Cannabis Compound Database: Showing Compound Card for Phenylurea (CDB005679)

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Record Information

Version

1.0

Created at

2020-04-27 16:44:51 UTC

Updated at

2021-01-04 18:49:08 UTC

CannabisDB ID

CDB005679

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Phenylurea

Description

N-phenylurea also known as phenylcarbamide, belongs to the class of organic compounds known as N-phenylureas. N-phenylureas are compounds containing a N-phenylurea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of a urea group. N-phenylurea exists as white to yellowish-white crystals and is very soluble in water (10 mg/mL). It has been shown to exhibit anticonvulsive activity in various rat models of epilepsy (PMID: 5938467 ). N-phenylurea is a known constituent of marijuana (cannabis) smoke. N-phenylurea is formed during the combustion of cannabis ( Ref:DOI ).

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
1-Phenylurea	HMDB
Phenyl-urea	HMDB
Amino-N-phenylamide	HMDB
N-Phenylurea	HMDB
N-Phenylcarbamimidate	Generator

Chemical Formula

C₇H₈N₂O

Average Molecular Weight

136.15

Monoisotopic Molecular Weight

136.0637

IUPAC Name

N-phenylcarbamimidic acid

Traditional Name

N-phenylcarbamimidic acid

CAS Registry Number

Not Available

SMILES

OC(=N)NC1=CC=CC=C1

InChI Identifier

InChI=1S/C7H8N2O/c8-7(10)9-6-4-2-1-3-5-6/h1-5H,(H3,8,9,10)

InChI Key

LUBJCRLGQSPQNN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-phenylureas. N-phenylureas are compounds containing a N-phenylurea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of a urea group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

N-phenylureas

Direct Parent

N-phenylureas

Alternative Parents

Substituents

N-phenylurea
Urea
Carbonic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2.36 g/l	ALOGPS
logP	1.02	ALOGPS

Predicted Properties

Property	Value	Source
logP	1.02	ALOGPS
logP	0.052	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	-2.7	ChemAxon
pKa (Strongest Basic)	15	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	56.11 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	50.53 m³·mol⁻¹	ChemAxon
Polarizability	13.81 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Phenylurea, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9200000000-f1c988bafbddb69149c7	Spectrum
Predicted GC-MS	Phenylurea, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9400000000-982a82da25ca302b2a68	Spectrum
Predicted GC-MS	Phenylurea, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Phenylurea, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Phenylurea, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-0007-9100000000-542566f7ac1f5c9c2ac1	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-00di-3900000000-c9f71ad8e982562c9dfd	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0006-9200000000-026e15ccfb10dea6ae83	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-000f-9600000000-24083a984b6f1d010c4b	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-00di-1900000000-96603956089af0365c24	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-0007-9100000000-61600bd3c1d07938a3a8	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-00dl-8900000000-6bedf1a6ba14e4fa19e2	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-4900000000-fd2e40f33485487c2500	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9500000000-cab11157bdcc24a6a243	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kf-9100000000-32499e50ad00b3bcaa82	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-9200000000-8c7c54d6d14745dd7936	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9000000000-ff55b774cb9f616b6230	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-cf726886b09dd3149f7a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000l-7900000000-1441ff8636ec12e26b29	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-67a376ca4aa9d10bb091	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-9000000000-bbe1393593dbb69803e9	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-9000000000-eef4c1f804c025cbb978	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9000000000-eae38037c74e4c5b0964	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-496559848cb90608abb8	2021-09-24	View Spectrum

NMR

Not Available

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0062267

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6145

PDB ID

Not Available

ChEBI ID

Not Available

References

General References

Roussinov KS: Comparative study of the anticonvulsive activity of phenylcarbamide, meta-tolylcarbamide, and certain antiepileptic drugs upon peroral application. C R Acad Bulg Sci. 1966;19(2):177-80. [PubMed:5938467 ]

Showing Compound Card for Phenylurea (CDB005679)

Structure for CDB005679 (Phenylurea)