CODEINONE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C18H19NO3
Molecular Weight	297.3484
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12OC3=C(OC)C=CC4=C3[C@@]15CCN(C)[C@]([H])(C4)[C@]5([H])C=CC2=O

InChI

InChIKey=XYYVYLMBEZUESM-CMKMFDCUSA-N

InChI=1S/C18H19NO3/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/t11-,12+,17-,18-/m0/s1

HIDE SMILES / InChI

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	Potency
apoptotic process 48 Target ID: GO:0006915 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12894543	Activator 1430
NADPH-dependent codeinone reductase 1-1 2 Target ID: Q9SQ70 Gene ID: NA Gene Symbol: COR1.1 Target Organism: Papaver somniferum (Opium poppy) Sources: https://www.ncbi.nlm.nih.gov/pubmed/10417697 \| https://www.ncbi.nlm.nih.gov/pubmed/29779229	Substrate 661
Mu-type opioid receptor 61 Target ID: P35372\|\|\|G8XRH8\|\|\|Q5TDA1\|\|\|Q9UN57 Gene ID: 4988.0 Gene Symbol: OPRM1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/17616524	Agonist 2678	294.0 nM [EC50]

PubMed

Title	Date	PubMed
Electrospray tandem mass spectrometric investigations of morphinans.	2003 Nov	14597116
The toxicity of opiates and their metabolites in HepG2 cells.	2003 Oct 25	14597126
Putting the opium in poppy to sleep.	2004 Dec	15583658
RNAi-mediated replacement of morphine with the nonnarcotic alkaloid reticuline in opium poppy.	2004 Dec	15543134
6-oxo-morphinane oximes: pharmacology, chemistry and analytical application.	2004 Oct	15544463
Silence of the poppies: a new source of drug precursors.	2005 Jan 1	15676290
Sanguinarine biosynthesis is associated with the endoplasmic reticulum in cultured opium poppy cells after elicitor treatment.	2005 May	15849302
Comparative transcript and alkaloid profiling in Papaver species identifies a short chain dehydrogenase/reductase involved in morphine biosynthesis.	2006 Oct	16968522
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	17004724
Live cell monitoring of mu-opioid receptor-mediated G-protein activation reveals strong biological activity of close morphine biosynthetic precursors.	2007 Sep 14	17616524

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:19:47 GMT 2023` Edited by `admin` on `Sat Dec 16 08:19:47 GMT 2023`
Record UNII	22B5AW0ANN
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CODEINONE

Common Name

English

6-OXOCODEINE

Common Name

English

6-CODEINONE

Common Name

English

(-)-CODEINONE

Common Name

English

CODEINE MONOHYDRATE IMPURITY I [EP IMPURITY]

Common Name

English

OXYCODONE RELATED COMPOUND C CII

Common Name

English

MORPHINAN-6-ONE, 7,8-DIDEHYDRO-4,5-EPOXY-3-METHOXY-17-METHYL-, (5.ALPHA.)-

Systematic Name

English

OXYCODONE RELATED COMPOUND C [USP-RS]

Common Name

English

CODEINE HYDROCHLORIDE DIHYDRATE IMPURITY I [EP IMPURITY]

Common Name

English

MORPHINAN-6-ONE, 7,8-DIDEHYDRO-4,5.ALPHA.-EPOXY-3-METHOXY-17-METHYL-

Systematic Name

English

OXYCODONE RELATED COMPOUND C

Common Name

English

CODEINE PHOSPHATE HEMIHYDRATE IMPURITY I [EP IMPURITY]

Common Name

English

HYDROCODONE HYDROGEN TARTRATE 2.5-HYDRATE IMPURITY E [EP IMPURITY]

Common Name

English

OXYCODONE RELATED COMPOUND C [USP IMPURITY]

Common Name

English

Code System Code Type Description

RS_ITEM_NUM

1485238