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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:24:17 UTC

Update Date

2021-09-26 23:06:15 UTC

HMDB ID

HMDB0253185

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Histidinol

Description

2-amino-3-(1H-imidazol-5-yl)propan-1-ol belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group. 2-amino-3-(1H-imidazol-5-yl)propan-1-ol is a very strong basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Histidinol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Histidinol 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
Histidol	MeSH

Chemical Formula

C₆H₁₁N₃O

Average Molecular Weight

141.171

Monoisotopic Molecular Weight

141.090211989

IUPAC Name

2-amino-3-(1H-imidazol-5-yl)propan-1-ol

Traditional Name

2-amino-3-(3H-imidazol-4-yl)propan-1-ol

CAS Registry Number

Not Available

SMILES

NC(CO)CC1=CN=CN1

InChI Identifier

InChI=1S/C6H11N3O/c7-5(3-10)1-6-2-8-4-9-6/h2,4-5,10H,1,3,7H2,(H,8,9)

InChI Key

ZQISRDCJNBUVMM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Aralkylamines

Alternative Parents

Substituents

Aralkylamine
Azole
Imidazole
Heteroaromatic compound
1,2-aminoalcohol
Azacycle
Organoheterocyclic compound
Organic oxygen compound
Primary amine
Primary alcohol
Organooxygen compound
Primary aliphatic amine
Alcohol
Hydrocarbon derivative
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0253185)

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	-1.3	ALOGPS
logP	-1.7	ChemAxon
logS	-0.04	ALOGPS
pKa (Strongest Acidic)	13.45	ChemAxon
pKa (Strongest Basic)	9.41	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	74.93 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	38.19 m³·mol⁻¹	ChemAxon
Polarizability	14.64 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	130.888	30932474
DeepCCS	[M-H]-	127.983	30932474
DeepCCS	[M-2H]-	165.078	30932474
DeepCCS	[M+Na]+	139.947	30932474
AllCCS	[M+H]+	133.0	32859911
AllCCS	[M+H-H2O]+	128.6	32859911
AllCCS	[M+NH4]+	137.0	32859911
AllCCS	[M+Na]+	138.2	32859911
AllCCS	[M-H]-	128.6	32859911
AllCCS	[M+Na-2H]-	130.5	32859911
AllCCS	[M+HCOO]-	132.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Histidinol	NC(CO)CC1=CN=CN1	2709.4	Standard polar	33892256
Histidinol	NC(CO)CC1=CN=CN1	1620.8	Standard non polar	33892256
Histidinol	NC(CO)CC1=CN=CN1	1714.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Histidinol,2TMS,isomer #1	C[Si](C)(C)NC(CO[Si](C)(C)C)CC1=CN=C[NH]1	1761.5	Semi standard non polar	33892256
Histidinol,2TMS,isomer #1	C[Si](C)(C)NC(CO[Si](C)(C)C)CC1=CN=C[NH]1	1798.7	Standard non polar	33892256
Histidinol,2TMS,isomer #1	C[Si](C)(C)NC(CO[Si](C)(C)C)CC1=CN=C[NH]1	2115.2	Standard polar	33892256
Histidinol,2TMS,isomer #2	C[Si](C)(C)OCC(N)CC1=CN=CN1[Si](C)(C)C	1764.1	Semi standard non polar	33892256
Histidinol,2TMS,isomer #2	C[Si](C)(C)OCC(N)CC1=CN=CN1[Si](C)(C)C	1761.9	Standard non polar	33892256
Histidinol,2TMS,isomer #2	C[Si](C)(C)OCC(N)CC1=CN=CN1[Si](C)(C)C	2230.2	Standard polar	33892256
Histidinol,2TMS,isomer #3	C[Si](C)(C)N(C(CO)CC1=CN=C[NH]1)[Si](C)(C)C	1848.9	Semi standard non polar	33892256
Histidinol,2TMS,isomer #3	C[Si](C)(C)N(C(CO)CC1=CN=C[NH]1)[Si](C)(C)C	1895.2	Standard non polar	33892256
Histidinol,2TMS,isomer #3	C[Si](C)(C)N(C(CO)CC1=CN=C[NH]1)[Si](C)(C)C	2301.4	Standard polar	33892256
Histidinol,2TMS,isomer #4	C[Si](C)(C)NC(CO)CC1=CN=CN1[Si](C)(C)C	1824.7	Semi standard non polar	33892256
Histidinol,2TMS,isomer #4	C[Si](C)(C)NC(CO)CC1=CN=CN1[Si](C)(C)C	1732.0	Standard non polar	33892256
Histidinol,2TMS,isomer #4	C[Si](C)(C)NC(CO)CC1=CN=CN1[Si](C)(C)C	2257.9	Standard polar	33892256
Histidinol,3TMS,isomer #1	C[Si](C)(C)OCC(CC1=CN=C[NH]1)N([Si](C)(C)C)[Si](C)(C)C	1922.7	Semi standard non polar	33892256
Histidinol,3TMS,isomer #1	C[Si](C)(C)OCC(CC1=CN=C[NH]1)N([Si](C)(C)C)[Si](C)(C)C	1949.0	Standard non polar	33892256
Histidinol,3TMS,isomer #1	C[Si](C)(C)OCC(CC1=CN=C[NH]1)N([Si](C)(C)C)[Si](C)(C)C	2046.0	Standard polar	33892256
Histidinol,3TMS,isomer #2	C[Si](C)(C)NC(CO[Si](C)(C)C)CC1=CN=CN1[Si](C)(C)C	1834.9	Semi standard non polar	33892256
Histidinol,3TMS,isomer #2	C[Si](C)(C)NC(CO[Si](C)(C)C)CC1=CN=CN1[Si](C)(C)C	1851.3	Standard non polar	33892256
Histidinol,3TMS,isomer #2	C[Si](C)(C)NC(CO[Si](C)(C)C)CC1=CN=CN1[Si](C)(C)C	2012.9	Standard polar	33892256
Histidinol,3TMS,isomer #3	C[Si](C)(C)N(C(CO)CC1=CN=CN1[Si](C)(C)C)[Si](C)(C)C	1973.2	Semi standard non polar	33892256
Histidinol,3TMS,isomer #3	C[Si](C)(C)N(C(CO)CC1=CN=CN1[Si](C)(C)C)[Si](C)(C)C	1943.8	Standard non polar	33892256
Histidinol,3TMS,isomer #3	C[Si](C)(C)N(C(CO)CC1=CN=CN1[Si](C)(C)C)[Si](C)(C)C	2147.9	Standard polar	33892256
Histidinol,4TMS,isomer #1	C[Si](C)(C)OCC(CC1=CN=CN1[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2073.6	Semi standard non polar	33892256
Histidinol,4TMS,isomer #1	C[Si](C)(C)OCC(CC1=CN=CN1[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1994.7	Standard non polar	33892256
Histidinol,4TMS,isomer #1	C[Si](C)(C)OCC(CC1=CN=CN1[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1999.6	Standard polar	33892256
Histidinol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CO[Si](C)(C)C(C)(C)C)CC1=CN=C[NH]1	2207.2	Semi standard non polar	33892256
Histidinol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CO[Si](C)(C)C(C)(C)C)CC1=CN=C[NH]1	2257.5	Standard non polar	33892256
Histidinol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CO[Si](C)(C)C(C)(C)C)CC1=CN=C[NH]1	2306.1	Standard polar	33892256
Histidinol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(N)CC1=CN=CN1[Si](C)(C)C(C)(C)C	2241.0	Semi standard non polar	33892256
Histidinol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(N)CC1=CN=CN1[Si](C)(C)C(C)(C)C	2174.0	Standard non polar	33892256
Histidinol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(N)CC1=CN=CN1[Si](C)(C)C(C)(C)C	2359.9	Standard polar	33892256
Histidinol,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CO)CC1=CN=C[NH]1)[Si](C)(C)C(C)(C)C	2268.8	Semi standard non polar	33892256
Histidinol,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CO)CC1=CN=C[NH]1)[Si](C)(C)C(C)(C)C	2340.1	Standard non polar	33892256
Histidinol,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CO)CC1=CN=C[NH]1)[Si](C)(C)C(C)(C)C	2405.2	Standard polar	33892256
Histidinol,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CO)CC1=CN=CN1[Si](C)(C)C(C)(C)C	2317.2	Semi standard non polar	33892256
Histidinol,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CO)CC1=CN=CN1[Si](C)(C)C(C)(C)C	2179.1	Standard non polar	33892256
Histidinol,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CO)CC1=CN=CN1[Si](C)(C)C(C)(C)C	2379.9	Standard polar	33892256
Histidinol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(CC1=CN=C[NH]1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2552.7	Semi standard non polar	33892256
Histidinol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(CC1=CN=C[NH]1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2571.3	Standard non polar	33892256
Histidinol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(CC1=CN=C[NH]1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2334.4	Standard polar	33892256
Histidinol,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CO[Si](C)(C)C(C)(C)C)CC1=CN=CN1[Si](C)(C)C(C)(C)C	2493.9	Semi standard non polar	33892256
Histidinol,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CO[Si](C)(C)C(C)(C)C)CC1=CN=CN1[Si](C)(C)C(C)(C)C	2483.9	Standard non polar	33892256
Histidinol,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CO[Si](C)(C)C(C)(C)C)CC1=CN=CN1[Si](C)(C)C(C)(C)C	2317.3	Standard polar	33892256
Histidinol,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CO)CC1=CN=CN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2634.7	Semi standard non polar	33892256
Histidinol,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CO)CC1=CN=CN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2566.1	Standard non polar	33892256
Histidinol,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CO)CC1=CN=CN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2391.5	Standard polar	33892256
Histidinol,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(CC1=CN=CN1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2890.3	Semi standard non polar	33892256
Histidinol,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(CC1=CN=CN1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2789.6	Standard non polar	33892256
Histidinol,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(CC1=CN=CN1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2376.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Histidinol GC-MS (3 TMS)	splash10-0udi-2960000000-a355e9e2984c88283446	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Histidinol GC-MS (4 TMS)	splash10-03di-1910000000-ebc78f7f9396aea0708e	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Histidinol GC-MS (Non-derivatized) - 70eV, Positive	splash10-01q9-9400000000-b26caef8e440193fae4e	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Histidinol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Histidinol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Histidinol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Histidinol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Histidinol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Histidinol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Histidinol GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinol 10V, Positive-QTOF	splash10-006x-0900000000-e19200b81166dd2ceb6c	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinol 20V, Positive-QTOF	splash10-0abc-3900000000-8073bbe0237addc54c81	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinol 40V, Positive-QTOF	splash10-0a5a-9300000000-a833e6da71592c915e87	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinol 10V, Negative-QTOF	splash10-0006-1900000000-f3997bdd5c6480628177	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinol 20V, Negative-QTOF	splash10-0596-9800000000-9cd398101b8693c17cda	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinol 40V, Negative-QTOF	splash10-000x-9100000000-664ba181a1949234ff00	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinol 10V, Positive-QTOF	splash10-006x-0900000000-907e917771bbc822aabf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinol 20V, Positive-QTOF	splash10-007o-5900000000-61936d3b5fef5e7356ff	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinol 40V, Positive-QTOF	splash10-053r-9100000000-72a70ea9f00fb1c58d4b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinol 10V, Negative-QTOF	splash10-052f-7900000000-04dfcc91f984e5a37326	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinol 20V, Negative-QTOF	splash10-0536-9300000000-d9858e52f78e54249c89	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinol 40V, Negative-QTOF	splash10-00kf-9000000000-e7917b3b14ee3856ecf7	2021-10-12	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB 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

776

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

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 Histidinol (HMDB0253185)

MOL for HMDB0253185 (Histidinol)

3D MOL for HMDB0253185 (Histidinol)

3D SDF for HMDB0253185 (Histidinol)

3D-SDF for HMDB0253185 (Histidinol)

PDB for HMDB0253185 (Histidinol)

3D PDB for HMDB0253185 (Histidinol)

SMILES for HMDB0253185 (Histidinol)

INCHI for HMDB0253185 (Histidinol)

Structure for HMDB0253185 (Histidinol)

3D Structure for HMDB0253185 (Histidinol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra