Metabolite S,S-threohydrobupropion glucuronide

Name

S,S-threohydrobupropion glucuronide

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 411.97
Monoisotopic: 411.2176363

Chemical Formula

C₂₂H₃₄ClNO₄

InChI Key

KFAATCBDXXZIMR-LETKRAMSSA-N

InChI

InChI=1S/C22H34ClNO4/c1-12-13(2)18(20(25)26)27-21(14(12)3)28-19(15(4)24-22(5,6)7)16-9-8-10-17(23)11-16/h8-15,18-19,21,24H,1-7H3,(H,25,26)/t12-,13-,14+,15-,18-,19+,21?/m0/s1

IUPAC Name

(2S,3S,4S,5R)-6-[(1S,2S)-2-(tert-butylamino)-1-(3-chlorophenyl)propoxy]-3,4,5-trimethyloxane-2-carboxylic acid

SMILES

C[C@H](NC(C)(C)C)[C@@H](OC1O[C@@H]([C@@H](C)[C@H](C)[C@H]1C)C(O)=O)C1=CC(Cl)=CC=C1

Reactions

Bupropion

S,S-threohydrobupropion
- S,S-threohydrobupropion
  
  S,S-threo-4'-hydroxy-hydrobupropion
- S,S-threohydrobupropion
  
  S,S-threohydrobupropion glucuronide

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-08mi-0319200000-03db87dedaba8651c6b5
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-03e9-2550900000-0f5ecfbfa6bf4cedff25
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-01qc-7925500000-bebc0183a4abd0770014
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0rkc-4629100000-c6a626571d237f89c7cf
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-06vi-2920000000-e29e07379562c48eca24
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-001i-7910000000-04af713e5d7c795acbb3

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	202.45653	predicted	DeepCCS 1.0 (2019)
[M+H]+	204.35567	predicted	DeepCCS 1.0 (2019)
[M+Na]+	210.21844	predicted	DeepCCS 1.0 (2019)

External Links

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.00485 mg/mL	ALOGPS
logP	3.62	ALOGPS
logP	2.87	Chemaxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	3.57	Chemaxon
pKa (Strongest Basic)	9.62	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	5	Chemaxon
Hydrogen Donor Count	2	Chemaxon
Polar Surface Area	67.79 Å²	Chemaxon
Rotatable Bond Count	7	Chemaxon
Refractivity	110.35 m³·mol^-1	Chemaxon
Polarizability	44.82 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-threohydrobupropion glucuronide

Structure for S,S-threohydrobupropion glucuronide

Collision Cross Sections (CCS)