HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Compound

Elymoclavine

HCID 440904
New noteNew reactionRequest quotes
Print preview
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
548-43-6
Standard SMILES
CN1CC(CO)=C[C@@H]2c3cccc4[nH]cc(c34)C[C@H]21
InChIKey
DAVNRFCJMIONPO-UKRRQHHQSA-N
Molecular formula
C16H18N2O
Average molar mass
254.33 g/mol
Monoisotopic mass
254.1419132

Overview

Elymoclavine is an alkaloid.

Names & identifiers

Preferred name
Elymoclavine
IUPAC
[(6aR,10aR)-7-methyl-6,6a,8,10a-tetrahydro-4H-indolo[4,3-fg]quinolin-9-yl]methanol
English name
elymoclavine
Molecular formula
C16H18N2O
Molecular weight
254.33

Names & synonyms

ELYMOCLAVINE548-43-68,9-Didehydro-6-methylergoline-8-methanol5LR46DLO0DDTXSID70970145[(6aR,10aR)-7-methyl-6,6a,8,10a-tetrahydro-4H-indolo[4,3-fg]quinolin-9-yl]methanolNSC-109431elymoklavine((6aR,10aR)-7-methyl-6,6a,8,10a-tetrahydro-4H-indolo(4,3-fg)quinolin-9-yl)methanolRefChem:136563((6aR,10aR)-7-methyl-6,6a,8,10a-tetrahydro-4H-indolo(4,3-fg)quinoline-9-yl)methanolDTXCID601766338
Show more names
ElymoclavinErgoline-8-Methanol,8,9-didehydro-6-Methyl-
(6-methyl-6,11-diazatetracyclo(7.6.1.02,7.012,16)hexadeca-1(16),3,9,12,14-pentaen-4-yl)methanol208-948-9Elimoclavin((6aR,10aR)-7-Methyl-4,6,6a,7,8,10a-hexahydroindolo[4,3-fg]quinolin-9-yl)methanolSpectrum5_001634UNII-5LR46DLO0DDAVNRFCJMIONPO-UKRRQHHQSA-N8,9-Didehydro-6-methylergoline-8-methanol; NSC 109431; D-8,9-Didehydro-6-methylergoline-8-methanol;

Database identifiers

CAS
548-43-6
PubChem CID
440904
DTXSID
DTXSID70970145
ChEMBL
CHEMBL3706997
ChEBI
CHEBI:4777
UNII
5LR46DLO0D
EC Number
208-948-9
Nikkaji
J6.446G

Properties

Computed structural properties

XLogP
1.3
Topological polar surface area
39.3 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
1
Heavy atoms
19
Formal charge
0
Complexity
394

Physicochemical properties

Melting point
251 °C · 251°C (rough estimate)
Boiling point
397.54 °C · 397.54°C (rough estimate)
alpha
20 · D20 -59° (c = 0.1 in ethanol) (Abe); D20 -152° (c = 0.9 in pyridine) (Stoll)
Density
1.0398 · 1.0398 (rough estimate)
refractive index
1.624 · 1.6240 (estimate)
storage temp.
Amber Vial, Refrigerator, Under inert atmosphere
solubility
DMSO (Slightly), Methanol (Slightly), Pyridine (Slightly, Sonicated)
form
Solid
pka
14 · 14+-.0.10(Predicted)
color
White to Off-White
Stability
Light Sensitive
FDA UNII
5 LR46DLO0D · 5LR46DLO0D

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Toxicology

Treatment · 1 item

Treatment for ergotism consists of vasodilators, anticoagulants and low molecular weight dextrans. If necessary, a sympathetic nerve blockade may be carried out, such as brachial plexus blockade. Temporary sedation (e.g. haloperidol) will be necessary in hallucination and diazepam is used for convulsions. There is no specific antidote. (L1921)

Health EffectsIngestion of ergoline alkaloids is known to cause the disease ergotism. Ergotism occurs in two forms, gangrenous and convulsive, likely depending on the different kinds and amounts of ergoline alkaloids present. (A2913)
Exposure RoutesOral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)
Toxicity Summary · 1 item

Ergoline alkaloids tend to act as a group, producing complex and variable effects of partial agonism or antagonism at adrenergic, dopaminergic, and serotonergic receptors. Variables relating to these effects are influenced by the agent, dosage, species, tissue, physiological, and endocrinological state, and experimental conditions. In particular, ergoline alkaloids have been shown to have the significant affinity towards the 5-HT1 and 5-HT2 serotonin receptors, D1 and D2 dopamine receptors, and alpha-adrenergic receptors. This can result in a number of different effects, including vasoconstriction, convulsions, and hallucinations. (A2914, A2915, A2916)

Signs and Symptoms · 1 item

Convulsive ergotism can cause painful seizures and spasms, diarrhea, paresthesias, itching, headaches, nausea and vomiting. Usually the gastrointestinal effects precede the central nervous system effects. As well as seizures there can be hallucinations and mental effects including mania or psychosis. Gangrenous ergotism causes dry gangrene as a result of vasoconstriction induced in the more poorly vascularized distal structures, such as the fingers and toes. Symptoms include desquamation, weak periphery pulse, loss of peripheral sensation, edema and ultimately the death and loss of affected tissues. (L1920)

Chemistry & industry

Uses & manufacturing

UsesAgroclavine is a naturally occuring alkaloid of the ergoline family. Like other ergoline alkaloids, it occurs in various species of vines of the Convolvulaceae (morning glory) family and in some species of lower fungi. (L1918)

Applications

UsesElymoclavin is an ergot alkaloid in Morning Glory cultivars.

Additional notes

DefinitionChEBI: Elymoclavine is an alkaloid.

Related reactions

0 records
New reaction record

No reaction records under the current filter.

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
More actions
New noteNew reactionRequest quotes
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).