Metabolite Mirabegron N-glucuronide

Name

Mirabegron N-glucuronide

Description

Not Available

Structure

Similar Structures

Synonyms

Mirabegron M14 metabolite

UNII

8Y8XEI3LHC

CAS number

1365244-68-3

Weight

Average: 572.63
Monoisotopic: 572.19408518

Chemical Formula

C₂₇H₃₂N₄O₈S

InChI Key

YBQVFLMYXJIJCA-ZEJZDXSBSA-N

InChI

InChI=1S/C27H32N4O8S/c32-19(16-4-2-1-3-5-16)13-28-11-10-15-6-8-17(9-7-15)29-20(33)12-18-14-40-27(30-18)31-25-23(36)21(34)22(35)24(39-25)26(37)38/h1-9,14,19,21-25,28,32,34-36H,10-13H2,(H,29,33)(H,30,31)(H,37,38)/t19-,21-,22-,23+,24-,25+/m0/s1

IUPAC Name

(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[4-({[4-(2-{[(2R)-2-hydroxy-2-phenylethyl]amino}ethyl)phenyl]carbamoyl}methyl)-1,3-thiazol-2-yl]amino}oxane-2-carboxylic acid

SMILES

O[C@@H](CNCCC1=CC=C(NC(=O)CC2=CSC(N[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)=N2)C=C1)C1=CC=CC=C1

Reactions

Mirabegron

Mirabegron N-glucuronide

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-05i0-0003090000-aeae0338189df842ce6d
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0fk9-0200790000-11992ae0f6319bfad1f2
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a6r-0002190000-1c45de7c2ef50c11d83b
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-01dl-0669640000-ba2a4f55ca678ae472fa
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-004i-0119460000-b4602b6c901435410da3
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-05r0-0149410000-20de5172f17ffbcd54b3

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	224.23225	predicted	DeepCCS 1.0 (2019)
[M+H]+	226.05714	predicted	DeepCCS 1.0 (2019)
[M+Na]+	231.66296	predicted	DeepCCS 1.0 (2019)

External Links

ChemSpider: 52084137
ChEMBL: CHEMBL3548562
ZINC: ZINC000299842771

Predicted Properties

Property	Value	Source
Water Solubility	0.0233 mg/mL	ALOGPS
logP	1.33	ALOGPS
logP	-1.4	Chemaxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	2.64	Chemaxon
pKa (Strongest Basic)	9.68	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	11	Chemaxon
Hydrogen Donor Count	8	Chemaxon
Polar Surface Area	193.5 Å²	Chemaxon
Rotatable Bond Count	12	Chemaxon
Refractivity	146.25 m³·mol^-1	Chemaxon
Polarizability	59.65 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 Mirabegron N-glucuronide

Structure for Mirabegron N-glucuronide

Collision Cross Sections (CCS)