基本情報
- CAS
140898-97-1- 標準SMILES
CCCCCCOC(=O)CCC(=O)CN- InChIKey
RYQOILLJDKPETL-UHFFFAOYSA-N- 分子式
- C11H21NO3
- 平均分子量
- 215.29 g/mol
- 単同位体質量
- 215.15214353
概要
5-aminolevulinic acid hexyl ester is an organonitrogen compound and an organooxygen compound. It is functionally related to a delta-amino acid.
名称と識別子
- 優先名称
- 5-Aminolevulinic acid hexyl ester
- IUPAC
- hexyl 5-amino-4-oxopentanoate
- 英語名
- 5-aminolevulinic acid hexyl ester
- 分子式
- C11H21NO3
- 分子量
- 215.29
名称と別名
名称をさらに表示
データベース識別子
- CAS
140898-97-1- PubChem CID
- 6433083
- DTXSID
DTXSID40161487- ChEMBL
CHEMBL1201784- ChEBI
CHEBI:134892- UNII
- G7H20TKI67
- Nikkaji
- J1.058.793J
物性
構造計算による物性
- XLogP
- 1.1
- 極性表面積
- 69.4 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 4
- 回転可能結合数
- 10
- 重原子数
- 15
- 形式電荷
- 0
- 複雑度
- 192
実験および物理化学的性質
物理化学的性質
- 沸点
- 313.2 · 313.2±22.0 °C(Predicted)
- 比重(密度)
- 1.004 · 1.004±0.06 g/cm3(Predicted)
- 酸解離定数(Pka)
- 7.24 · 7.24±0.29(Predicted)
安全と法規制
毒性情報
化学と産業
薬理情報
ATC Code
V - Various
QV - Various
Pharmacodynamics
In vitro studies have shown increased porphyrin fluorescence in normal urothelium after exposure to hexaminolevulinate hydrochloride intravesical solution. In the human bladder, a greater accumulation of porphyrins is proposed in neoplastic or inflamed cells, compared to normal urothelium. After bladder instillation of hexaminolevulinate hydrochloride intravesical solution for approximately 1 hour and subsequent illumination with blue light at wavelengths 360 – 450nm, the porphyrins will fluoresce red.
Mechanism of Action
Hexaminolevulinate is an ester of the heme precursor, aminolevulinic acid. After bladder instillation, hexaminolevulinate enters the bladder mucosa and is proposed to enter the intracellular space of mucosal cells where it is used as a precursor in the formation of the photoactive intermediate protoporphyrin IX (PpIX) and other photoactive porphyrins (PAPs). PpIX and PAPs are reported to accumulate preferentially in neoplastic cells as compared to normal urothelium, partly due to altered enzymatic activity in the neoplastic cells. After excitation with light at wavelengths between 360 and 450 nm, PpIX and other PAPs return to a lower energy level by fluorescing, which can be detected and used for cystoscopic detection of lesions. The fluorescence from tumor tissue appears bright red and demarcated, whereas the background normal tissue appears dark blue. Similar processes may occur in inflamed cells.
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