Metabolite 12-hydroxynevirapine glucuronide

Name

12-hydroxynevirapine glucuronide

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 458.4214
Monoisotopic: 458.1437637

Chemical Formula

C₂₁H₂₂N₄O₈

InChI Key

UVZMQJUCOZEMQZ-RDPCRGLVSA-N

InChI

InChI=1S/C21H22N4O8/c1-8-4-6-23-18-12(8)24-19(9-3-2-5-22-17(9)25(18)10-7-11(10)26)33-21-15(29)13(27)14(28)16(32-21)20(30)31/h2-6,10-11,13-16,21,26-29H,7H2,1H3,(H,30,31)/t10?,11?,13-,14-,15+,16-,21?/m0/s1

IUPAC Name

(2S,3S,4S,5R)-3,4,5-trihydroxy-6-{[2-(2-hydroxycyclopropyl)-7-methyl-2,4,9,15-tetraazatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,9,12,14-heptaen-10-yl]oxy}oxane-2-carboxylic acid

SMILES

CC1=C2N=C(OC3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)C3=C(N=CC=C3)N(C3CC3O)C2=NC=C1

Reactions

Nevirapine

12-Hydroxynevirapine
- 12-Hydroxynevirapine
  
  12-hydroxynevirapine glucuronide
- 12-Hydroxynevirapine
  
  4-carboxynevirapine

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-054o-9316800000-d96dd4aace090a4e7ee9
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a59-0450900000-1c581e07dc23b9b45840
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0a59-0190800000-46436d9bc0822307b7d5
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-06r6-0112900000-2402a4da6f95faf584a1
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-06si-0494500000-32e0827d4202c446da7c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-001i-0090200000-2ed4f65201cd5adcec36
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-003r-0091100000-cc2672eb2fee3fae4503

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	216.438862	predicted	DarkChem Lite v0.1.0
[M-H]-	209.48262	predicted	DeepCCS 1.0 (2019)
[M+H]+	216.843562	predicted	DarkChem Lite v0.1.0
[M+H]+	211.37802	predicted	DeepCCS 1.0 (2019)
[M+Na]+	216.415862	predicted	DarkChem Lite v0.1.0
[M+Na]+	217.00233	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0060705
ChemSpider: 35031769

Predicted Properties

Property	Value	Source
Water Solubility	1.45 mg/mL	ALOGPS
logP	-0.58	ALOGPS
logP	-0.47	Chemaxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	2.88	Chemaxon
pKa (Strongest Basic)	2.22	Chemaxon
Physiological Charge	-1	Chemaxon
Hydrogen Acceptor Count	11	Chemaxon
Hydrogen Donor Count	5	Chemaxon
Polar Surface Area	178.06 Å²	Chemaxon
Rotatable Bond Count	4	Chemaxon
Refractivity	111.84 m³·mol^-1	Chemaxon
Polarizability	44.08 Å³	Chemaxon
Number of Rings	5	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite 12-hydroxynevirapine glucuronide

Structure for 12-hydroxynevirapine glucuronide

Collision Cross Sections (CCS)