Harmolol (BioDeep_00000278288)
Main id: BioDeep_00000006198
Volatile Flavor Compounds
代谢物信息卡片
化学式: C12H12N2O (200.09495819999998)
中文名称: 去甲骆驼蓬碱
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1=C2C(=C3C=CC(=O)C=C3N2)CCN1
InChI: InChI=1S/C12H12N2O/c1-7-12-10(4-5-13-7)9-3-2-8(15)6-11(9)14-12/h2-3,6,13-14H,4-5H2,1H3
描述信息
A harmala alkaloid in which the harman skeleton is hydroxy-substituted at C-7 and has been reduced across the 3,4 bond.
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.398
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.395
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.387
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.386
同义名列表
数据库引用编号
16 个数据库交叉引用编号
- ChEBI: CHEBI:27943
- KEGG: C06537
- PubChem: 3565
- PubChem: 5353656
- ChEMBL: CHEMBL129177
- CAS: 525-57-5
- MoNA: BML81358
- MoNA: BML81357
- MoNA: BML81356
- MoNA: BML81355
- PMhub: MS000013980
- MetaboLights: MTBLC27943
- PubChem: 8767
- 3DMET: B02060
- NIKKAJI: J22.052C
- KNApSAcK: 27943
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
代谢反应
2 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(2)
- beta-carboline biosynthesis:
A + harmaline ⟶ A(H2) + harmine
- beta-carboline biosynthesis:
H+ + trp ⟶ CO2 + tryptamine
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
11 个相关的物种来源信息
- 171929 - Anacardium occidentale: 10.1002/(SICI)1099-1565(199909/10)10:5<247::AID-PCA465>3.0.CO;2-9
- 4615 - Ananas comosus: 10.1002/(SICI)1099-1565(199909/10)10:5<247::AID-PCA465>3.0.CO;2-9
- 577683 - Banisteriopsis caapi: 10.1016/0378-8741(84)90003-5
- 197923 - Passiflora amethystina: 10.1076/PHBI.41.2.100.14244
- 378231 - Passiflora citrina: 10.1076/PHBI.41.2.100.14244
- 78168 - Passiflora edulis: 10.1055/S-0028-1097789
- 338812 - Passiflora guatemalensis: 10.1076/PHBI.41.2.100.14244
- 159425 - Passiflora incarnata:
- 43879 - Peganum harmala:
- 355332 - Polygala tenuifolia: 10.1002/(SICI)1099-1565(199909/10)10:5<247::AID-PCA465>3.0.CO;2-9
- 210369 - Tribulus terrestris: 10.1002/(SICI)1099-1565(199909/10)10:5<247::AID-PCA465>3.0.CO;2-9
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
- Silvia Biggi, Michael Pancher, Claudia Stincardini, Silvia Luotti, Tania Massignan, Andrea Dalle Vedove, Andrea Astolfi, Pamela Gatto, Graziano Lolli, Maria Letizia Barreca, Valentina Bonetto, Valentina Adami, Emiliano Biasini. Identification of compounds inhibiting prion replication and toxicity by removing PrPC from the cell surface.
Journal of neurochemistry.
2020 01; 152(1):136-150. doi:
10.1111/jnc.14805
. [PMID: 31264722] - Sarita Sarkar, Kakali Bhadra. Therapeutic Role of Harmalol Targeting Nucleic Acids: Biophysical Perspective and in vitro Cytotoxicity.
Mini reviews in medicinal chemistry.
2018; 18(19):1624-1639. doi:
10.2174/1389557518666171211164830
. [PMID: 29231137] - Marcos Tascón, Fernando Benavente, Nora M Vizioli, Leonardo G Gagliardi. A rapid and simple method for the determination of psychoactive alkaloids by CE-UV: application to Peganum Harmala seed infusions.
Drug testing and analysis.
2017 Apr; 9(4):596-602. doi:
10.1002/dta.1989
. [PMID: 27377797] - Lei Zhang, Liang Teng, Can Gong, Wei Liu, Xuemei Cheng, Shenghua Gu, Zhongping Deng, Zhengtao Wang, Changhong Wang. Simultaneous determination of harmine, harmaline and their metabolites harmol and harmalol in beagle dog plasma by UPLC-ESI-MS/MS and its application to a pharmacokinetic study.
Journal of pharmaceutical and biomedical analysis.
2013 Nov; 85(?):162-8. doi:
10.1016/j.jpba.2013.07.019
. [PMID: 23948761] - Bahram Hemmateenejad, Mojtaba Shamsipur, Fayezeh Samari, Taghi Khayamian, Malihe Ebrahimi, Zahra Rezaei. Combined fluorescence spectroscopy and molecular modeling studies on the interaction between harmalol and human serum albumin.
Journal of pharmaceutical and biomedical analysis.
2012 Aug; 67-68(?):201-8. doi:
10.1016/j.jpba.2012.04.012
. [PMID: 22560122] - Sun Young Park, Young Hun Kim, Young Hee Kim, Geuntae Park, Sang-Joon Lee. Beta-carboline alkaloids harmaline and harmalol induce melanogenesis through p38 mitogen-activated protein kinase in B16F10 mouse melanoma cells.
BMB reports.
2010 Dec; 43(12):824-9. doi:
10.5483/bmbrep.2010.43.12.824
. [PMID: 21189160] - Akihisa Abe, Hiroyuki Yamada. Harmol induces apoptosis by caspase-8 activation independently of Fas/Fas ligand interaction in human lung carcinoma H596 cells.
Anti-cancer drugs.
2009 Jun; 20(5):373-81. doi:
10.1097/cad.0b013e32832a2dd9
. [PMID: 19318910] - A Movafeghi, M Abedini, F Fathiazad, M Aliasgharpour, Y Omidi. Floral nectar composition of Peganum harmala L.
Natural product research.
2009; 23(3):301-8. doi:
10.1080/14786410802076291
. [PMID: 19235031] - Najma Arshad, Karin Zitterl-Eglseer, Shahida Hasnain, Michael Hess. Effect of Peganum harmala or its beta-carboline alkaloids on certain antibiotic resistant strains of bacteria and protozoa from poultry.
Phytotherapy research : PTR.
2008 Nov; 22(11):1533-8. doi:
10.1002/ptr.2528
. [PMID: 18814210] - C S Lee, E S Han, Y Y Jang, J H Han, H W Ha, D E Kim. Protective effect of harmalol and harmaline on MPTP neurotoxicity in the mouse and dopamine-induced damage of brain mitochondria and PC12 cells.
Journal of neurochemistry.
2000 Aug; 75(2):521-31. doi:
10.1046/j.1471-4159.2000.0750521.x
. [PMID: 10899927] - R S Zand, D J Jenkins, E P Diamandis. Steroid hormone activity of flavonoids and related compounds.
Breast cancer research and treatment.
2000 Jul; 62(1):35-49. doi:
10.1023/a:1006422302173
. [PMID: 10989984] - S Y Tse, I T Mak, B F Dickens. Antioxidative properties of harmane and beta-carboline alkaloids.
Biochemical pharmacology.
1991 Jul; 42(3):459-64. doi:
10.1016/0006-2952(91)90305-o
. [PMID: 1859459]