  • 1,4-diazinane
  • Oxazolidinone
  • Piperazine
  • Piperidine
  • Tertiary carboxylic acid amide
  • Heteroaromatic compound
  • Oxazolidine
  • Pyrrolidine
  • Pyrrole
  • Amino acid or derivatives
  • Lactam
  • Tertiary aliphatic amine
  • Secondary carboxylic acid amide
  • Orthocarboxylic acid derivative
  • Carboxamide group
  • Tertiary amine
  • Oxacycle
  • Organoheterocyclic compound
  • Azacycle
  • Alkanolamine
  • Carboxylic acid derivative
  • Organonitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Amine
  • Organooxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkNot Available
External DescriptorsNot Available
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
logP2.71ChemAxon
pKa (Strongest Acidic)9.71ChemAxon
pKa (Strongest Basic)8.39ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area118.21 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity159.39 m³·mol⁻¹ChemAxon
Polarizability61.93 ųChemAxon
Number of Rings8ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9200000000-a6aedebec0989c761162Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0000009000-1ac4358ad4248c2aec50Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0000009000-1ac4358ad4248c2aec50Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-0000009000-1ac4358ad4248c2aec50Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0000009000-a2905fea221f6d7714cdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0000009000-a2905fea221f6d7714cdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-0000009000-a2905fea221f6d7714cdSpectrum
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 IDNot Available
HMDB IDHMDB0015404
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 ID4925595
ChEBI IDNot Available
PubChem Compound ID6420006
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available