Metabolite Labetalol Glucuronide Metabolite (XI)

Name

Labetalol Glucuronide Metabolite (XI)

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 500.504
Monoisotopic: 500.17948049

Chemical Formula

C₂₅H₂₈N₂O₉

InChI Key

VSZHKDAEFMNOJF-ZGXCYHSQSA-N

InChI

InChI=1S/C25H28N2O9/c1-12(7-8-13-5-3-2-4-6-13)27-10-9-14-11-15(28)21(16(17(14)27)23(26)32)35-25-20(31)18(29)19(30)22(36-25)24(33)34/h2-6,9-12,18-20,22,25,28-31H,7-8H2,1H3,(H2,26,32)(H,33,34)/t12?,18-,19-,20+,22-,25?/m0/s1

IUPAC Name

(2S,3S,4S,5R)-6-{[7-carbamoyl-5-hydroxy-1-(4-phenylbutan-2-yl)-1H-indol-6-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

SMILES

CC(CCC1=CC=CC=C1)N1C=CC2=C1C(C(N)=O)=C(OC1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)C(O)=C2

Reactions

Labetalol

Labetalol 3-hydroxylated Metabolite (VI)
- Labetalol 3-hydroxylated Metabolite (VI)
  
  Labetalol C1' Glucuronidated Metabolite (VII) and Labetalol C3 Glucuronidated Metabolite (VIII)
- Labetalol 3-hydroxylated Metabolite (VI)
  
  Labetalol Theoretical Metabolite (IX)
  - Labetalol Theoretical Metabolite (IX)
    
    Labetalol Glucuronide Metabolite (X) and Labetalol Glucuronide Metabolite (XI)

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0fb9-1109240000-fde57b8039a4cf89d6f5
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0f89-1207920000-363095c1c3238b9ad9f9
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-000t-0022900000-5571f2b704b476365e94
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0002-4207900000-ff4bc44b03baae41ff14
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0f6x-9706730000-4af8c5f407068d168742
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0gi0-1195100000-97e8f96fa8ac441d3d88

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	198.88634	predicted	DeepCCS 1.0 (2019)
[M+H]+	200.71124	predicted	DeepCCS 1.0 (2019)
[M+Na]+	206.31703	predicted	DeepCCS 1.0 (2019)

External Links

ChEBI: 143447

Predicted Properties

Property	Value	Source
logP	1.47	Chemaxon
pKa (Strongest Acidic)	3.03	Chemaxon
pKa (Strongest Basic)	-1.5	Chemaxon
Physiological Charge	-1	Chemaxon
Hydrogen Acceptor Count	9	Chemaxon
Hydrogen Donor Count	6	Chemaxon
Polar Surface Area	184.7 Å²	Chemaxon
Rotatable Bond Count	8	Chemaxon
Refractivity	125.48 m³·mol^-1	Chemaxon
Polarizability	49.43 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 Labetalol Glucuronide Metabolite (XI)

Structure for Labetalol Glucuronide Metabolite (XI)

Collision Cross Sections (CCS)