Metabolite 3-hydroxynevirapine glucuronide

Name

3-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

GDAAYOYNGMRKSI-IQSUWLOCSA-N

InChI

InChI=1S/C21H22N4O8/c1-8-11(26)7-23-18-12(8)24-19(10-3-2-6-22-17(10)25(18)9-4-5-9)33-21-15(29)13(27)14(28)16(32-21)20(30)31/h2-3,6-7,9,13-16,21,26-29H,4-5H2,1H3,(H,30,31)/t13-,14-,15+,16-,21?/m0/s1

IUPAC Name

(2S,3S,4S,5R)-6-({2-cyclopropyl-6-hydroxy-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)-3,4,5-trihydroxyoxane-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(C3CC3)C2=NC=C1O

Reactions

Nevirapine

3-Hydroxynevirapine
- 3-Hydroxynevirapine
  
  3-hydroxynevirapine glucuronide

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-06r6-9317400000-2486a8005a174aa31d9c
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a59-0440900000-ef463a69326672e6af20
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0a59-0060900000-1108d213beb74e7fa86a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0c0u-0013900000-02d10adfeb0bdb635cf3
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-001r-0494400000-09d2e9117d8c3ea8e118
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-001i-0091100000-7e58fbca0a92aa7772d4
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-001r-0091100000-bd59a3127d8f17d002d9

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	216.193162	predicted	DarkChem Lite v0.1.0
[M-H]-	203.65048	predicted	DeepCCS 1.0 (2019)
[M+H]+	216.168762	predicted	DarkChem Lite v0.1.0
[M+H]+	205.60135	predicted	DeepCCS 1.0 (2019)
[M+Na]+	216.093662	predicted	DarkChem Lite v0.1.0
[M+Na]+	211.34178	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0060743
ChemSpider: 35031776
ChEBI: 189987

Predicted Properties

Property	Value	Source
Water Solubility	1.43 mg/mL	ALOGPS
logP	0.48	ALOGPS
logP	0.19	Chemaxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	2.48	Chemaxon
pKa (Strongest Basic)	3.09	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	112.5 m³·mol^-1	Chemaxon
Polarizability	44.32 Å³	Chemaxon
Number of Rings	5	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	Yes	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite 3-hydroxynevirapine glucuronide

Structure for 3-hydroxynevirapine glucuronide

Collision Cross Sections (CCS)