Metabolite Codeine-6-glucuronide

Name

Codeine-6-glucuronide

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

E2M937KY47

CAS number

Not Available

Weight

Average: 475.4884
Monoisotopic: 475.184231531

Chemical Formula

C₂₄H₂₉NO₉

InChI Key

CRWVOYRJXPDBPM-HSCJLHHPSA-N

InChI

InChI=1S/C24H29NO9/c1-25-8-7-24-11-4-6-14(32-23-18(28)16(26)17(27)20(34-23)22(29)30)21(24)33-19-13(31-2)5-3-10(15(19)24)9-12(11)25/h3-6,11-12,14,16-18,20-21,23,26-28H,7-9H2,1-2H3,(H,29,30)/t11-,12+,14-,16-,17-,18+,20-,21-,23+,24-/m0/s1

IUPAC Name

(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(1S,5R,13R,14S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7,9,11(18),15-tetraen-14-yl]oxy}oxane-2-carboxylic acid

SMILES

[H][C@]12C=C[C@H](O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)[C@@H]3OC4=C5C(C[C@H]1N(C)CC[C@@]235)=CC=C4OC

Reactions

Codeine

Codeine-6-glucuronide

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-0a4i-9202300000-c0e5abf76f3d3777bf71
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-001i-0092000000-0a9e9c722d1ce7b0b2fb
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-00di-0100900000-a42b22ab8377ea59e9bb
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0pyi-0313900000-1bb1ed12f711f28e5074
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-059b-3946800000-b72827ff65f71a510c3a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0kjs-2559500000-b7a7dd89e9cd0be1705e
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0udr-2539600000-c7ebdb36f362c5758e13

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	224.8499784	predicted	DarkChem Lite v0.1.0
[M-H]-	211.40233	predicted	DeepCCS 1.0 (2019)
[M+H]+	226.6709784	predicted	DarkChem Lite v0.1.0
[M+H]+	213.22722	predicted	DeepCCS 1.0 (2019)
[M+Na]+	226.0561784	predicted	DarkChem Lite v0.1.0
[M+Na]+	219.03711	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0060464
KEGG Compound: C16577
ChemSpider: 4590054
BindingDB: 224022
ChEBI: 80580
ZINC: ZINC000030731133
Wikipedia: Codeine-6-glucuronide

Predicted Properties

Property	Value	Source
Water Solubility	4.31 mg/mL	ALOGPS
logP	-0.23	ALOGPS
logP	-2.8	Chemaxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	2.87	Chemaxon
pKa (Strongest Basic)	9.19	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	10	Chemaxon
Hydrogen Donor Count	4	Chemaxon
Polar Surface Area	138.15 Å²	Chemaxon
Rotatable Bond Count	4	Chemaxon
Refractivity	116.89 m³·mol^-1	Chemaxon
Polarizability	47.27 Å³	Chemaxon
Number of Rings	6	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite Codeine-6-glucuronide

Structure for Codeine-6-glucuronide

Collision Cross Sections (CCS)