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Details

Stereochemistry ABSOLUTE
Molecular Formula C5H9NO2.ClH
Molecular Weight 151.591
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PROLINE HYDROCHLORIDE, L-

SMILES

Cl.OC(=O)[C@@H]1CCCN1

InChI

InChIKey=UAGFTQCWTTYZKO-WCCKRBBISA-N
InChI=1S/C5H9NO2.ClH/c7-5(8)4-2-1-3-6-4;/h4,6H,1-3H2,(H,7,8);1H/t4-;/m0./s1

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C5H9NO2
Molecular Weight 115.1305
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Proline (L-Proline) is one of the twenty amino acids used in living organisms as the building blocks of proteins. Proline is a non-essential amino acid that is synthesized from glutamic acid. It is an essential component of collagen and is important for proper functioning of joints and tendons. Proline is used in pharmaceuticals as an excipient and as an active substance in nutritional supplements. Proline is not commonly used in pharmaceuticals as an excipient. It is approved for use in Privigen (IVIg) and Hizentra (SCIg) solution for injection as a stabiliser for IgG. Proline is also contained in low amounts in several vaccines, e.g. Havrix 720 Kinder (Hepatitis A).

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: O43272|||Q9UF13
Gene ID: 5625.0
Gene Symbol: PRODH
Target Organism: Homo sapiens (Human)
Target ID: Q495M3
Gene ID: 153201.0
Gene Symbol: SLC36A2
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
FREAMINE III 10%

Approved Use

Parenteral nutrition with 8.5% FreAmine® III (Amino Acid Injection) with Electrolytes is indicated to prevent nitrogen loss or treat negative nitrogen balance in adults and pediatric patients, where (1) the alimentary tract, by the oral, gastrostomy, or jejunostomy route, cannot or should not be used, or adequate protein intake is not feasible by these routes; (2) gastrointestinal absorption of protein is impaired; or (3) protein requirements are substantially increased as with extensive burns. Dosage, route of administration, and concomitant infusion of non-protein calories are dependent on various factors, such as nutritional metabolic status of the patient, anticipated duration of parenteral nutritional support, and vein tolerance

Launch Date

1971
PubMed

PubMed

TitleDatePubMed
Recognition and stabilization of a unique CPRI--structural motif in cucurbitaceae family trypsin inhibitor peptides: molecular dynamics based homology modeling using the X-ray structure of MCTI-II.
2001 Feb
Development and characterization of tissue-engineered aortic valves.
2001 Feb
Comparison of in vitro systems of protein digestion using either mammal or fish proteolytic enzymes.
2001 Feb
Construction of phosphatidylethanolamine-less strain of Saccharomyces cerevisiae. Effect on amino acid transport.
2001 Feb
Importance of a proline-rich sequence in the amino-terminal region for correct folding of mitochondrial and soluble microbial p450s.
2001 Feb
Non-alpha-helical elements modulate polytopic membrane protein architecture.
2001 Feb 16
Cloning of dopamine, norepinephrine and serotonin transporters from monkey brain: relevance to cocaine sensitivity.
2001 Feb 19
The adaptive regulation of amino acid transport system A is associated to changes in ATA2 expression.
2001 Feb 9
Autoregulation of the biosynthesis of the CcpA-like protein, PepR1, in Lactobacillus delbrueckii subsp bulgaricus.
2001 Jan
Reduction of wobble-position GC bases in Corynebacteria genes and enhancement of PCR and heterologous expression.
2001 Jan
[A case of bilateral coronal craniosynostosis with the P250R mutation in FGFR3 gene].
2001 Jan
Polymorphism of TP53 codon 72 and the risk of cervical cancer among Korean women.
2001 Jan
Isolation and analysis of an aciclovir-resistant murine cytomegalovirus mutant.
2001 Jan
Phosphorylation of thr(668) in the cytoplasmic domain of the Alzheimer's disease amyloid precursor protein by stress-activated protein kinase 1b (Jun N-terminal kinase-3).
2001 Jan
Inhibition of prolyl 4-hydroxylase in vitro and in vivo by members of a novel series of phenanthrolinones.
2001 Jan 15
Absence of association between HPV DNA, TP53 codon 72 polymorphism, and risk of oesophageal cancer in a high-risk area of China.
2001 Jan 26
Methanococcus jannaschii prolyl-cysteinyl-tRNA synthetase possesses overlapping amino acid binding sites.
2001 Jan 9
Mutation of proline 409 to arginine in the meander region of cytochrome p450c17 causes severe 17 alpha-hydroxylase deficiency.
2001 Mar
Differences in proliferation of the hematopoietic cell line TF-1 and cytokine production by peripheral blood leukocytes induced by 2 naturally occurring forms of human IL-3.
2001 Mar
Purification, crystallization and preliminary crystallographic analysis of the periplasmic binding protein ProX from Escherichia coli.
2001 Mar
Induction of arginases I and II in cornea during herpes simplex virus infection.
2001 Mar
SHIP's C-terminus is essential for its hydrolysis of PIP3 and inhibition of mast cell degranulation.
2001 Mar 1
Chemical C-terminal protein sequence analysis: improved sensitivity, length of degradation, proline passage, and combination with edman degradation.
2001 Mar 1
Effects of Doxorubicin (Adriamycin) and [(+)-1,2-bis(3,5-dioxopiperazinyl-1-yl)]propane (ICRF-187) on skeletal muscle protease activities.
2001 Mar 15
Pyridoxal phosphate de-activation by pyrroline-5-carboxylic acid. Increased risk of vitamin B6 deficiency and seizures in hyperprolinemia type II.
2001 May 4
Patents

Sample Use Guides

As an active substance proline is used as an oral nutritional supplement in OTC supplements by a 97 number of companies in doses ranging from 500 mg/d to 1000 mg/d and in numerous amino acid 98 mixtures intended for parenteral nutrition such as 10% FreAmine® III, B. Braun Medical Inc.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:44:37 GMT 2023
Edited
by admin
on Fri Dec 15 19:44:37 GMT 2023
Record UNII
BWT036T5RY
Record Status Validated (UNII)
Record Version
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Name Type Language
PROLINE HYDROCHLORIDE, L-
Systematic Name English
PROLINE, L-, HYDROCHLORIDE
Systematic Name English
L-PROLINE, HYDROCHLORIDE (1:1)
Systematic Name English
PROLINE, HYDROCHLORIDE, L-
Systematic Name English
L-PROLINE, HYDROCHLORIDE
Systematic Name English
PROLINE HYDROCHLORIDE, (L)-
Common Name English
PROLINE HYDROCHLORIDE, (-)-
Systematic Name English
PROLINE HYDROCHLORIDE
Systematic Name English
L-PROLINE MONOHYDROCHLORIDE
Systematic Name English
L-PROLINE HCL
Common Name English
Code System Code Type Description
PUBCHEM
10285808
Created by admin on Fri Dec 15 19:44:37 GMT 2023 , Edited by admin on Fri Dec 15 19:44:37 GMT 2023
PRIMARY
EPA CompTox
DTXSID70228375
Created by admin on Fri Dec 15 19:44:37 GMT 2023 , Edited by admin on Fri Dec 15 19:44:37 GMT 2023
PRIMARY
CAS
7776-34-3
Created by admin on Fri Dec 15 19:44:37 GMT 2023 , Edited by admin on Fri Dec 15 19:44:37 GMT 2023
PRIMARY
ECHA (EC/EINECS)
231-898-4
Created by admin on Fri Dec 15 19:44:37 GMT 2023 , Edited by admin on Fri Dec 15 19:44:37 GMT 2023
PRIMARY
FDA UNII
BWT036T5RY
Created by admin on Fri Dec 15 19:44:37 GMT 2023 , Edited by admin on Fri Dec 15 19:44:37 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE