Metabolite S,S-Hydroxybupropion

Name

S,S-Hydroxybupropion

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 255.74
Monoisotopic: 255.1026065

Chemical Formula

C₁₃H₁₈ClNO₂

InChI Key

RCOBKSKAZMVBHT-TVQRCGJNSA-N

InChI

InChI=1S/C13H18ClNO2/c1-9-13(16,17-8-12(2,3)15-9)10-5-4-6-11(14)7-10/h4-7,9,15-16H,8H2,1-3H3/t9-,13+/m0/s1

IUPAC Name

(2S,3S)-2-(3-chlorophenyl)-3,5,5-trimethylmorpholin-2-ol

SMILES

C[C@@H]1NC(C)(C)CO[C@@]1(O)C1=CC=CC(Cl)=C1

Reactions

Bupropion

S-Hydroxybupropion
- S-Hydroxybupropion
  
  S,S-Hydroxybupropion
  - S,S-Hydroxybupropion
    
    S,S-Hydroxybupropion glucuronide

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-001l-9230000000-6a582f4311703fa9a145
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-000i-0090000000-56c196bcf50e57eccf1b
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-000i-0090000000-d0d25741977329bf5bbe
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-000i-0390000000-779bd8cf0bce773fbd64
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-001l-9820000000-78aec48500c203972bd0
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-01ca-9620000000-bf99ef936348718f5929
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-001i-9410000000-487028f856cb6ce2c74a
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-000i-0090000000-56c196bcf50e57eccf1b
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-000i-0090000000-d0d25741977329bf5bbe
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-000i-0390000000-779bd8cf0bce773fbd64
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-001l-9820000000-78aec48500c203972bd0
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-001i-9410000000-487028f856cb6ce2c74a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-01ca-9620000000-bf99ef936348718f5929
Predicted 1H NMR Spectrum	1D NMR	Not Applicable
Predicted 13C NMR Spectrum	1D NMR	Not Applicable

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	161.3066	predicted	DeepCCS 1.0 (2019)
[M-H]-	161.3066	predicted	DeepCCS 1.0 (2019)
[M+H]+	163.70216	predicted	DeepCCS 1.0 (2019)
[M+H]+	163.70216	predicted	DeepCCS 1.0 (2019)
[M+Na]+	169.65721	predicted	DeepCCS 1.0 (2019)
[M+Na]+	169.65721	predicted	DeepCCS 1.0 (2019)

External Links

ChemSpider: 7970823
ChEMBL: CHEMBL1172928
ZINC: ZINC000005377133
Wikipedia: Radafaxine

Predicted Properties

Property	Value	Source
Water Solubility	1.54 mg/mL	ALOGPS
logP	2.23	ALOGPS
logP	2.9	Chemaxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	10.75	Chemaxon
pKa (Strongest Basic)	7.61	Chemaxon
Physiological Charge	1	Chemaxon
Hydrogen Acceptor Count	3	Chemaxon
Hydrogen Donor Count	2	Chemaxon
Polar Surface Area	41.49 Å²	Chemaxon
Rotatable Bond Count	1	Chemaxon
Refractivity	67.8 m³·mol^-1	Chemaxon
Polarizability	26.67 Å³	Chemaxon
Number of Rings	2	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	Yes	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite S,S-Hydroxybupropion

Structure for S,S-Hydroxybupropion

Collision Cross Sections (CCS)