Metabolite Labetalol C3 Glucuronidated Metabolite (VIII)

Name

Labetalol C3 Glucuronidated Metabolite (VIII)

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 520.535
Monoisotopic: 520.205695238

Chemical Formula

C₂₅H₃₂N₂O₁₀

InChI Key

NPOZFWTUATUTMU-DSENARESSA-N

InChI

InChI=1S/C25H32N2O10/c1-12(7-8-13-5-3-2-4-6-13)27-11-16(28)14-9-15(23(26)33)18(29)17(10-14)36-25-21(32)19(30)20(31)22(37-25)24(34)35/h2-6,9-10,12,16,19-22,25,27-32H,7-8,11H2,1H3,(H2,26,33)(H,34,35)/t12?,16?,19-,20-,21+,22-,25?/m0/s1

IUPAC Name

(2S,3S,4S,5R)-6-(3-carbamoyl-2-hydroxy-5-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl}phenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

SMILES

CC(CCC1=CC=CC=C1)NCC(O)C1=CC(C(N)=O)=C(O)C(OC2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)=C1

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	splash10-0fi1-0019040000-4471ba7114500a347fa4
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-00ou-0029040000-673368c27a48b5b83292
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0ke9-2609860000-aa45896c3fb8e36c6525
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0frb-5526920000-ffb41ee636f36d502899
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0006-8903220000-e87976e9314c5168e7e1
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-00o0-3426910000-b6115c5f7549993ef33e

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	208.91644	predicted	DeepCCS 1.0 (2019)
[M+H]+	210.74133	predicted	DeepCCS 1.0 (2019)
[M+Na]+	216.76025	predicted	DeepCCS 1.0 (2019)

External Links

ChEBI: 143445

Predicted Properties

Property	Value	Source
logP	-1.8	Chemaxon
pKa (Strongest Acidic)	2.49	Chemaxon
pKa (Strongest Basic)	9.76	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	11	Chemaxon
Hydrogen Donor Count	8	Chemaxon
Polar Surface Area	212.03 Å²	Chemaxon
Rotatable Bond Count	11	Chemaxon
Refractivity	128.71 m³·mol^-1	Chemaxon
Polarizability	51.93 Å³	Chemaxon
Number of Rings	3	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 C3 Glucuronidated Metabolite (VIII)

Structure for Labetalol C3 Glucuronidated Metabolite (VIII)

Collision Cross Sections (CCS)