Metabolite N-Desmethyl para-O-sulfate rosiglitazone

Name

N-Desmethyl para-O-sulfate rosiglitazone

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 439.463
Monoisotopic: 439.050791293

Chemical Formula

C₁₇H₁₇N₃O₇S₂

InChI Key

ULPCBLHRDLQTTD-UHFFFAOYSA-N

InChI

InChI=1S/C17H17N3O7S2/c21-16-14(28-17(22)20-16)9-11-1-3-12(4-2-11)26-8-7-18-15-6-5-13(10-19-15)27-29(23,24)25/h1-6,10,14H,7-9H2,(H,18,19)(H,20,21,22)(H,23,24,25)

IUPAC Name

{6-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)amino]pyridin-3-yl}oxidanesulfonic acid

SMILES

OS(=O)(=O)OC1=CC=C(NCCOC2=CC=C(CC3SC(=O)NC3=O)C=C2)N=C1

Reactions

Rosiglitazone

N-Desmethylrosiglitazone

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-0kmi-0987000000-4a5fd1c5d00b041cf8c4
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0006-0030900000-c1451576282d77cdb76d
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-000i-2023900000-71c61e1d0aa27a4f077a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-02fx-0149500000-485058bd0a63a4969803
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-00kf-9027400000-f8548547b0441361fae6
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0006-9001100000-c78884c6f30f083239f9
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-01di-0894100000-ae11421301191b545122

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	201.7361657	predicted	DarkChem Lite v0.1.0
[M-H]-	188.25137	predicted	DeepCCS 1.0 (2019)
[M+H]+	199.1377657	predicted	DarkChem Lite v0.1.0
[M+H]+	190.60938	predicted	DeepCCS 1.0 (2019)
[M+Na]+	198.1794657	predicted	DarkChem Lite v0.1.0
[M+Na]+	197.2092	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0060839
ChemSpider: 35031801

Predicted Properties

Property	Value	Source
Water Solubility	0.0211 mg/mL	ALOGPS
logP	1.08	ALOGPS
logP	-1	Chemaxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	-3.6	Chemaxon
pKa (Strongest Basic)	5.88	Chemaxon
Physiological Charge	-2	Chemaxon
Hydrogen Acceptor Count	8	Chemaxon
Hydrogen Donor Count	3	Chemaxon
Polar Surface Area	143.92 Å²	Chemaxon
Rotatable Bond Count	9	Chemaxon
Refractivity	105.53 m³·mol^-1	Chemaxon
Polarizability	42.23 Å³	Chemaxon
Number of Rings	3	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Metabolite N-Desmethyl para-O-sulfate rosiglitazone

Structure for N-Desmethyl para-O-sulfate rosiglitazone

Collision Cross Sections (CCS)