Metabolite ortho-O-Glucuronide rosiglitazone

Name

ortho-O-Glucuronide rosiglitazone

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 549.55
Monoisotopic: 549.141714789

Chemical Formula

C₂₄H₂₇N₃O₁₀S

InChI Key

YDRMOALONMVDNG-TUCRDTSBSA-N

InChI

InChI=1S/C24H27N3O10S/c1-27(9-10-35-13-6-4-12(5-7-13)11-15-21(31)26-24(34)38-15)20-14(3-2-8-25-20)36-23-18(30)16(28)17(29)19(37-23)22(32)33/h2-8,15-19,23,28-30H,9-11H2,1H3,(H,32,33)(H,26,31,34)/t15?,16-,17-,18+,19-,23?/m0/s1

IUPAC Name

(2S,3S,4S,5R)-6-({2-[(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)(methyl)amino]pyridin-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

SMILES

CN(CCOC1=CC=C(CC2SC(=O)NC2=O)C=C1)C1=C(OC2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=CC=N1

Reactions

Rosiglitazone

ortho-Hydroxyrosiglitazone

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0udi-0339060000-03fa686b386e2797dc5f
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-00di-1091140000-48ffac056995b8d9ba0c
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0fb9-0444970000-2d31c728bb780630221e
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-056r-7636960000-090446c9d84d40a21ec2
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0k9l-0940210000-e8b7a081851660ff4d26
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-004l-4530900000-a0f64a77cb202b9a192d

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	208.6043	predicted	DeepCCS 1.0 (2019)
[M+H]+	210.42918	predicted	DeepCCS 1.0 (2019)
[M+Na]+	216.035	predicted	DeepCCS 1.0 (2019)

External Links

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	1.01 mg/mL	ALOGPS
logP	0.55	ALOGPS
logP	-0.91	Chemaxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.2	Chemaxon
pKa (Strongest Basic)	5.97	Chemaxon
Physiological Charge	-2	Chemaxon
Hydrogen Acceptor Count	12	Chemaxon
Hydrogen Donor Count	5	Chemaxon
Polar Surface Area	187.98 Å²	Chemaxon
Rotatable Bond Count	10	Chemaxon
Refractivity	131.78 m³·mol^-1	Chemaxon
Polarizability	53.25 Å³	Chemaxon
Number of Rings	4	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Metabolite ortho-O-Glucuronide rosiglitazone

Structure for ortho-O-Glucuronide rosiglitazone

Collision Cross Sections (CCS)