Showing Compound L-Histidinol (FDB023173)

Record Information

Version

1.0

Creation date

2011-09-21 00:25:43 UTC

Update date

2020-09-17 15:39:13 UTC

Primary ID

FDB023173

Secondary Accession Numbers

FDB030906

Chemical Information

FooDB Name

L-Histidinol

Description

L-Histidinol, also known as HSO or histidol, 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. L-Histidinol is a very strong basic compound (based on its pKa). L-Histidinol exists in all living species, ranging from bacteria to humans. Outside of the human body, L-Histidinol has been detected, but not quantified in, several different foods, such as salmonberries, spinachs, yautia, nopals, and corn salad. This could make L-histidinol a potential biomarker for the consumption of these foods. An amino alcohol that is propanol substituted by 1H-imidazol-4-yl group at position 3 and an amino group at position 2 (the 2S stereoisomer).

CAS Number

4836-52-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
4-[(S)-2-Amino-3-hydroxypropyl]imidazole	ChEBI
(S)-beta-amino-1H-Imidazole-4-propanol	HMDB
Histidinol	HMDB, MeSH
HSO	HMDB
Imidazole C-4(5) deriv. 4	HMDB
Histidol	MeSH, HMDB
(2S)-2-Amino-3-(1H-imidazol-4-yl)propan-1-ol	HMDB
(S)-Histidinol	HMDB
(betaS)-beta-Amino-1H-imidazole-5-propanol	HMDB
(βS)-β-Amino-1H-imidazole-5-propanol	HMDB
L-Histidinol	HMDB
beta-Amino-1H-imidazole-5-propanol	HMDB
β-Amino-1H-imidazole-5-propanol	HMDB
(S)-beta-Amino-1H-imidazole-4-propanol	hmdb
4-[(S)-2-amino-3-Hydroxypropyl]imidazole	ChEBI

Predicted Properties

Property	Value	Source
Water Solubility	140 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-1.7	ChemAxon
logS	0	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	14.74 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

Chemical Formula

C6H11N3O

IUPAC name

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

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)/t5-/m0/s1

InChI Key

ZQISRDCJNBUVMM-YFKPBYRVSA-N

Isomeric SMILES

N[C@H](CO)CC1=CN=CN1

Average Molecular Weight

141.171

Monoisotopic Molecular Weight

141.090211989

Classification

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

imidazoles (CHEBI:16255 )
amino alcohol (CHEBI:16255 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Animal

Biological location:

Organ and components:

Prostate

Cell and elements:

Cell:

Fibroblast

Subcellular:

Cytoplasm

Process

Naturally occurring process:

Biological process:

Biochemical pathway:

Prostate cancer

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	L-Histidinol, 3 TMS, GC-MS Spectrum	splash10-0udi-1970000000-5f8fce52ae008e9577d3	Spectrum
GC-MS	L-Histidinol, 3 TMS, GC-MS Spectrum	splash10-0udi-1960000000-2bd5915e1e2204265b30	Spectrum
GC-MS	L-Histidinol, non-derivatized, GC-MS Spectrum	splash10-0udi-0960000000-04ea4478dfe81318bf5c	Spectrum
GC-MS	L-Histidinol, 3 TMS, GC-MS Spectrum	splash10-0fk9-9540000000-9d5008be3cb2086af6f4	Spectrum
GC-MS	L-Histidinol, non-derivatized, GC-MS Spectrum	splash10-0udi-1970000000-5f8fce52ae008e9577d3	Spectrum
GC-MS	L-Histidinol, non-derivatized, GC-MS Spectrum	splash10-0udi-1960000000-2bd5915e1e2204265b30	Spectrum
GC-MS	L-Histidinol, non-derivatized, GC-MS Spectrum	splash10-0udi-0960000000-04ea4478dfe81318bf5c	Spectrum
GC-MS	L-Histidinol, non-derivatized, GC-MS Spectrum	splash10-0fk9-9540000000-9d5008be3cb2086af6f4	Spectrum
Predicted GC-MS	L-Histidinol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-03di-5900000000-b7271e5101b1cf971b24	Spectrum
Predicted GC-MS	L-Histidinol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-03e9-9800000000-eb7ec98ac413a4a5067d	Spectrum
Predicted GC-MS	L-Histidinol, 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)	splash10-006x-1900000000-c360dc1772243d0c7cca	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-001i-9000000000-eba5a77ea4a62d8375f8	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-001i-9000000000-009922321d7904037f80	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-0006-0900000000-3a563827d1023d4dadd7	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-00e9-7900000000-4baa9781af4596ef1a49	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-001i-9000000000-98f4a65357b52f544e0c	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-001i-9000000000-5921f5ed9c6159fbe48e	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-001i-9000000000-a7a82388a3feef766362	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-0089-8900000000-b7fa72e4e20dbc5d79d2	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0006-0900000000-3a563827d1023d4dadd7	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-00e9-7900000000-4baa9781af4596ef1a49	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-001i-9000000000-98f4a65357b52f544e0c	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-001i-9000000000-5921f5ed9c6159fbe48e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-001i-9000000000-128590ab44ecade57be8	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0089-8900000000-b7fa72e4e20dbc5d79d2	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0900000000-407552f60d560106c1a3	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0900000000-fdf0dfe513943a57b5ff	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-052u-0900000000-c9d458943690ec68d5cc	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0900000000-bb10166bbd4c200cca41	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-006x-0900000000-e19200b81166dd2ceb6c	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0abc-3900000000-8073bbe0237addc54c81	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a5a-9300000000-a833e6da71592c915e87	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-1900000000-f2eb428fd58c551e9f84	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0596-9800000000-7dcca6b55761d69a3dc2	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000x-9100000000-4649be9a2b45a85f4de1	2016-09-12	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Spectrum