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Details

Stereochemistry ABSOLUTE
Molecular Formula C37H50N2O10
Molecular Weight 682.8003
Optical Activity UNSPECIFIED
Defined Stereocenters 14 / 14
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Methyllycaconitine

SMILES

CCN1C[C@]4(COC(=O)C2=CC=CC=C2N3C(=O)C[C@H](C)C3=O)CC[C@H](OC)[C@]56[C@@H]7C[C@H]8[C@H](OC)[C@@H]7[C@](O)(C[C@@H]8OC)[C@@](O)([C@@H](OC)[C@H]45)[C@@H]16

InChI

InChIKey=XLTANAWLDBYGFU-HTWFBASDSA-N
InChI=1S/C37H50N2O10/c1-7-38-17-34(18-49-32(42)20-10-8-9-11-23(20)39-26(40)14-19(2)31(39)41)13-12-25(46-4)36-22-15-21-24(45-3)16-35(43,27(22)28(21)47-5)37(44,33(36)38)30(48-6)29(34)36/h8-11,19,21-22,24-25,27-30,33,43-44H,7,12-18H2,1-6H3/t19-,21+,22+,24-,25-,27+,28-,29+,30-,33-,34-,35+,36+,37+/m0/s1

HIDE SMILES / InChI

Molecular Formula C37H50N2O10
Molecular Weight 682.8003
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 14 / 14
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Methyllycaconitine is a diterpenoid alkaloid found in many species of Delphinium (larkspurs). Methyllycaconitine is a potent antagonist for α7-containing neuronal nicotinic receptors. Methyllycaconitine (as mellictin) is used in some countries as a myorelaxant for treatment of pyramidal and extrapyramidal motoric disorders, such as pyramidal insufficiency, Parkinson disease, meningocephalitis and other disorders.

CNS Activity

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
10.3 nM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Mellictin

PubMed

Sample Use Guides

In Vivo Use Guide
Methyllycaconitine is administered daily, as oral tablets, 0.02 g/day once daily. The dose is increased up to 5 times a day.
Route of Administration: Oral
In Vitro Use Guide
Binding to α7-containing neuronal nicotinic receptors was meaused using K28 cells, stably transfected with human α7 nicotinic receptor. [125I]α-bungarotoxin was used as a radioligand. Methyllycaconitine binds to α7 nicotinic receptor with Ki of 10.3 nM.
Substance Class Chemical
Record UNII
8H7EX9Z9QE
Record Status Validated (UNII)
Record Version