ContaminantDB: Dihydroergotoxine

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

Record Information

Version

1.0

Creation Date

2016-05-25 18:26:33 UTC

Update Date

2026-04-14 20:57:43 UTC

Accession Number

CHEM022276

Identification

Common Name

Dihydroergotoxine

Class

Small Molecule

Description

Contaminant Sources

HMDB Contaminants - Urine

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
CO-Dergocrine	MeSH
Alkaloids, hydrogenated ergot	MeSH
Dihydroergotoxin	MeSH
Ergot alkaloids, hydrogenated	MeSH
Hydrogenated ergot alkaloids	MeSH
Angionorm	MeSH
D Tamin retard l.u.t.	MeSH
D.H.E. 45	MeSH
DHE 45	MeSH
DHE ratiopharm	MeSH
DHE-puren	MeSH
Dihydroergotamine-sandoz	MeSH
Ergomimet	MeSH
Orstanorm	MeSH
Seglor	MeSH
DET MS	MeSH
DHE puren	MeSH
DHE45	MeSH
Dihydroergotamine methanesulfonate	MeSH
Ergont	MeSH
Hormosan brand OF dihydroergotamine mesylate	MeSH
Ikaran	MeSH
Pharmafrid brand OF dihydroergotamine mesylate	MeSH
Q-Pharm brand OF dihydroergotamine mesylate	MeSH
Sanol brand OF dihydroergotamine mesylate	MeSH
Schwarz brand OF dihydroergotamine mesylate	MeSH
Verla brand OF dihydroergotamine mesylate	MeSH
Xcel brand 1 OF dihydroergotamine mesylate	MeSH
Ergotam von CT	MeSH
Agit	MeSH
Aliud brand OF dihydroergotamine mesylate	MeSH
D-Tamin retard l.u.t.	MeSH
DHE-45	MeSH
DHE-ratiopharm	MeSH
Dihydergot	MeSH
Dihydroergotamin al	MeSH
Dihydroergotamine	MeSH
Dihydroergotamine sandoz	MeSH
Dihytamin	MeSH
Erganton	MeSH
Farmasan brand OF dihydroergotamine mesylate	MeSH
Fujisawa brand OF dihydroergotamine mesylate	MeSH
Mesylate, dihydroergotamine	MeSH
Novartis brand OF dihydroergotamine mesylate	MeSH
Q Pharm brand OF dihydroergotamine mesylate	MeSH
Shire brand OF dihydroergotamine mesylate	MeSH
Tamik	MeSH
Verladyn	MeSH
Ratiopharm brand OF dihydroergotamine mesylate	MeSH
Alpharma brand OF dihydroergotamine mesylate	MeSH
anto Brand OF dihydroergotamine mesylate	MeSH
Clavigrenin	MeSH
Desitin brand OF dihydroergotamine mesylate	MeSH
IPRAD brand OF dihydroergotamine mesylate	MeSH
Methanesulfonate, dihydroergotamine	MeSH
Migranal	MeSH
Pierre fabre brand OF dihydroergotamine mesylate	MeSH
Wernigeroide brand OF dihydroergotamine mesylate	MeSH
Xcel brand 2 OF dihydroergotamine mesylate	MeSH
CT Arzneimittel brand OF dihydroergotamine mesylate	MeSH
CT-Arzneimittel brand OF dihydroergotamine mesylate	MeSH
Dihydroergotoxine	MeSH
Dihydroergotamine mesylic acid	Generator
Von CT, ergotam	MeSH
(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 Formula

C₃₄H₄₁N₅O₈S

Average Molecular Mass

679.783 g/mol

Monoisotopic Mass

679.268 g/mol

CAS Registry Number

11032-41-0

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

SMILES

CS(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 Identifier

InChI=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 Key

ADYPXRFPBQGGAH-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.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Ergoline and derivatives

Sub Class

Lysergic acids and derivatives

Direct Parent

Ergotamines, 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 Framework

Not Available

External Descriptors

Not Available

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
logP	2.71	ChemAxon
pKa (Strongest Acidic)	9.71	ChemAxon
pKa (Strongest Basic)	8.39	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	118.21 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	159.39 m³·mol⁻¹	ChemAxon
Polarizability	61.93 Å³	ChemAxon
Number of Rings	8	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 GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9200000000-a6aedebec0989c761162	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0000009000-1ac4358ad4248c2aec50	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0000009000-1ac4358ad4248c2aec50	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-0000009000-1ac4358ad4248c2aec50	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0000009000-a2905fea221f6d7714cd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0000009000-a2905fea221f6d7714cd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-0000009000-a2905fea221f6d7714cd	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

Not Available

HMDB ID

HMDB0015404

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

4925595

ChEBI ID

Not Available

PubChem Compound ID

6420006

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

Dihydroergotoxine (CHEM022276)

Structure for CHEM022276: Dihydroergotoxine