Trioxsalen (BioDeep_00000002503)

 

Secondary id: BioDeep_00000869055, BioDeep_00001867790

human metabolite PANOMIX_OTCML-2023 blood metabolite Chemicals and Drugs Volatile Flavor Compounds natural product


代谢物信息卡片


6-Hydroxy-beta,2,7-trimethyl-5-benzofuranacrylic acid, delta-lactone

化学式: C14H12O3 (228.0786402)
中文名称: 三甲沙林, 三氧沙仑
谱图信息: 最多检出来源 Homo sapiens(blood) 0.81%

Reviewed

Last reviewed on 2024-09-04.

Cite this Page

Trioxsalen. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/trioxsalen (retrieved 2024-11-22) (BioDeep RN: BioDeep_00000002503). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: c12c(c(c3c(c1)c(cc(=O)o3)C)C)oc(c2)C
InChI: InChI=1S/C14H12O3/c1-7-4-12(15)17-14-9(3)13-10(6-11(7)14)5-8(2)16-13/h4-6H,1-3H3

描述信息

Trioxsalen, also known as trimethylpsoralen or trisoralen, is a member of the class of compounds known as psoralens. Psoralens are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Trioxsalen is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Trioxsalen can be found in wild celery, which makes trioxsalen a potential biomarker for the consumption of this food product. Trioxsalen can be found primarily in blood and urine. Trioxsalen (trimethylpsoralen, Trioxysalen or Trisoralen) is a furanocoumarin and a psoralen derivative. It is obtained from several plants, mainly Psoralea corylifolia. Like other psoralens it causes photosensitization of the skin. It is administered either topically or orally in conjunction with UV-A (the least damaging form of ultraviolet light) for phototherapy treatment of vitiligo and hand eczema. After photoactivation it creates interstrand cross-links in DNA, which can cause programmed cell death unless repaired by cellular mechanisms. In research it can be conjugated to dyes for confocal microscopy and used to visualize sites of DNA damage. The compound is also being explored for development of antisense oligonucleotides that can be cross-linked specifically to a mutant mRNA sequence without affecting normal transcripts differing at even a single base pair . Trioxsalen ispharmacologically inactive but when exposed to ultraviolet radiation or sunlight it is converted to its active metabolite to produce a beneficial reaction affecting the diseased tissue (DrugBank).
Trioxsalen, also known as trimethylpsoralen, trioxysalen or trisoralen, belongs to the group of drugs called psoralens. It is also known as a furanocoumarin (PMID: 3196695). Trioxsalen is a pigmenting photosensitizing agent used to treat vitiligo, a condition characterized by loss of skin color (PMID: 4828534, 4441118). It is administered in conjunction with ultraviolet light A (UVA) to increase the skins sensitivity to sunlight. Trioxsalen functions through inducing interstrand crosslinks in DNA. It has been reported that use of trioxsalen increases the chance of skin cancer and cataracts. Trioxsalen is only found in individuals that have used or taken this drug.
D - Dermatologicals > D05 - Antipsoriatics > D05B - Antipsoriatics for systemic use > D05BA - Psoralens for systemic use
D - Dermatologicals > D05 - Antipsoriatics > D05A - Antipsoriatics for topical use > D05AD - Psoralens for topical use
D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents > D011564 - Furocoumarins
C78284 - Agent Affecting Integumentary System > C29708 - Anti-psoriatic Agent
D003879 - Dermatologic Agents
Trioxsalen (Trisoralen), a psoralen derivative, is a photochemical DNA crosslinker. Trioxsalen only works after photoactivation with near ultraviolet light. Trioxsalen is a photosensitizer that can be used for the research of vitiligo and hand eczema. Trioxsalen is used for visualization of genomic interstrand cross-links localized by laser photoactivation

Trimethylpsoralen. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=3902-71-4 (retrieved 2024-09-04) (CAS RN: 3902-71-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

同义名列表

24 个代谢物同义名

6-Hydroxy-beta,2,7-trimethyl-5-benzofuranacrylic acid, delta-lactone; 6-Hydroxy-b,2,7-trimethyl-5-benzofuranacrylic acid, delta-lactone; 6-Hydroxy-beta,2,7-trimethyl-5-benzofuranacrylate, delta-lactone; 6-Hydroxy-b,2,7-trimethyl-5-benzofuranacrylate, delta-lactone; 6-Hydroxy-b,2,7-trimethyl-5-benzofuranacrylic acid, δ-lactone; 6-Hydroxy-β,2,7-trimethyl-5-benzofuranacrylic acid, δ-lactone; 6-Hydroxy-b,2,7-trimethyl-5-benzofuranacrylate, δ-lactone; 6-Hydroxy-β,2,7-trimethyl-5-benzofuranacrylate, δ-lactone; 2,5,9-Trimethyl-7H-furo(3,2-g)benzopyran-7-one; 2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one; ICN brand OF trioxsalen; 2,4,8-Trimethylpsoralen; 4,8,5-Trimethylpsoralen; 4,5,8-Trimethylpsoralen; Trimethylpsoralen; Trioxysalenum; Trioxisalenum; Trioxisaleno; Trioxysalene; Trioxysalen; trioxsalen; Trisoralen; TMP; Trioxsalen



数据库引用编号

21 个数据库交叉引用编号

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)

7 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。



文献列表

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