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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 18:03:32 UTC

Update Date

2021-09-23 18:03:32 UTC

HMDB ID

HMDB0302474

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Carpasemine

Description

Carpasemine, also known as 1-benzylthiourea or benzylthiouronium chloride, belongs to benzene and substituted derivatives class of compounds. Those are aromatic compounds containing one monocyclic ring system consisting of benzene. Carpasemine is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Carpasemine can be found in papaya, which makes carpasemine a potential biomarker for the consumption of this food product.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-Benzylcarbamimidothioate	Generator
1-Benzylthiourea	ChEMBL

Chemical Formula

C₈H₁₀N₂S

Average Molecular Weight

166.243

Monoisotopic Molecular Weight

166.05646902

IUPAC Name

benzylthiourea

Traditional Name

benzylthiourea

CAS Registry Number

Not Available

SMILES

NC(=S)NCC1=CC=CC=C1

InChI Identifier

InChI=1S/C8H10N2S/c9-8(11)10-6-7-4-2-1-3-5-7/h1-5H,6H2,(H3,9,10,11)

InChI Key

UCGFRIAOVLXVKL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Thiourea
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organosulfur compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Papaya (FooDB: FOOD00041)

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	0.86	ALOGPS
logP	1.47	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	13.06	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	2	ChemAxon
Refractivity	50.64 m³·mol⁻¹	ChemAxon
Polarizability	17.97 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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
AllCCS	[M+H]+	134.132	32859911
AllCCS	[M+H-H2O]+	129.781	32859911
AllCCS	[M+Na]+	139.355	32859911
AllCCS	[M+NH4]+	138.186	32859911
AllCCS	[M-H]-	133.677	32859911
AllCCS	[M+Na-2H]-	135.094	32859911
AllCCS	[M+HCOO]-	136.715	32859911
DeepCCS	[M+H]+	133.962	30932474
DeepCCS	[M-H]-	130.234	30932474
DeepCCS	[M-2H]-	167.706	30932474
DeepCCS	[M+Na]+	143.166	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Carpasemine,1TMS,isomer #1	C[Si](C)(C)NC(=S)NCC1=CC=CC=C1	1864.0	Semi standard non polar	33892256
Carpasemine,1TMS,isomer #1	C[Si](C)(C)NC(=S)NCC1=CC=CC=C1	1636.1	Standard non polar	33892256
Carpasemine,1TMS,isomer #1	C[Si](C)(C)NC(=S)NCC1=CC=CC=C1	2426.4	Standard polar	33892256
Carpasemine,1TMS,isomer #2	C[Si](C)(C)N(CC1=CC=CC=C1)C(N)=S	1784.5	Semi standard non polar	33892256
Carpasemine,1TMS,isomer #2	C[Si](C)(C)N(CC1=CC=CC=C1)C(N)=S	1754.9	Standard non polar	33892256
Carpasemine,1TMS,isomer #2	C[Si](C)(C)N(CC1=CC=CC=C1)C(N)=S	2491.8	Standard polar	33892256
Carpasemine,2TMS,isomer #1	C[Si](C)(C)N(C(=S)NCC1=CC=CC=C1)[Si](C)(C)C	1888.0	Semi standard non polar	33892256
Carpasemine,2TMS,isomer #1	C[Si](C)(C)N(C(=S)NCC1=CC=CC=C1)[Si](C)(C)C	1862.7	Standard non polar	33892256
Carpasemine,2TMS,isomer #1	C[Si](C)(C)N(C(=S)NCC1=CC=CC=C1)[Si](C)(C)C	2372.6	Standard polar	33892256
Carpasemine,2TMS,isomer #2	C[Si](C)(C)NC(=S)N(CC1=CC=CC=C1)[Si](C)(C)C	1854.8	Semi standard non polar	33892256
Carpasemine,2TMS,isomer #2	C[Si](C)(C)NC(=S)N(CC1=CC=CC=C1)[Si](C)(C)C	1797.8	Standard non polar	33892256
Carpasemine,2TMS,isomer #2	C[Si](C)(C)NC(=S)N(CC1=CC=CC=C1)[Si](C)(C)C	2296.8	Standard polar	33892256
Carpasemine,3TMS,isomer #1	C[Si](C)(C)N(CC1=CC=CC=C1)C(=S)N([Si](C)(C)C)[Si](C)(C)C	1883.8	Semi standard non polar	33892256
Carpasemine,3TMS,isomer #1	C[Si](C)(C)N(CC1=CC=CC=C1)C(=S)N([Si](C)(C)C)[Si](C)(C)C	1956.6	Standard non polar	33892256
Carpasemine,3TMS,isomer #1	C[Si](C)(C)N(CC1=CC=CC=C1)C(=S)N([Si](C)(C)C)[Si](C)(C)C	2142.0	Standard polar	33892256
Carpasemine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)NCC1=CC=CC=C1	2114.3	Semi standard non polar	33892256
Carpasemine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)NCC1=CC=CC=C1	1857.3	Standard non polar	33892256
Carpasemine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)NCC1=CC=CC=C1	2551.6	Standard polar	33892256
Carpasemine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CC1=CC=CC=C1)C(N)=S	2015.7	Semi standard non polar	33892256
Carpasemine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CC1=CC=CC=C1)C(N)=S	1938.3	Standard non polar	33892256
Carpasemine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CC1=CC=CC=C1)C(N)=S	2630.2	Standard polar	33892256
Carpasemine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=S)NCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2327.7	Semi standard non polar	33892256
Carpasemine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=S)NCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2248.4	Standard non polar	33892256
Carpasemine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=S)NCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2505.7	Standard polar	33892256
Carpasemine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=S)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2329.5	Semi standard non polar	33892256
Carpasemine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=S)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2168.2	Standard non polar	33892256
Carpasemine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=S)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2491.4	Standard polar	33892256
Carpasemine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CC1=CC=CC=C1)C(=S)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2588.4	Semi standard non polar	33892256
Carpasemine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CC1=CC=CC=C1)C(=S)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2497.1	Standard non polar	33892256
Carpasemine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CC1=CC=CC=C1)C(=S)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2454.6	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carpasemine 10V, Positive-QTOF	splash10-014i-3900000000-df3b57328025c91be075	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carpasemine 20V, Positive-QTOF	splash10-0006-9300000000-b72e56b43c024318d794	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carpasemine 40V, Positive-QTOF	splash10-0006-9000000000-087580b871a5feba3cb6	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carpasemine 10V, Negative-QTOF	splash10-0a4i-5900000000-57b9fdb392212a7e81cd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carpasemine 20V, Negative-QTOF	splash10-0a4i-9800000000-0345e2d1d5964053ceb0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carpasemine 40V, Negative-QTOF	splash10-0a4i-9100000000-ac17a3c24a5209a6ff89	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carpasemine 10V, Positive-QTOF	splash10-0gbc-5900000000-0b842f2b59d72cec408e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carpasemine 20V, Positive-QTOF	splash10-0006-9100000000-5d7046533b138c386e90	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carpasemine 40V, Positive-QTOF	splash10-00kf-9000000000-0c46d1c9914ecf2c3212	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carpasemine 10V, Negative-QTOF	splash10-014i-1900000000-25bed5a5706c91145986	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carpasemine 20V, Negative-QTOF	splash10-0a6r-9100000000-ea03c2911492c4feb25b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carpasemine 40V, Negative-QTOF	splash10-0a4i-9000000000-286b63d3516de7d14a12	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB004711

KNApSAcK ID

Not Available

Chemspider ID

644434

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

69312

PDB ID

Not Available

ChEBI ID

Not Available

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

Not Available

Showing metabocard for Carpasemine (HMDB0302474)

MOL for HMDB0302474 (Carpasemine)

3D MOL for HMDB0302474 (Carpasemine)

3D SDF for HMDB0302474 (Carpasemine)

3D-SDF for HMDB0302474 (Carpasemine)

PDB for HMDB0302474 (Carpasemine)

3D PDB for HMDB0302474 (Carpasemine)

SMILES for HMDB0302474 (Carpasemine)

INCHI for HMDB0302474 (Carpasemine)

Structure for HMDB0302474 (Carpasemine)

3D Structure for HMDB0302474 (Carpasemine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra