Weight | 329.396 g/mol |
---|---|
Formula | C19H23NO4 |
Hydrogen Acceptors | 5 |
Hydrogen Donors | 2 |
Aromatic Rings | 2 |
Rotatable Bonds | 4 |
(S)-Reticuline (485-19-8)
reticuline · reticuline hydrochloride, (+,-)-isomer · reticuline, (R)-isomer
Score:
#2013 in Biochemistry
,
#5322 in Chemistry
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- RNAi-mediated replacement of morphine with the nonnarcotic alkaloid reticuline in opium poppy (Nature Biotechnology, 2004)
- Formation of salutaridine from (R)-reticuline by a membrane-bound cytochrome P-450 enzyme from Papaver somniferum (Phytochemistry, 1992)
- (R,S)Reticuline 7Omethyltransferase and (R,S)norcoclaurine 6Omethyltransferase of Papaver somniferum cDNA cloning and characterization of methyl transfer enzymes of alkaloid biosynthesis in opium poppy (Plant Journal, 2003)
- An enzyme-coupled biosensor enables (S)-reticuline production in yeast from glucose (Nature Chemical Biology, 2015)
- Molecular Cloning and Characterization of CYP80G2, a Cytochrome P450 That Catalyzes an Intramolecular CC Phenol Coupling of (S)-Reticuline in Magnoflorine Biosynthesis, from Cultured Coptis japonica Cells (Journal of Biological Chemistry, 2008)
- Revision of the early steps of reticuline biosynthesis (Tetrahedron Letters, 1987)
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Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. - reticuline
- reticuline hydrochloride, (+,-)-isomer
- reticuline, (R)-isomer
- reticuline, (+,-)-isomer
- reticuline perchlorate
- reticuline, 14C-labeled, (+,-)-isomer
-
SMILESCN1CCC2=CC(=C(C=C2C1CC3=CC(=C(C=C3)OC)O)O)OC
-
InChIKeyBHLYRWXGMIUIHG-UHFFFAOYSA-N
- Pubchem - (S)-Reticuline
- Wikipedia - Reticuline
Reticuline is a chemical compound found in a variety of plants including Lindera aggregata, Annona squamosa, and Ocotea fasciculata (also known as Ocotea duckei). It is based on the benzylisoquinoline structure. Reticuline is one of the alkaloids found in opium, and experiments in rodents suggest it possesses potent central nervous system depressing effects.
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