ContaminantDB: Protirelin

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 03:45:34 UTC

Update Date

2016-11-09 01:15:29 UTC

Accession Number

CHEM016853

Identification

Common Name

Protirelin

Class

Small Molecule

Description

A tripeptide composed of L-pyroglutamyl, L-histidyl and L-prolinamide residues joined in sequence.

Contaminant Sources

FooDB Chemicals
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
L-Pyroglutamyl-L-histidyl-L-prolineamide	ChEBI
Thyroliberin	ChEBI
Thyrotropic releasing hormone	ChEBI
Thyrotropic-releasing factor	ChEBI
Thyrotropin-releasing factor	ChEBI
TRH	ChEBI
TSH-Releasing factor	ChEBI
TSH-Releasing hormone	ChEBI
Protirelin	Kegg
Relefact TRH	Kegg
Abbott brand OF protirelin	HMDB
Abbott-38579	HMDB
Antepan	HMDB
Aventis brand OF protirelin	HMDB
Novartis brand OF protirelin	HMDB
Proterelin tartrate	HMDB
Proterelin tartrate hydrate	HMDB
Protirelin abbott brand	HMDB
Protirelin aventis brand	HMDB
Stimu TSH	HMDB
Tartrate hydrate, proterelin	HMDB
Thypinone	HMDB
Abbott 38579	HMDB
Protirelin tartrate (1:1)	HMDB
TRH Ferring	HMDB
TRH Prem	HMDB
Thyrotropin-releasing hormone	HMDB
Thyrotropin-releasing hormone tartrate	HMDB
Abbott38579	HMDB
Ferring brand OF protirelin	HMDB
Henning berlin brand OF protirelin	HMDB
Hydrate, proterelin tartrate	HMDB
Merck brand OF protirelin	HMDB
Prem, TRH	HMDB
Protirelin ferring brand	HMDB
Protirelin merck brand	HMDB
Stimu-TSH	HMDB
Thyroliberin TRH merck	HMDB
Thyrotropin releasing factor	HMDB
Protirelin novartis brand	HMDB
StimuTSH	HMDB
TRH, Relefact	HMDB
Thyrotropin releasing hormone tartrate	HMDB
Thyrotropin releasing hormone	ChEBI

Chemical Formula

C₁₆H₂₂N₆O₄

Average Molecular Mass

362.384 g/mol

Monoisotopic Mass

362.170 g/mol

CAS Registry Number

24305-27-9

IUPAC Name

(2S)-N-[(2S)-1-[(2S)-2-carbamoylpyrrolidin-1-yl]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide

Traditional Name

(2S)-N-[(2S)-1-[(2S)-2-carbamoylpyrrolidin-1-yl]-3-(3H-imidazol-4-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide

SMILES

[H][C@@](CC1=CN=CN1)(NC(=O)[C@]1([H])CCC(=O)N1)C(=O)N1CCC[C@@]1([H])C(N)=O

InChI Identifier

InChI=1S/C16H22N6O4/c17-14(24)12-2-1-5-22(12)16(26)11(6-9-7-18-8-19-9)21-15(25)10-3-4-13(23)20-10/h7-8,10-12H,1-6H2,(H2,17,24)(H,18,19)(H,20,23)(H,21,25)/t10-,11-,12-/m0/s1

InChI Key

XNSAINXGIQZQOO-SRVKXCTJSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Estrane steroids

Direct Parent

Estrogens and derivatives

Alternative Parents

Substituents

Estrogen-skeleton
3-oxosteroid
Hydroxysteroid
Oxosteroid
17-hydroxysteroid
2-oxosteroid
Cyclic alcohol
Cyclic ketone
Ketone
Secondary alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	4.18 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-3.3	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	11.15	ChemAxon
pKa (Strongest Basic)	6.74	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	150.28 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	89.76 m³·mol⁻¹	ChemAxon
Polarizability	35.13 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9132000000-49fa8da4e6762d408997	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0ika-0196000000-afe7149844b51b017ffe	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0uxr-2890000000-b54b008a540dfef60574	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-06e9-4900000000-ee9272d8925098115bfd	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0uxr-1980000000-71c7b1b1167912a394e4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0229000000-07452232680491a34370	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-03k9-4910000000-36df0cdebfe4ff6da0c5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-00xs-0590000000-a869c0d113c010b718fa	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-03di-4900000000-4508511e6a002d601f08	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-00xs-1690000000-48f23b21f382fe83e1ec	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-03k9-7900000000-c0fe7f08cbc139f31fc5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-02mj-1794000000-14f46bfee6df7d4a5a00	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0229-3960000000-af2ed02667f34a7fcac6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0139000000-3e36ea4f46eaffc55495	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-00xs-0790000000-099b2f8d353b67c2e883	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ika-2369000000-319ede954f3ced479d6e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-9582000000-bdc5d7fba5104a9bcfe8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00lr-9400000000-32c92be7b84a0dc3663b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-1129000000-e58ba2209f3459479f64	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-6968000000-2fff001bc2b3c86f57d8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9411000000-a08e549b33f1b6a81063	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0009000000-696431d5c8a5cf963eca	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-044i-4439000000-6797de0104dd10461c61	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03dj-9812000000-16c08d58395f971c0c3e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0019000000-f097eb2b9e44187f9db3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9762000000-3dbee1b2272386f8656e	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum