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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:54:35 UTC

Update Date

2021-09-26 23:12:06 UTC

HMDB ID

HMDB0256448

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Phenylthiourea

Description

N-phenylthiourea, also known as PHNHC(=s)NH2 or phenylthiocarbamide, belongs to the class of organic compounds known as n-phenylthioureas. N-phenylthioureas are compounds containing a N-phenylthiourea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of a thiourea group. Based on a literature review a significant number of articles have been published on N-phenylthiourea. This compound has been identified in human blood as reported by (PMID: 31557052 ). Phenylthiourea is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Phenylthiourea is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Phenyl-2-thiourea	ChEBI
alpha-Phenylthiourea	ChEBI
Monophenyl thiourea	ChEBI
Phenyl-2-thiourea	ChEBI
Phenylthiocarbamide	ChEBI
Phenylthiourea	ChEBI
PHNHC(=S)NH2	ChEBI
PHNHC(S)NH2	ChEBI
PHNHCSNH2	ChEBI
PTC	ChEBI
PTU	ChEBI
a-Phenylthiourea	Generator
Α-phenylthiourea	Generator

Chemical Formula

C₇H₈N₂S

Average Molecular Weight

152.217

Monoisotopic Molecular Weight

152.040818956

IUPAC Name

phenylthiourea

Traditional Name

N-phenylthiourea

CAS Registry Number

Not Available

SMILES

NC(=S)NC1=CC=CC=C1

InChI Identifier

InChI=1S/C7H8N2S/c8-7(10)9-6-4-2-1-3-5-6/h1-5H,(H3,8,9,10)

InChI Key

FULZLIGZKMKICU-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

N-phenylthioureas

Direct Parent

N-phenylthioureas

Alternative Parents

Substituents

N-phenylthiourea
Thiourea
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organosulfur compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

thioureas (CHEBI:46261 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.57	ALOGPS
logP	1.77	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	9.62	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	38.05 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	47.59 m³·mol⁻¹	ChemAxon
Polarizability	16.05 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	130.836	30932474
DeepCCS	[M-H]-	127.327	30932474
DeepCCS	[M-2H]-	164.602	30932474
DeepCCS	[M+Na]+	140.037	30932474
AllCCS	[M+H]+	131.2	32859911
AllCCS	[M+H-H2O]+	126.7	32859911
AllCCS	[M+NH4]+	135.4	32859911
AllCCS	[M+Na]+	136.6	32859911
AllCCS	[M-H]-	127.9	32859911
AllCCS	[M+Na-2H]-	129.6	32859911
AllCCS	[M+HCOO]-	131.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phenylthiourea	NC(=S)NC1=CC=CC=C1	2911.6	Standard polar	33892256
Phenylthiourea	NC(=S)NC1=CC=CC=C1	1424.9	Standard non polar	33892256
Phenylthiourea	NC(=S)NC1=CC=CC=C1	1872.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Phenylthiourea,1TMS,isomer #1	C[Si](C)(C)NC(=S)NC1=CC=CC=C1	1795.8	Semi standard non polar	33892256
Phenylthiourea,1TMS,isomer #1	C[Si](C)(C)NC(=S)NC1=CC=CC=C1	1684.9	Standard non polar	33892256
Phenylthiourea,1TMS,isomer #1	C[Si](C)(C)NC(=S)NC1=CC=CC=C1	2432.5	Standard polar	33892256
Phenylthiourea,1TMS,isomer #2	C[Si](C)(C)N(C(N)=S)C1=CC=CC=C1	1654.8	Semi standard non polar	33892256
Phenylthiourea,1TMS,isomer #2	C[Si](C)(C)N(C(N)=S)C1=CC=CC=C1	1701.8	Standard non polar	33892256
Phenylthiourea,1TMS,isomer #2	C[Si](C)(C)N(C(N)=S)C1=CC=CC=C1	2371.5	Standard polar	33892256
Phenylthiourea,2TMS,isomer #1	C[Si](C)(C)N(C(=S)NC1=CC=CC=C1)[Si](C)(C)C	1820.4	Semi standard non polar	33892256
Phenylthiourea,2TMS,isomer #1	C[Si](C)(C)N(C(=S)NC1=CC=CC=C1)[Si](C)(C)C	1810.0	Standard non polar	33892256
Phenylthiourea,2TMS,isomer #1	C[Si](C)(C)N(C(=S)NC1=CC=CC=C1)[Si](C)(C)C	2354.9	Standard polar	33892256
Phenylthiourea,2TMS,isomer #2	C[Si](C)(C)NC(=S)N(C1=CC=CC=C1)[Si](C)(C)C	1738.7	Semi standard non polar	33892256
Phenylthiourea,2TMS,isomer #2	C[Si](C)(C)NC(=S)N(C1=CC=CC=C1)[Si](C)(C)C	1700.6	Standard non polar	33892256
Phenylthiourea,2TMS,isomer #2	C[Si](C)(C)NC(=S)N(C1=CC=CC=C1)[Si](C)(C)C	2144.0	Standard polar	33892256
Phenylthiourea,3TMS,isomer #1	C[Si](C)(C)N(C(=S)N([Si](C)(C)C)[Si](C)(C)C)C1=CC=CC=C1	1777.0	Semi standard non polar	33892256
Phenylthiourea,3TMS,isomer #1	C[Si](C)(C)N(C(=S)N([Si](C)(C)C)[Si](C)(C)C)C1=CC=CC=C1	1862.1	Standard non polar	33892256
Phenylthiourea,3TMS,isomer #1	C[Si](C)(C)N(C(=S)N([Si](C)(C)C)[Si](C)(C)C)C1=CC=CC=C1	2023.9	Standard polar	33892256
Phenylthiourea,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)NC1=CC=CC=C1	2038.4	Semi standard non polar	33892256
Phenylthiourea,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)NC1=CC=CC=C1	1839.9	Standard non polar	33892256
Phenylthiourea,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)NC1=CC=CC=C1	2560.6	Standard polar	33892256
Phenylthiourea,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(N)=S)C1=CC=CC=C1	1871.1	Semi standard non polar	33892256
Phenylthiourea,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(N)=S)C1=CC=CC=C1	1905.2	Standard non polar	33892256
Phenylthiourea,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(N)=S)C1=CC=CC=C1	2512.1	Standard polar	33892256
Phenylthiourea,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=S)NC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2243.7	Semi standard non polar	33892256
Phenylthiourea,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=S)NC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2164.2	Standard non polar	33892256
Phenylthiourea,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=S)NC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2484.4	Standard polar	33892256
Phenylthiourea,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=S)N(C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2178.0	Semi standard non polar	33892256
Phenylthiourea,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=S)N(C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2093.9	Standard non polar	33892256
Phenylthiourea,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=S)N(C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2354.9	Standard polar	33892256
Phenylthiourea,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=S)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2463.6	Semi standard non polar	33892256
Phenylthiourea,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=S)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2416.1	Standard non polar	33892256
Phenylthiourea,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=S)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2354.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Phenylthiourea GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pvl-9500000000-8990135a58f8cf945720	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenylthiourea GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenylthiourea 90V, Negative-QTOF	splash10-066r-7900000000-b7645142fb3ba2ce242c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenylthiourea 75V, Negative-QTOF	splash10-014i-4900000000-1b37c3293603e6a0d97e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenylthiourea 45V, Negative-QTOF	splash10-014i-2900000000-5879f0b65c184e92a8d2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenylthiourea 60V, Negative-QTOF	splash10-014i-3900000000-818b94558507c769ce32	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenylthiourea 45V, Positive-QTOF	splash10-000f-7900000000-b4a7cdf5d51c1303ce15	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenylthiourea 60V, Positive-QTOF	splash10-000l-9700000000-991c48e90f4e4908139c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenylthiourea 30V, Positive-QTOF	splash10-0udu-4900000000-91dbee43750617a9af6d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenylthiourea 15V, Positive-QTOF	splash10-0udu-4900000000-f012ed54bf3ee14e91c2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenylthiourea 75V, Positive-QTOF	splash10-052u-9600000000-5433e98811c69e76aefa	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenylthiourea 90V, Positive-QTOF	splash10-0a4l-9400000000-79c8955f5b176e6f4be6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenylthiourea 30V, Negative-QTOF	splash10-014i-2900000000-7a170692cb97bdc78834	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenylthiourea 15V, Negative-QTOF	splash10-014i-2900000000-2f578f2783e5c42f54f0	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylthiourea 10V, Positive-QTOF	splash10-0udi-2900000000-b7df954157ceaa208d15	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylthiourea 20V, Positive-QTOF	splash10-0uxu-4900000000-113de7c65fde913d7d73	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylthiourea 40V, Positive-QTOF	splash10-0a4i-9100000000-74d332d9eca2b51db781	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylthiourea 10V, Negative-QTOF	splash10-052f-9200000000-dffb9791909ac4a6f898	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylthiourea 20V, Negative-QTOF	splash10-052f-9000000000-689ea80bb83e4cac890f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylthiourea 40V, Negative-QTOF	splash10-0a4i-9100000000-5fa21b1c5cd9d93ae695	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB03694

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

589165

KEGG Compound ID

Not Available

BioCyc ID

CPD-7084

BiGG ID

Not Available

Wikipedia Link

Phenylthiocarbamide

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

46261

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Phenylthiourea (HMDB0256448)

MOL for HMDB0256448 (Phenylthiourea)

3D MOL for HMDB0256448 (Phenylthiourea)

3D SDF for HMDB0256448 (Phenylthiourea)

3D-SDF for HMDB0256448 (Phenylthiourea)

PDB for HMDB0256448 (Phenylthiourea)

3D PDB for HMDB0256448 (Phenylthiourea)

SMILES for HMDB0256448 (Phenylthiourea)

INCHI for HMDB0256448 (Phenylthiourea)

Structure for HMDB0256448 (Phenylthiourea)

3D Structure for HMDB0256448 (Phenylthiourea)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra