Metabolite Pioglitazone metabolite M-IV

Name

Pioglitazone metabolite M-IV

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 372.438
Monoisotopic: 372.114377828

Chemical Formula

C₁₉H₂₀N₂O₄S

InChI Key

OXVFDZYQLGRLCD-UHFFFAOYSA-N

InChI

InChI=1S/C19H20N2O4S/c1-12(22)14-4-5-15(20-11-14)8-9-25-16-6-2-13(3-7-16)10-17-18(23)21-19(24)26-17/h2-7,11-12,17,22H,8-10H2,1H3,(H,21,23,24)

IUPAC Name

5-[(4-{2-[5-(1-hydroxyethyl)pyridin-2-yl]ethoxy}phenyl)methyl]-1,3-thiazolidine-2,4-dione

SMILES

CC(O)C1=CN=C(CCOC2=CC=C(CC3SC(=O)NC3=O)C=C2)C=C1

Reactions

Pioglitazone

Pioglitazone metabolite M-IV
- Pioglitazone metabolite M-IV
  
  Pioglitazone metabolite M-III
- Pioglitazone metabolite M-IV
  
  Pioglitazone metabolite M-XI

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a59-0509000000-fad23706d31967e3d127
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-00di-0109000000-a898abc53f93f112716f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0ac0-0859000000-c0347e7967790dd2587c
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0fdo-5329000000-baba84f3060b344715fb
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0zni-0922000000-b67cf0b97fa63ff53486
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0gbc-4921000000-48c886d4142388a5131f
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a59-0509000000-8d8cf4fa37f1fd2ab06d
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-00di-0109000000-c294f8d624bfb31e5968
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a59-0859000000-cd54db520fa7489f738a
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0fkc-6429000000-9565547ac2dc44f731f3
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0fr6-3910000000-0989b24bc3d7f2f2cede
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0zni-0922000000-7b134603afe875ef8f4a
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]-	196.1727128	predicted	DarkChem Lite v0.1.0
[M-H]-	185.19395	predicted	DeepCCS 1.0 (2019)
[M-H]-	196.1727128	predicted	DarkChem Lite v0.1.0
[M-H]-	185.19395	predicted	DeepCCS 1.0 (2019)
[M+H]+	196.0538128	predicted	DarkChem Lite v0.1.0
[M+H]+	187.86815	predicted	DeepCCS 1.0 (2019)
[M+H]+	196.0538128	predicted	DarkChem Lite v0.1.0
[M+H]+	187.86815	predicted	DeepCCS 1.0 (2019)
[M+Na]+	195.6563128	predicted	DarkChem Lite v0.1.0
[M+Na]+	196.31502	predicted	DeepCCS 1.0 (2019)
[M+Na]+	195.6563128	predicted	DarkChem Lite v0.1.0
[M+Na]+	196.31502	predicted	DeepCCS 1.0 (2019)

External Links

ChemSpider: 3360070
ChEBI: 82937
ChEMBL: CHEMBL1267

Predicted Properties

Property	Value	Source
Water Solubility	0.0213 mg/mL	ALOGPS
logP	2.35	ALOGPS
logP	2.14	Chemaxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	6.62	Chemaxon
pKa (Strongest Basic)	4.83	Chemaxon
Physiological Charge	-1	Chemaxon
Hydrogen Acceptor Count	5	Chemaxon
Hydrogen Donor Count	2	Chemaxon
Polar Surface Area	88.52 Å²	Chemaxon
Rotatable Bond Count	7	Chemaxon
Refractivity	98.98 m³·mol^-1	Chemaxon
Polarizability	39.06 Å³	Chemaxon
Number of Rings	3	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	Yes	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Metabolite Pioglitazone metabolite M-IV

Structure for Pioglitazone metabolite M-IV

Collision Cross Sections (CCS)