Narcotoline

{{Chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 424711772

| ImageFile = Narcotoline structure.png

| ImageSize = 200px

| PIN = (3S)-3-[(5R)-4-Hydroxy-6-methyl-5,6,7,8-tetrahydro-2H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6,7-dimethoxy-2-benzofuran-1(3H)-one

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|Section1={{Chembox Identifiers

| CASNo_Ref = {{cascite|correct|??}}

| CASNo = 521-40-4

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = M5V1K1QE3F

| PubChem = 442330

| EINECS = 208-313-6

| SMILES = CN1CCC2=CC3=C(C(=C2[C@@H]1[C@@H]4C5=C(C(=C(C=C5)OC)OC)C(=O)O4)O)OCO3

| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}

| ChemSpiderID = 390785

| InChI = 1/C21H21NO7/c1-22-7-6-10-8-13-20(28-9-27-13)17(23)14(10)16(22)18-11-4-5-12(25-2)19(26-3)15(11)21(24)29-18/h4-5,8,16,18,23H,6-7,9H2,1-3H3/t16-,18+/m1/s1

| InChIKey = LMGZCSKYOKDBES-AEFFLSMTBE

| StdInChI_Ref = {{stdinchicite|changed|chemspider}}

| StdInChI = 1S/C21H21NO7/c1-22-7-6-10-8-13-20(28-9-27-13)17(23)14(10)16(22)18-11-4-5-12(25-2)19(26-3)15(11)21(24)29-18/h4-5,8,16,18,23H,6-7,9H2,1-3H3/t16-,18+/m1/s1

| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}

| StdInChIKey = LMGZCSKYOKDBES-AEFFLSMTSA-N

| RTECS =

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| ChEBI =

| KEGG_Ref = {{keggcite|changed|kegg}}

| KEGG = C09593

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|Section2={{Chembox Properties

| C=21 | H=21 | N=1 | O=7

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|Section3={{Chembox Hazards

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Narcotoline is an opiate alkaloid chemically related to noscapine. It binds to the same receptors in the brain as noscapine to act as an antitussive,{{cite journal | pmid = 3350041 | year = 1988 | last1 = Karlsson | first1 = MO | last2 = Dahlström | last3 = Neil | title = Characterization of high-affinity binding sites for the antitussive 3Hnoscapine in guinea pig brain tissue | volume = 145 | issue = 2 | pages = 195–203 | journal = European Journal of Pharmacology | doi = 10.1016/0014-2999(88)90230-0 | first2 = B | first3 = A}} and has also been used in tissue culture media.{{patent|US|2004063205|"Composition and method for culturing potentially regenerative cells and functional tissue-organs in vitro"}}