Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C20H25NO4 |
| Molecular Weight | 343.4168 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=C(O)C=C(CC2N(C)CCC3=CC(OC)=C(OC)C=C23)C=C1
InChI
InChIKey=MPYHGNAJOKCMAQ-UHFFFAOYSA-N
InChI=1S/C20H25NO4/c1-21-8-7-14-11-19(24-3)20(25-4)12-15(14)16(21)9-13-5-6-18(23-2)17(22)10-13/h5-6,10-12,16,22H,7-9H2,1-4H3
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| (R,S)-Reticuline 7-O-methyltransferase and (R,S)-norcoclaurine 6-O-methyltransferase of Papaver somniferum - cDNA cloning and characterization of methyl transfer enzymes of alkaloid biosynthesis in opium poppy. | 2003 Dec |
|
| Separation of opiate alkaloids by electrokinetic chromatography with sulfated-cyclodextrin as a pseudo-stationary phase. | 2003 Jan 24 |
|
| Transformation of opium poppy (Papaver somniferum L.) with antisense berberine bridge enzyme gene (anti-bbe) via somatic embryogenesis results in an altered ratio of alkaloids in latex but not in roots. | 2004 Dec |
|
| Neutral heroin impurities from tetrahydrobenzylisoquinoline alkaloids. | 2006 Mar |
|
| Knockdown of berberine bridge enzyme by RNAi accumulates (S)-reticuline and activates a silent pathway in cultured California poppy cells. | 2007 Jun |
|
| Biotransformation of phenolic 1-benzyl-N-methyltetrahydroisoquinolines in plant cell cultures followed by LC/NMR, LC/MS, and LC/CD. | 2007 Nov |
|
| Bioactive constituents of the roots of Polyalthia cerasoides. | 2007 Sep |
|
| Applicability of ultra-performance liquid chromatography-tandem mass spectrometry for heroin profiling. | 2008 Apr 25 |
|
| The biosynthesis of papaverine proceeds via (S)-reticuline. | 2010 Aug |
|
| Integration of deep transcriptome and proteome analyses reveals the components of alkaloid metabolism in opium poppy cell cultures. | 2010 Nov 18 |
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DTXSID00871570
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92732
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994445H0VB
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201-620-6
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m6705
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85-64-3
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SUBSTANCE RECORD
