Metabolite Phenytoin

Name

Phenytoin

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 252.268
Monoisotopic: 252.089877638

Chemical Formula

C₁₅H₁₂N₂O₂

InChI Key

CXOFVDLJLONNDW-UHFFFAOYSA-N

InChI

InChI=1S/C15H12N2O2/c18-13-15(17-14(19)16-13,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,(H2,16,17,18,19)

IUPAC Name

5,5-diphenylimidazolidine-2,4-dione

SMILES

O=C1NC(=O)C(N1)(C1=CC=CC=C1)C1=CC=CC=C1

Reactions

Fosphenytoin

3-hydroxymethylphenytoin
- 3-hydroxymethylphenytoin
  
  Phenytoin

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-00lr-0920000000-edf72a4c297e405a2600
GC-MS Spectrum - EI-B	GC-MS	splash10-003r-7930000000-447969b9c242748dd943
GC-MS Spectrum - CI-B	GC-MS	splash10-0udi-0090000000-4176043a7a73caee2667
GC-MS Spectrum - EI-B	GC-MS	splash10-0zgi-5960000000-e1dcb47a1c082f04f456
GC-MS Spectrum - CI-B	GC-MS	splash10-0udi-1390000000-22c71a7e4dbf9c7acab5
GC-MS Spectrum - CI-B	GC-MS	splash10-0udi-2190000000-50174e33af92b04d1a6e
Mass Spectrum (Electron Ionization)	MS	splash10-0f89-4940000000-2a0dda513d9f63dc6610
LC-MS/MS Spectrum - LC-ESI-qTof , Positive	LC-MS/MS	splash10-001i-0950000000-a80521d4dc3976a29b2c
LC-MS/MS Spectrum - LC-ESI-qTof , Positive	LC-MS/MS	splash10-0ue9-2900000000-a58471ae75fa7319c03d
LC-MS/MS Spectrum - LC-ESI-QFT , negative	LC-MS/MS	splash10-0udi-0090000000-aaae845342f345f89695
LC-MS/MS Spectrum - LC-ESI-QFT , negative	LC-MS/MS	splash10-0udi-0390000000-f8da1896c569c120faa2
LC-MS/MS Spectrum - LC-ESI-QFT , negative	LC-MS/MS	splash10-0udi-0920000000-07c872b05aade63c402b
LC-MS/MS Spectrum - LC-ESI-QFT , negative	LC-MS/MS	splash10-0udi-0900000000-be6790637be99260525e
LC-MS/MS Spectrum - LC-ESI-QFT , negative	LC-MS/MS	splash10-0udi-0900000000-9a17fa0b243c8282f3ba
LC-MS/MS Spectrum - LC-ESI-QFT , negative	LC-MS/MS	splash10-0udi-0900000000-69302626996b2b24c153
LC-MS/MS Spectrum - LC-ESI-QFT , positive	LC-MS/MS	splash10-0fai-0690000000-f9eeceb82d117127f6ea
LC-MS/MS Spectrum - LC-ESI-QFT , positive	LC-MS/MS	splash10-001i-0910000000-9edcfc62014a6aa7778f
LC-MS/MS Spectrum - LC-ESI-QFT , positive	LC-MS/MS	splash10-001i-0900000000-d4dde5db680fb7722a49
LC-MS/MS Spectrum - LC-ESI-QFT , positive	LC-MS/MS	splash10-0ue9-0900000000-482874b33812389ae726
LC-MS/MS Spectrum - LC-ESI-QFT , positive	LC-MS/MS	splash10-0udi-0900000000-44f07dc29daf8cdf80c2
LC-MS/MS Spectrum - LC-ESI-QFT , positive	LC-MS/MS	splash10-0udi-1900000000-1241292d531ed37544c7
MS/MS Spectrum - , positive	LC-MS/MS	splash10-001i-0950000000-a80521d4dc3976a29b2c
MS/MS Spectrum - , positive	LC-MS/MS	splash10-0ue9-2900000000-a58471ae75fa7319c03d
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0udi-0090000000-2df6f1e897049cb4225a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0udi-0970000000-d6fa8d45c11aab3cb607
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0udi-0090000000-c8a4b96862aaabfe961d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0udi-1910000000-68db14ca10242042856a
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0udl-8090000000-ae505a38e2dfb034dd75
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0udl-7900000000-71cfce3a8cdaa2b3cce2
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0udi-0190000000-a6afb7af3208c88f9ab5
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0udi-1090000000-39980c35380dc920ca68
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0udi-0940000000-332ca131e5d1a7567fbc
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0f7o-9750000000-d31901c611520cf89dee
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0udi-1900000000-a8d9936c1921908faf45
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0006-9200000000-b82dc5180c73f5be11b4
1H NMR Spectrum	1D NMR	Not Applicable
13C NMR Spectrum	1D NMR	Not Applicable
Predicted 1H NMR Spectrum	1D NMR	Not Applicable
Predicted 13C NMR Spectrum	1D NMR	Not Applicable

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	165.6064765	predicted	DarkChem Lite v0.1.0
[M-H]-	152.72073	predicted	DeepCCS 1.0 (2019)
[M-H]-	165.6064765	predicted	DarkChem Lite v0.1.0
[M-H]-	152.72073	predicted	DeepCCS 1.0 (2019)
[M+H]+	166.2300765	predicted	DarkChem Lite v0.1.0
[M+H]+	155.07874	predicted	DeepCCS 1.0 (2019)
[M+H]+	166.2300765	predicted	DarkChem Lite v0.1.0
[M+H]+	155.07874	predicted	DeepCCS 1.0 (2019)
[M+Na]+	166.6967765	predicted	DarkChem Lite v0.1.0
[M+Na]+	161.17189	predicted	DeepCCS 1.0 (2019)
[M+Na]+	166.6967765	predicted	DarkChem Lite v0.1.0
[M+Na]+	161.17189	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0014397
KEGG Compound: C07443
ChemSpider: 1710
BindingDB: 50003655
ChEBI: 8107
ChEMBL: CHEMBL16
ZINC: ZINC000002510358
PharmGKB: PA450947
Wikipedia: Phenytoin

Predicted Properties

Property	Value	Source
Water Solubility	0.0711 mg/mL	ALOGPS
logP	2.26	ALOGPS
logP	2.15	Chemaxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	8.49	Chemaxon
pKa (Strongest Basic)	-9	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	2	Chemaxon
Hydrogen Donor Count	2	Chemaxon
Polar Surface Area	58.2 Å²	Chemaxon
Rotatable Bond Count	2	Chemaxon
Refractivity	70.18 m³·mol^-1	Chemaxon
Polarizability	25.48 Å³	Chemaxon
Number of Rings	3	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	Yes	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite Phenytoin

Structure for Phenytoin

Collision Cross Sections (CCS)