Cannabis Compound Database: Showing Compound Card for Urea (CDB004840)

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Record Information

Version

1.0

Created at

2020-04-17 18:42:12 UTC

Updated at

2020-12-07 19:11:05 UTC

CannabisDB ID

CDB004840

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Urea

Description

Urea, also known as ur or carbamide, belongs to the class of organic compounds known as ureas. Ureas are compounds containing two amine groups joined by a carbonyl (C=O) functional group. Urea is an extremely weak basic (essentially neutral) compound (based on its pKa). Urea exists in all living species, ranging from bacteria to humans. Within humans, urea participates in a number of enzymatic reactions. In particular, urea can be converted into urea through the action of the enzyme urea transporter 2. In addition, urea can be converted into urea; which is mediated by the enzyme urea transporter 2. In humans, urea is involved in torsemide action pathway. Outside of the human body, Urea is found, on average, in the highest concentration within milk (cow). Urea has also been detected, but not quantified in, several different foods, such as thistles, kai-lans, red raspberries, biscuits, and black crowberries. This could make urea a potential biomarker for the consumption of these foods. Urea is a potentially toxic compound. A carbonyl group with two C-bound amine groups. Urea is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1728	ChEBI
Carbamide	ChEBI
Carbonyldiamide	ChEBI
e927b	ChEBI
H2NC(O)NH2	ChEBI
Harnstoff	ChEBI
Karbamid	ChEBI
ur	ChEBI
Uree	ChEBI
Pastaron	Kegg
Alphadrate	HMDB
ARF	HMDB
b-I-K	HMDB
beta-I-K	HMDB
Bromisovalum	HMDB
Bubber shet	HMDB
Calmurid	HMDB
Calmurid HC	HMDB
Carbaderm	HMDB
Carbamide resin	HMDB
Carbonyl diamide	HMDB
Carbonyl diamine	HMDB
Carbonyldiamine	HMDB
Carmol	HMDB
Helicosol	HMDB
Hyanit	HMDB
Isourea	HMDB
Keratinamin	HMDB
Keratinamin kowa	HMDB
Mocovina	HMDB
Onychomal	HMDB
Panafil	HMDB
URE	HMDB
Ureaphil	HMDB
Ureophil	HMDB
Basodexan	HMDB

Chemical Formula

CH₄N₂O

Average Molecular Weight

60.06

Monoisotopic Molecular Weight

60.0324

IUPAC Name

urea

Traditional Name

urea

CAS Registry Number

57-13-6

SMILES

NC(N)=O

InChI Identifier

InChI=1S/CH4N2O/c2-1(3)4/h(H4,2,3,4)

InChI Key

XSQUKJJJFZCRTK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ureas. Ureas are compounds containing two amine groups joined by a carbonyl (C=O) functional group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic carbonic acids and derivatives

Sub Class

Ureas

Direct Parent

Ureas

Alternative Parents

Substituents

Urea
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

one-carbon compound (CHEBI:48376 )
isourea (CHEBI:48376 )
a small molecule (UREA )

Ontology

Physiological effect

Health effect:

Observation:

Supragingival Plaque

Health condition:

Infections and infestations:

Meningitis

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Synthetic:

Personal care product

Biological:

Animal

Metabolite

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	132 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	545 mg/mL	Not Available
logP	-2.11	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
logP	-1.8	ALOGPS
logP	-1.4	ChemAxon
logS	0.84	ALOGPS
pKa (Strongest Acidic)	15.73	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	69.11 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	13.14 m³·mol⁻¹	ChemAxon
Polarizability	5.1 Å³	ChemAxon
Number of Rings	0	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
EI-MS	Mass Spectrum (Electron Ionization)	splash10-02tc-9000000000-871569893ccfa5dd5395	2014-09-20	View Spectrum
GC-MS	Urea, non-derivatized, GC-MS Spectrum	splash10-0002-0900000000-234545ed5860ba077237	Spectrum
GC-MS	Urea, 2 TMS, GC-MS Spectrum	splash10-0079-3900000000-0ef80e5f5cd9dd6bd213	Spectrum
GC-MS	Urea, non-derivatized, GC-MS Spectrum	splash10-02tc-9000000000-d69da17ffbb84fb6bdca	Spectrum
GC-MS	Urea, non-derivatized, GC-MS Spectrum	splash10-0002-0900000000-234545ed5860ba077237	Spectrum
GC-MS	Urea, non-derivatized, GC-MS Spectrum	splash10-0079-3900000000-0ef80e5f5cd9dd6bd213	Spectrum
GC-MS	Urea, non-derivatized, GC-MS Spectrum	splash10-0002-1900000000-d805e3019d86aaf9fec0	Spectrum
Predicted GC-MS	Urea, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-03di-9000000000-400d59bf59b857bd7c06	Spectrum
Predicted GC-MS	Urea, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Urea, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-03di-9000000000-8f09c5d6f5e002dfa52e	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-03dl-9000000000-3d983e9f9115869f55c8	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-001i-9000000000-9404d66c59d266164c23	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-IT , positive	splash10-03di-9000000000-828ab6c68e3a46ccbd88	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-01ot-9000000000-91554974873c3217dc93	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 0V, Positive	splash10-03di-9000000000-9d3431eab9093f365e2b	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-9000000000-4bdf0d3bd74007ba840a	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-9000000000-7184b34bac3a316d9fea	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-37fd015e8c20febde95a	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-9000000000-2fc4ec950c571662bb31	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4l-9000000000-3443c9c73d9a3f03e398	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-11d83d6bda76c25ec73f	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-052f-9000000000-39cd266ec67397ab213f	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9000000000-90726b17dc36e29c5299	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-90726b17dc36e29c5299	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01ox-9000000000-95a1106bd10162ddd326	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-b759ce75f0e73d2777db	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-fd9f25340762315b4515	2021-09-24	View Spectrum

NMR

Type	Description	View
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone+DMSO+tetramethylurea, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Spectrum

Pathways

Name	SMPDB/Pathwhiz	KEGG
Arginine and Proline Metabolism
Urea Cycle
D-Arginine and D-Ornithine Metabolism
Prolidase Deficiency (PD)		Not Available
Arginine: Glycine Amidinotransferase Deficiency (AGAT Deficiency)		Not Available

Protein Targets

Enzymes

Protein Name	Gene Name	Locus	Uniprot ID	Details
Arginase-1	ARG1	6q23	P05089	details
Arginase-2, mitochondrial	ARG2	14q24.1	P78540	details
Carbonic anhydrase 2	CA2	8q22	P00918	details
Catenin beta-1	CTNNB1	3p21	P35222	details
Agmatinase, mitochondrial	AGMAT	1p36.21	Q9BSE5	details
Probable allantoicase	ALLC	2q35	Q8N6M5	details
HERV-K_5q33.3 provirus ancestral Pro protein			P10265	details

Transporters

Protein Name	Gene Name	Locus	Uniprot ID	Details
Urea transporter 2	SLC14A2	18q12.1-q21.1	Q15849	details
Urea transporter 1	SLC14A1	18q11-q12	Q13336	details
Urea transporter JK glycoprotein	JK		Q8WXW8	details
Blood group Kidd urea transporter	HUT11		Q71UV7	details

Metal Bindings

Protein Name	Gene Name	Locus	Uniprot ID	Details
Arginase-1	ARG1	6q23	P05089	details
Arginase-2, mitochondrial	ARG2	14q24.1	P78540	details
Carbonic anhydrase 2	CA2	8q22	P00918	details
Agmatinase, mitochondrial	AGMAT	1p36.21	Q9BSE5	details

Receptors

Protein Name	Gene Name	Locus	Uniprot ID	Details
G-protein coupled receptor family C group 6 member A	GPRC6A	6q22.1	Q5T6X5	details

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0000294

DrugBank ID

DB03904

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

1176

PDB ID

Not Available

ChEBI ID

16199

References

General References

Not Available

Only showing the first 10 proteins. There are 16 proteins in total.

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Enzymes

Enzyme Details

1. Arginase-1

General function:: Involved in arginase activity
Specific function:: Not Available
Gene Name:: ARG1
Uniprot ID:: P05089
Molecular weight:: 34734.655

Enzyme Details

2. Arginase-2, mitochondrial

General function:: Involved in arginase activity
Specific function:: May play a role in the regulation of extra-urea cycle arginine metabolism and also in down-regulation of nitric oxide synthesis. Extrahepatic arginase functions to regulate L-arginine bioavailability to NO synthase. Since NO synthase is found in the penile corpus cavernosum smooth muscle, the clitoral corpus cavernosum and the vagina, arginase II plays a role in both male and female sexual arousal. It is therefore a potential target for the treatment of male and female sexual arousal disorders.
Gene Name:: ARG2
Uniprot ID:: P78540
Molecular weight:: 38577.515

Enzyme Details

3. Carbonic anhydrase 2

General function:: Involved in carbonate dehydratase activity
Specific function:: Essential for bone resorption and osteoclast differentiation (By similarity). Reversible hydration of carbon dioxide. Can hydrate cyanamide to urea. Involved in the regulation of fluid secretion into the anterior chamber of the eye.
Gene Name:: CA2
Uniprot ID:: P00918
Molecular weight:: 29245.895

Enzyme Details

4. Catenin beta-1

General function:: Involved in binding
Specific function:: Involved in signal transduction through the Wnt pathway. Nuclear beta-catenin it involved in transcriptional regulation by association with transcription factors of the TCF/LEF family
Gene Name:: CTNNB1
Uniprot ID:: P35222
Molecular weight:: 85495.9

Enzyme Details

5. Agmatinase, mitochondrial

General function:: Involved in agmatinase activity
Specific function:: Not Available
Gene Name:: AGMAT
Uniprot ID:: Q9BSE5
Molecular weight:: 37660.065

Enzyme Details

6. Probable allantoicase

General function:: Involved in allantoicase activity
Specific function:: The function of this enzyme is unclear as allantoicase activity is not known to exist in mammals.
Gene Name:: ALLC
Uniprot ID:: Q8N6M5
Molecular weight:: 43558.25

Enzyme Details

7. HERV-K_5q33.3 provirus ancestral Pro protein

General function:: Involved in nucleic acid binding
Specific function:: Retroviral proteases have roles in processing of the primary translation products and the maturation of the viral particle. Endogenous Pro proteins may have kept, lost or modified their original function during evolution. This endogenous protein has retained most of the characteristics of retroviral proteases
Gene Name:: Not Available
Uniprot ID:: P10265
Molecular weight:: 17107.6

Transporters

Enzyme Details

1. Urea transporter 2

General function:: Involved in urea transmembrane transporter activity
Specific function:: Specialized low-affinity vasopressin-regulated urea transporter. Mediates rapid transepithelial urea transport across the inner medullary collecting duct and plays a major role in the urinary concentrating mechanism.
Gene Name:: SLC14A2
Uniprot ID:: Q15849
Molecular weight:: 101207.965

Enzyme Details

2. Urea transporter 1

General function:: Involved in urea transmembrane transporter activity
Specific function:: Specialized low-affinity urea transporter. Mediates urea transport in erythrocytes.
Gene Name:: SLC14A1
Uniprot ID:: Q13336
Molecular weight:: 48341.29

Enzyme Details

3. Urea transporter JK glycoprotein

General function:: Involved in urea transmembrane transporter activity
Specific function:: Not Available
Gene Name:: JK
Uniprot ID:: Q8WXW8
Molecular weight:: 3988.6

Enzyme Details

4. Blood group Kidd urea transporter

General function:: Involved in urea transmembrane transporter activity
Specific function:: Not Available
Gene Name:: HUT11
Uniprot ID:: Q71UV7
Molecular weight:: 5627.5

Only showing the first 10 proteins. There are 16 proteins in total.

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Showing Compound Card for Urea (CDB004840)

Structure for CDB004840 (Urea)

Enzymes

Transporters