CAS 5451-09-2|CAS 5451-09-2|aminolevulinic acid hydrochloride|5-Aminolevulinic acid hydrochloride|5-amino-4-oxopentanoic acid hydrochloride|5-Aminolaevulinic acid hydrochloride|δ-Aminolevulinic aci...

General Information

Structure

Molecular Formula

C₅H₁₀ClNO₃

Molecular Mass

167.5908

Exact Mass

167.03492087

Charge

InChI

InChI=1S/C5H9NO3.ClH/c6-3-4(7)1-2-5(8)9;/h1-3,6H2,(H,8,9);1H

InChIKey

ZLHFONARZHCSET-UHFFFAOYSA-N

Canonic Smiles

NCC(=O)CCC(=O)O.Cl

Isomeric Smiles

C(=O)(CCC(=O)CN)O.Cl

Calculated Properties

JChem

LogD (pH = 7.4)

-3.37

LogD (pH = 5.5)

-3.26

Log P

-3.25

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

4.05

Polar Surface Area

80.39

Polarizability

12.56

Molar Refractivity

30.45

LOG S

0.56

Data Source

Names and Identifiers

IUPAC Traditional name

aminolevulinic acid hydrochloride aminolevulinic acid hcl

Synonyms

5-Aminolevulinic acid hydrochlorideδ-Aminolevulinic acid hydrochloride5-Aminolaevulinic acid hydrochloride5-Amino-4-oxopentanoic acid hydrochlorideALA5-Aminolevulinic acid hydrochloridedelta-AMINOLEVULINIC ACID HYDROCHLORIDE5-Aminolevulinic acid5-Amino-4-oxopentanoic acid hydrochlorideLevulan5-Amino-4-oxovaleric acid hydrochloride5-Aminolevulinic Acid Hydrochloride SaltAminolevulinic Acid Hydrochloride5-Aminolevulinic acid hydrochloride5-Amino-4-oxopentanoic acid hydrochloride 98%5-ALA HCl5-Amino-4-ketovaleric acid hydrochloride5-氨基酮戊酸盐酸盐delta-Aminolevulinic acid hydrochloride5-aminolevulinic acid.HCldelta-aminolevulinic acid hydrochloride5-aminolevulinic acid hydrochloride

Names and Identifiers

Registration numbers

MDL Number

EC Number

CAS Number

Merck Index

Beilstein Number

PubChem SID

Registration numbers

Properties

Related Proteins

Molecular Spectra

Molecule Details

Selleck Chemicals

S2553

Research Area: Cancer
Biological Activity:
5-Aminolevulinic acid is an intermediate in heme biosynthesis in the body and the universal precursor of tetrapyrroles, such as chlorophyll and heme. In mammals, yeast, fungi and the purple bacteria, 5-aminolevulinic acid is formed by the Shemin pathway. Then it is used in the synthesis of hemes, vitamin B12 and bacteriochlorophyll. Two molecules of 5-aminolevulinic acid are condensed to form porphobilinogen. It is the first step compound in the porphyrin synthesis. Aminolevulinic acid HCl (5-aminolevulinic acid HCl) is a prodrug that is metabolized intracellularly to form the photosensitizing molecule protoporphyrin (PpIX). When PpIX is activated by light, cytotoxic reactive oxygen species and free radicals are generated. ALA can diffuse through skin and preferentially localizes in tumors and dysplasic tissue. Subsequent exposure of PpIX-loaded tumor cells to light can destroy the tumor. [1][2]

MP Biomedicals

02100247

Purity: Approx. 98%
Hydrochloride

Sigma Aldrich

A7793

Biochem/physiol Actions
Intermediate in heme biosynthesis.
包装
10 mg in autosmp vl
Application
5-Aminolevulinic acid formed from glycine and succinyl CoA by ALA synthase is the first compound in prophyrin biosynthesis pathway. 5-Aminolevulinic acid is used in photodynamic therapy. This compound may be used to study the effects of photodynamic therapy in vitro.

Molecule Details

References

PubChem Literature

From Data Sources

• gura S et al. BMC Res Notes. 2011 Mar 17; 4:66.

• Sisler, E.C., et al.: Physiol. Plant., 16, 315 (1963)

• Herdeis, C., et al.: Arch. Pharm., 317, 304 (1963)

• Peng, Q., et al.: Cancer, 79, 2282(1963)

References

Bioactivity

PubChem BioAssay

Bioactivity