Codeinone

HCID 5459910

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Basic information

CAS: 467-13-0
Standard SMILES: COc1ccc2c3c1O[C@H]1C(=O)C=C[C@H]4[C@@H](C2)N(C)CC[C@]314
InChIKey: XYYVYLMBEZUESM-CMKMFDCUSA-N
Molecular formula: C18H19NO3
Average molar mass: 297.3 g/mol
Monoisotopic mass: 297.13649347

Overview

Codeinone is an isoquinoline alkaloid. It is functionally related to a morphine. It is a conjugate base of a codeinone(1+).

Names & identifiers

Preferred name: Codeinone
IUPAC: (4R,4aR,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,13-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
English name: CODEINONE
Molecular formula: C18H19NO3
Molecular weight: 297.35

Names & synonyms

Codeinone6-Codeinone467-13-022B5AW0ANNCHEBI:18399DTXSID701969093-methoxy-17-methyl-7,8-didehydro-4,5alpha-epoxymorphinan-6-one(4R,4aR,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,13-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one(4R,4aR,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,13-hexahydro-4,12-methanobenzofuro(3,2-e)isoquinolin-7-oneRefChem:127384DTXCID60119400(4R,4aR,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,13-hexahydro-4,12-methanobenzofuro(3,2-e)isoquinoline-7-one

Show more names

OXYCODONE BASEC061716-OxocodeineOxycodone Related Compound CCodeine Monohydrate Impurity IOxycodone Related CoMpound C CIIOxycodone USP Related Compound CCodeine Monohydrate EP Impurity I

207-386-1935-619-3UNII-22B5AW0ANNEINECS 207-386-1(5alpha)-7,8-Didehydro-4,5-epoxy-3-methoxy-17-methylmorphinan-6-oneBRN 00941884-27-00-03599 (Beilstein Handbook Reference)Morphinan-6-one, 7,8-didehydro-4,5-alpha-epoxy-3-methoxy-17-methyl-

Database identifiers

CAS: 467-13-0
PubChem CID: 5459910
DTXSID: DTXSID70196909
ChEMBL: CHEMBL257627
ChEBI: CHEBI:18399
UNII: 22B5AW0ANN
EC Number: 207-386-1、935-619-3
Nikkaji: J11.325E

Properties

Computed structural properties

XLogP: 2.2
Topological polar surface area: 38.8 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 1
Heavy atoms: 22
Formal charge: 0
Complexity: 546

Physicochemical properties

Melting point: 182 · 182-183°C
Boiling point: 466.9 · 466.9±45.0 °C(Predicted)
Density: 1.34 · 1.34±0.1 g/cm3(Predicted)
storage temp.: -20 °C · Controlled Substance, -20°C Freezer
solubility: 20 mg/ml; · DMF: 20 mg/ml; DMF:PBS (pH 7.2) (1:1): 0.5 mg/ml; DMSO: 10 mg/ml
form: A crystalline solid
pka: 8.1 · 8.10±0.20(Predicted)
Major Application: pharmaceutical
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
InChIKey: XYYVYLMBEZUESM-CMKMFDCUSA-N
SMILES: N1([C@H]2[C@H]3[C@@]4([C@@H](Oc5c4c(ccc5OC)C2)C(=O)C=C3)CC1)C
CAS DataBase Reference: 467 · 467-13-0
FDA UNII: 22 B5AW0ANN · 22B5AW0ANN
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302
Precautionary statements: 264 · P264-P270-P301+P312-P330-P501
target organs: Central nervous system
Risk Statements: 22 · 22
WGK Germany: 3 · WGK 3
HS Code: 2939190000 · 2939190000
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 OralSTOT · Acute Tox. 4 OralSTOT SE 3

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H301 (50%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P270, P271, P301+P316, P301+P317, P304+P340, P316, P321, P330, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]