Ergotaminine
Basic information
- CAS
639-81-6- Standard SMILES
CN1C[C@@H](C(=O)N[C@]2(C)O[C@@]3(O)[C@@H]4CCCN4C(=O)[C@H](Cc4ccccc4)N3C2=O)C=C2c3cccc4[nH]cc(c34)C[C@H]21- InChIKey
XCGSFFUVFURLIX-BRMNWJGKSA-N- Molecular formula
- C33H35N5O5
- Average molar mass
- 581.7 g/mol
- Monoisotopic mass
- 581.26381923
Overview
ergotaminine has been reported in Festuca rubra with data available.
Names & identifiers
- Preferred name
- Ergotaminine
- IUPAC
- (6aR,9S)-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]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
- English name
- ERGOTAMININE (100 MG) (LIST CHEMICAL)
- Molecular formula
- C33H35N5O5
- Molecular weight
- 581.66
Names & synonyms
ErgotaminineIsoergotamine639-81-68A16V7W7F9DTXSID40980817(6aR,9S)-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]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamideErgotaman-3',6',18-trione, 12'-hydroxy-2'-methyl-5'-(phenylmethyl)-, (5'alpha,8alpha)-(6aR,9S)-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)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo(4,3-fg)quinoline-9-carboxamideRefChem:591075DTXCID501408090Ergotaminine (100 mg) (List Chemical)Cornutamine
Show more names
Ergotaminine (List Chemical) (1241550)(8α)-12'-Hydroxy-2'-methyl-5'α-(phenylmethyl)ergotaman-3',6',18-trioneErgotaman-3',6',18-trione, 12'-hydroxy-2'-methyl-5'-(phenylmethyl)-, (5'α,8α)-
UNII-8A16V7W7F9ERGOTAMININE [MI]ERGOTAMININE [USP-RS]SCHEMBL453882orb2813869XCGSFFUVFURLIX-BRMNWJGKSA-NTN8338Ergotaminine dried down 25 microg/mL
Properties
Computed structural properties
- XLogP
- 2
- Topological polar surface area
- 118 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 4
- Heavy atoms
- 43
- Formal charge
- 0
- Complexity
- 1,220
Experimental & physicochemical properties
Human DrugsBreast Feeding; Lactation; Milk, Human; Adrenergic Alpha-Agonists; Analgesics, Non-Narcotic; Ergot Alkaloids; Vasoconstrictor Agents
Physicochemical properties
- Melting point
- 252 °C · 252°C (rough estimate)
- Boiling point
- 639.99 °C · 639.99°C (rough estimate)
- alpha
- 20 · D20 +369° (c = 0.5 in chloroform)
- Density
- 1.2118 · 1.2118 (rough estimate)
- refractive index
- 1.75 · 1.7500 (estimate)
- pka
- 9.62 · 9.62±0.60(Predicted)
- FDA UNII
- 8 A16V7W7F9 · 8A16V7W7F9
- Symbol(GHS)
- 8 · GHS08,GHS06
- Signal word
- Danger
- Hazard statements
- 301 · H301-H331-H311-H361
- Precautionary statements
- 264 · P264-P270-P301+P310-P321-P330-P405-P501-P261-P271-P304+P340-P311-P321-P403+P233-P405-P501-P201-P202-P281-P308+P313-P405-P501-P280-P302+P352-P312-P322-P361-P363-P405-P501
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P203, P261, P262, P264, P270, P271, P280, P301+P316, P302+P352, P304+P340, P316, P318, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Toxicology
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
Safety data
- ridadr
- 1544
- hs_code
- 2939690000
- Signal word
- Danger
- Symbol(GHS)
- GHS08,GHS06
- hazard_class
- 6.1(b)
- packing_group
- III
- Hazard statements
- H301-H331-H311-H361
- Precautionary statements
- P264-P270-P301+P310-P321-P330-P405-P501-P261-P271-P304+P340-P311-P321-P403+P233-P405-P501-P201-P202-P281-P308+P313-P405-P501-P280-P302+P352-P312-P322-P361-P363-P405-P501
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Drugs that stimulate contraction of the myometrium. They are used to induce LABOR, OBSTETRIC at term, to prevent or control postpartum or postabortion hemorrhage, and to assess fetal status in high risk pregnancies. They may also be used alone or with other drugs to induce abortions (ABORTIFACIENTS). Oxytocics used clinically include the neurohypophyseal hormone OXYTOCIN and certain prostaglandins and ergot alkaloids. (From AMA Drug Evaluations, 1994, p1157)
Drugs used to cause constriction of the blood vessels.
Endogenous compounds and drugs that bind to and activate SEROTONIN RECEPTORS. Many serotonin receptor agonists are used as ANTIDEPRESSANTS; ANXIOLYTICS; and in the treatment of MIGRAINE DISORDERS.
A subclass of analgesic agents that typically do not bind to OPIOID RECEPTORS and are not addictive. Many non-narcotic analgesics are offered as NONPRESCRIPTION DRUGS.
Compounds that bind to and activate ADRENERGIC ALPHA-1 RECEPTORS.
Applications
UsesErgotaminine is the Epimer of Ergotamine (E599550), a antimigraine agent.
Related reactions
1 records
Compound notes
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