Methyl aminolevulinate (BioDeep_00000033286)
human metabolite blood metabolite Chemicals and Drugs
代谢物信息卡片
化学式: C6H11NO3 (145.0739)
中文名称: 5-氨基-4-氧代戊酸甲酯
谱图信息:
最多检出来源 Homo sapiens(blood) 4.88%
分子结构信息
SMILES: COC(=O)CCC(=O)CN
InChI: InChI=1S/C6H11NO3/c1-10-6(9)3-2-5(8)4-7/h2-4,7H2,1H3
描述信息
Methyl aminolevulinate is only found in individuals that have used or taken this drug. It is a prodrug that is metabolised to Protoporphyrin IX (a photosensitizer) used in photodynamic therapy.Photosensitization following application of methyl aminolevulinate cream occurs through the metabolic conversion of methyl aminolevulinate (prodrug) to photoactive porphyrins (PAP), which accumulates in the skin lesions to which the cream has been applied. When exposed to light of appropriate wavelength and energy, the accumulated photoactive porphyrins produce a photodynamic reaction, resulting in a cytotoxic process dependent upon the simultaneous presence of oxygen. The absorption of light results in an excited state of porphyrin molecules, and subsequent spin transfer from photoactive porphyrins to molecular oxygen generates singlet oxygen, which can further react to form superoxide and hydroxyl radicals.
L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01X - Other antineoplastic agents > L01XD - Sensitizers used in photodynamic/radiation therapy
D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents
C1420 - Photosensitizing Agent
D003879 - Dermatologic Agents
同义名列表
14 个代谢物同义名
delta-Aminolevulinic acid methyl ester; 5-Aminolevulinic acid methyl ester; Methyl delta-aminolevulinic acid; Aminolevulinic acid methyl ester; methyl 5-amino-4-oxopentanoate; 5-Aminolevulinate methyl ester; Methyl δ-aminolevulinic acid; Methyl 5-aminolevulinic acid; Methyl delta-aminolevulinate; Aminolevulinate methyl ester; Methyl aminolevulinic acid; Methyl δ-aminolevulinate; Methyl aminolevulinate; ALA-me
数据库引用编号
8 个数据库交叉引用编号
- ChEBI: CHEBI:724125
- PubChem: 157922
- HMDB: HMDB0015127
- DrugBank: DB00992
- ChEMBL: CHEMBL1096562
- Wikipedia: Methyl_Aminolevulinate
- chemspider: 138950
- CAS: 33320-16-0
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
亚细胞结构定位 | 关联基因列表 |
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文献列表
- Marta Mascaraque, Pablo Delgado-Wicke, Alejandra Damian, Silvia Rocío Lucena, Elisa Carrasco, Ángeles Juarranz. Mitotic Catastrophe Induced in HeLa Tumor Cells by Photodynamic Therapy with Methyl-aminolevulinate.
International journal of molecular sciences.
2019 Mar; 20(5):. doi:
10.3390/ijms20051229
. [PMID: 30862116] - Anna A Criscuolo, Caterina Schipani, Maria V Cannizzaro, Serena Messinese, Sergio Chimenti, Emilio Piccione, Rosita Saraceno. New therapeutic approaches in the treatment of anogenital lichen sclerosus: does photodynamic therapy represent a novel option?.
Giornale italiano di dermatologia e venereologia : organo ufficiale, Societa italiana di dermatologia e sifilografia.
2017 Apr; 152(2):117-121. doi:
10.23736/s0392-0488.16.05272-x
. [PMID: 26632959] - Michael Mühlstädt. Ingenol Mebutate vs. Daylight Photodynamic Therapy in a Kidney Transplant Recipient.
Dermatology (Basel, Switzerland).
2016; 232 Suppl 1(?):20-3. doi:
10.1159/000447392
. [PMID: 27513345] - Matteo Auriemma, Marta Di Nicola, Salvador Gonzalez, Stefano Piaserico, Alessandra Capo, Paolo Amerio. Polypodium leucotomos supplementation in the treatment of scalp actinic keratosis: could it improve the efficacy of photodynamic therapy?.
Dermatologic surgery : official publication for American Society for Dermatologic Surgery [et al.].
2015 Aug; 41(8):898-902. doi:
10.1097/dss.0000000000000425
. [PMID: 26218723] - N J Collier, F R Ali, J T Lear. Efficacy of photodynamic therapy for treatment of basal cell carcinoma in organ transplant recipients.
Lasers in medical science.
2015 May; 30(4):1407-9. doi:
10.1007/s10103-013-1454-7
. [PMID: 24126943] - Hanne Evenbratt, Charlotte Jonsson, Jan Faergemann, Sven Engström, Marica B Ericson. In vivo study of an instantly formed lipid-water cubic phase formulation for efficient topical delivery of aminolevulinic acid and methyl-aminolevulinate.
International journal of pharmaceutics.
2013 Aug; 452(1-2):270-5. doi:
10.1016/j.ijpharm.2013.05.047
. [PMID: 23727140] - Agnès Sparsa, Sophie Blaise, Brigitte Tack, François Dalmay, Dominique Leroy, Jean-Marie Bonnetblanc, Jean-Claude Béani, Christophe Bédane. Photodynamic therapy can improve warts' discomfort in renal transplant patients prospective multicenter study.
Photochemistry and photobiology.
2012 Jul; 88(4):1023-6. doi:
10.1111/j.1751-1097.2012.01114.x
. [PMID: 22332671] - B Novak, R Schulten, H Lübbert. δ-Aminolevulinic acid and its methyl ester induce the formation of Protoporphyrin IX in cultured sensory neurones.
Naunyn-Schmiedeberg's archives of pharmacology.
2011 Dec; 384(6):583-602. doi:
10.1007/s00210-011-0683-1
. [PMID: 21947250] - S Piaserico, A Belloni Fortina, P Rigotti, B Rossi, N Baldan, M Alaibac, F Marchini. Topical photodynamic therapy of actinic keratosis in renal transplant recipients.
Transplantation proceedings.
2007 Jul; 39(6):1847-50. doi:
10.1016/j.transproceed.2007.05.040
. [PMID: 17692630] - Li-Wei Ma, Kristian Pagh Nielsen, Vladimir Iani, Johan Moan. A new method for photodynamic therapy of melanotic melanoma -- effects of depigmentation with violet light photodynamic therapy.
Journal of environmental pathology, toxicology and oncology : official organ of the International Society for Environmental Toxicology and Cancer.
2007; 26(3):165-72. doi:
10.1615/jenvironpatholtoxicoloncol.v26.i3.10
. [PMID: 18197832] - Ricardo Ruiz-Rodriguez, Laura López-Rodriguez. Nonablative skin resurfacing: the role of PDT.
Journal of drugs in dermatology : JDD.
2006 Sep; 5(8):756-62. doi:
NULL
. [PMID: 16989190] - Conal M Perrett, Jane McGregor, Richard J Barlow, Peter Karran, Charlotte Proby, Catherine A Harwood. Topical photodynamic therapy with methyl aminolevulinate to treat sebaceous hyperplasia in an organ transplant recipient.
Archives of dermatology.
2006 Jun; 142(6):781-2. doi:
10.1001/archderm.142.6.781
. [PMID: 16785387] - Hans Christian Wulf, Stan Pavel, Ida Stender, Christianne Ahb Bakker-Wensveen. Topical photodynamic therapy for prevention of new skin lesions in renal transplant recipients.
Acta dermato-venereologica.
2006; 86(1):25-8. doi:
10.1080/00015550510042868
. [PMID: 16585985] - N Merclin, J Bender, E Sparr, R H Guy, H Ehrsson, S Engström. Transdermal delivery from a lipid sponge phase--iontophoretic and passive transport in vitro of 5-aminolevulinic acid and its methyl ester.
Journal of controlled release : official journal of the Controlled Release Society.
2004 Nov; 100(2):191-8. doi:
10.1016/j.jconrel.2004.08.025
. [PMID: 15544867] - G Dragieva, B M Prinz, J Hafner, R Dummer, G Burg, U Binswanger, W Kempf. A randomized controlled clinical trial of topical photodynamic therapy with methyl aminolaevulinate in the treatment of actinic keratoses in transplant recipients.
The British journal of dermatology.
2004 Jul; 151(1):196-200. doi:
10.1111/j.1365-2133.2004.06054.x
. [PMID: 15270891]