Rhynchophylline

Rhynchophylline
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Systematic (IUPAC) name
	methyl (7β,16E,20α)-16-(methoxymethylene)-2-oxocorynoxan- 17-oate
Identifiers
CAS Number	76-66-4
ATC code	none
PubChem	CID: 3033948
ChEMBL	CHEMBL519266
Synonyms	methyl (E)-2-[(3R,6'R,7'S,8'aS)- 6'-ethyl- 2-oxospiro[1H-indole-3,1'- 3,5,6,7,8,8a-hexahydro- 2H-indolizine]- 7'-yl]- 3-methoxyprop- 2-enoate
Chemical data
Formula	C22H28N2O4
Molecular mass	384.46872 g/mol
	SMILES CC[C@H]1CN2CC[C@]3([C@@H]2C[C@@H]1/C(=C\OC)/C(=O)OC)C4=CC=CC=C4NC3=O ;
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Rhynchophylline is an alkaloid found in certain Uncaria species (Rubiaceae), notably Uncaria rhynchophylla^[1] and Uncaria tomentosa.^[2] It is a non-competitive NMDA antagonist (IC₅₀ = 43.2 microM) and calcium channel blocker.^[3]^[4] It also occurs naturally in the leaves of the Kratom tree (also a Rubiaceae) - A plant native to Thailand.^[5]

References

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