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narceine
Sign in to saveNarceine (also spelled narcein and narceen) is an opium alkaloid produced by the Papaver somniferum (opium poppy) plant. It is a bitter, crystalline compound with narcotic effects. It was formerly used as a substitute for morphine. Its name is derived from the Greek (nárkē), meaning numbness, and the postfix -ine referring to an alkaloid.
Chemical data
- Formula
- C23H27NO8
- Molecular weight
- 445.5 g/mol
- IUPAC name
- 6-[2-[6-[2-(dimethylamino)ethyl]-4-methoxy-1,3-benzodioxol-5-yl]acetyl]-2,3-dimethoxybenzoic acid
- SMILES
- CN(C)CCC1=CC2=C(C(=C1CC(=O)C3=C(C(=C(C=C3)OC)OC)C(=O)O)OC)OCO2
- InChIKey
- DEXMFYZAHXMZNM-UHFFFAOYSA-N
- XLogP
- 0.5
- Polar surface area
- 104 Ų
- H-bond donors
- 1
- H-bond acceptors
- 9
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 445.174
Show 3 more facts
- found in taxon
- Artemisia maritima
- chemical formula
- C₂₃H₂₇NO₈
- canonical SMILES
- CN(C)CCC1=CC2=C(C(=C1CC(=O)C3=C(C(=C(C=C3)OC)OC)C(=O)O)OC)OCO2
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
{{Chembox | verifiedrevid = | ImageFile = Narceine.svg | ImageClass = skin-invert-image | ImageSize = | PIN = 6-({6-[2-(Dimethylamino)ethyl]-4-methoxy-2H-1,3-benzodioxol-5-yl}acetyl)-2,3-dimethoxybenzoic acid | OtherNames = |Section1= |Section2= |Section3= }}
Narceine (also spelled narcein and narceen) is an opium alkaloid produced by the Papaver somniferum (opium poppy) plant. It is a bitter, crystalline compound with narcotic effects. It was formerly used as a substitute for morphine. Its name is derived from the Greek (nárkē), meaning numbness, and the postfix -ine referring to an alkaloid.
Excerpted from Wikipedia’s “narceine” article, available under the CC BY-SA 4.0 licence.