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 47 Target ID: GO:0006915 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12894543	Activator 1410
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 656
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 2662	294.0 nM [EC50]

PubMed

Title	Date	PubMed
Crystal structure of bacterial morphinone reductase and properties of the C191A mutant enzyme.	2002 Aug 23	12048188
The toxicity of opiates and their metabolites in HepG2 cells.	2003 Oct 25	14597126
Developmental and inducible accumulation of gene transcripts involved in alkaloid biosynthesis in opium poppy.	2003 Sep	12946416
Sanguinarine biosynthesis is associated with the endoplasmic reticulum in cultured opium poppy cells after elicitor treatment.	2005 May	15849302
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
Increasing morphinan alkaloid production by over-expressing codeinone reductase in transgenic Papaver somniferum.	2007 Jan	17207254
Expression of Brugmansia candida Hyoscyamine 6beta-Hydroxylase gene in Saccharomyces cerevisiae and its potential use as biocatalyst.	2008 May 27	18505565

Patents

Substance Class	Chemical Created by `admin` on `Thu Jul 06 13:45:30 UTC 2023` Edited by `admin` on `Thu Jul 06 13:45:30 UTC 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