Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C18H19NO3.BrH |
| Molecular Weight | 378.26 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Br.[H][C@@]12OC3=C(OC)C=CC4=C3[C@@]15CCN(C)[C@]([H])(C4)[C@]5([H])C=CC2=O
InChI
InChIKey=JZQDJEYFELXOQJ-RNWHKREASA-N
InChI=1S/C18H19NO3.BrH/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19;/h3-6,11-12,17H,7-9H2,1-2H3;1H/t11-,12+,17-,18-;/m0./s1
| Molecular Formula | BrH |
| Molecular Weight | 80.912 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C18H19NO3 |
| Molecular Weight | 297.3484 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: GO:0006915 |
|||
Target ID: Q9SQ70 Gene ID: NA Gene Symbol: COR1.1 Target Organism: Papaver somniferum (Opium poppy) |
|||
Target ID: P35372|||G8XRH8|||Q5TDA1|||Q9UN57 Gene ID: 4988.0 Gene Symbol: OPRM1 Target Organism: Homo sapiens (Human) |
294.0 nM [EC50] |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Effects of glutathione and phenobarbital on the toxicity of codeinone. | 1986 May 15 |
|
| Molecular characterization of the salutaridinol 7-O-acetyltransferase involved in morphine biosynthesis in opium poppy Papaver somniferum. | 2001 Aug 17 |
|
| Crystal structure of bacterial morphinone reductase and properties of the C191A mutant enzyme. | 2002 Aug 23 |
|
| Cell death-inducing activity of opiates in human oral tumor cell lines. | 2002 Jan-Feb |
|
| Comparative analysis of apoptosis-inducing activity of codeine and codeinone. | 2003 Mar |
|
| Analysis of apoptosis signaling pathway in human cancer cells by codeinone, a synthetic derivative of codeine. | 2003 May-Jun |
|
| Electrospray tandem mass spectrometric investigations of morphinans. | 2003 Nov |
|
| A tale of three cell types: alkaloid biosynthesis is localized to sieve elements in opium poppy. | 2003 Nov |
|
| The toxicity of opiates and their metabolites in HepG2 cells. | 2003 Oct 25 |
|
| Developmental and inducible accumulation of gene transcripts involved in alkaloid biosynthesis in opium poppy. | 2003 Sep |
|
| RNAi-mediated replacement of morphine with the nonnarcotic alkaloid reticuline in opium poppy. | 2004 Dec |
|
| Structural elucidation of chalcone reductase and implications for deoxychalcone biosynthesis. | 2005 Aug 26 |
|
| Silence of the poppies: a new source of drug precursors. | 2005 Jan 1 |
|
| Sanguinarine biosynthesis is associated with the endoplasmic reticulum in cultured opium poppy cells after elicitor treatment. | 2005 May |
|
| 14-Hydroxylation of opiates: catalytic direct autoxidation of codeinone to 14-hydroxycodeinone. | 2005 May 25 |
|
| Effect of anticancer agents on codeinone-induced apoptosis in human cancer cell lines. | 2005 Nov-Dec |
|
| The role of phloem sieve elements and laticifers in the biosynthesis and accumulation of alkaloids in opium poppy. | 2006 Aug |
|
| Comparative transcript and alkaloid profiling in Papaver species identifies a short chain dehydrogenase/reductase involved in morphine biosynthesis. | 2006 Oct |
|
| Structural determinants of opioid activity in derivatives of 14-aminomorphinones: effects of changes to the chain linking of the C14-amino group to the aryl ring. | 2006 Oct 5 |
|
| Induction of non-apoptotic cell death by morphinone in human promyelocytic leukemia HL-60 cells. | 2006 Sep-Oct |
|
| Increasing morphinan alkaloid production by over-expressing codeinone reductase in transgenic Papaver somniferum. | 2007 Jan |
|
| Linear-dichroic infrared spectral (IR-LD) analysis of codeine and its derivatives. | 2007 May |
|
| Live cell monitoring of mu-opioid receptor-mediated G-protein activation reveals strong biological activity of close morphine biosynthetic precursors. | 2007 Sep 14 |
|
| Expression of Brugmansia candida Hyoscyamine 6beta-Hydroxylase gene in Saccharomyces cerevisiae and its potential use as biocatalyst. | 2008 May 27 |
|
| 14beta-Arylpropiolylamino-17-cyclopropylmethyl-7,8-dihydronormorphinones and related opioids. Further examples of pseudoirreversible mu opioid receptor antagonists. | 2009 Nov 12 |
|
| Integration of deep transcriptome and proteome analyses reveals the components of alkaloid metabolism in opium poppy cell cultures. | 2010 Nov 18 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 19:11:48 GMT 2023
by
admin
on
Sat Dec 16 19:11:48 GMT 2023
|
| Record UNII |
TWU53N79B5
|
| Record Status |
Validated (UNII)
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| Record Version |
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126970675
Created by
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85153-89-5
Created by
admin on Sat Dec 16 19:11:48 GMT 2023 , Edited by admin on Sat Dec 16 19:11:48 GMT 2023
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PRIMARY | |||
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TWU53N79B5
Created by
admin on Sat Dec 16 19:11:48 GMT 2023 , Edited by admin on Sat Dec 16 19:11:48 GMT 2023
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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PARENT -> SALT/SOLVATE |
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