7-Hydroxymitragynine (BioDeep_00000409178)
natural product
代谢物信息卡片
7-Hydroxy Mitragynine
化学式: C23H30N2O5 (414.215461)
中文名称: 7-羟基帽柱木碱溴化物
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCC1CN2CCC3(C(=NC4=C3C(=CC=C4)OC)C2CC1C(=COC)C(=O)OC)O
InChI: InChI=1S/C23H30N2O5/c1-5-14-12-25-10-9-23(27)20-17(7-6-8-19(20)29-3)24-21(23)18(25)11-15(14)16(13-28-2)22(26)30-4/h6-8,13-15,18,27H,5,9-12H2,1-4H3
数据库引用编号
19 个数据库交叉引用编号
- ChEBI: CHEBI:180536
- PubChem: 44301524
- ChEMBL: CHEMBL61630
- CAS: 174418-82-7
- MoNA: CCMSLIB00005721042
- MoNA: PR310639
- MoNA: RIKENPlaSMA001493
- MoNA: RIKENPlaSMA001489
- MoNA: RIKENPlaSMA001485
- MoNA: RIKENPlaSMA001481
- MoNA: RIKENPlaSMA001477
- MoNA: RIKENPlaSMA001473
- MoNA: RIKENPlaSMA001469
- MoNA: RIKENPlaSMA001465
- MoNA: RIKENPlaSMA001461
- MoNA: RIKENPlaSMA001457
- MoNA: RIKENPlaSMA001453
- MoNA: RIKENPlaSMA001449
- RefMet: 7-Hydroxymitragynine
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)
0 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
- Marilyn A Huestis, Martin A Brett, John Bothmer, Ramsey Atallah. Human Mitragynine and 7-Hydroxymitragynine Pharmacokinetics after Single and Multiple Daily Doses of Oral Encapsulated Dried Kratom Leaf Powder.
Molecules (Basel, Switzerland).
2024 Feb; 29(5):. doi:
10.3390/molecules29050984. [PMID: 38474495] - Soumen Chakraborty, Rajendra Uprety, Samuel T Slocum, Takeshi Irie, Valerie Le Rouzic, Xiaohai Li, Lisa L Wilson, Brittany Scouller, Amy F Alder, Andrew C Kruegel, Michael Ansonoff, Andras Varadi, Shainnel O Eans, Amanda Hunkele, Abdullah Allaoa, Sanjay Kalra, Jin Xu, Ying Xian Pan, John Pintar, Bronwyn M Kivell, Gavril W Pasternak, Michael D Cameron, Jay P McLaughlin, Dalibor Sames, Susruta Majumdar. Oxidative Metabolism as a Modulator of Kratom's Biological Actions.
Journal of medicinal chemistry.
2021 11; 64(22):16553-16572. doi:
10.1021/acs.jmedchem.1c01111. [PMID: 34783240] - Soumen Chakraborty, Jeffrey F DiBerto, Abdelfattah Faouzi, Sarah M Bernhard, Anna M Gutridge, Steven Ramsey, Yuchen Zhou, Davide Provasi, Nitin Nuthikattu, Rahul Jilakara, Melissa N F Nelson, Wesley B Asher, Shainnel O Eans, Lisa L Wilson, Satyanarayana M Chintala, Marta Filizola, Richard M van Rijn, Elyssa B Margolis, Bryan L Roth, Jay P McLaughlin, Tao Che, Dalibor Sames, Jonathan A Javitch, Susruta Majumdar. A Novel Mitragynine Analog with Low-Efficacy Mu Opioid Receptor Agonism Displays Antinociception with Attenuated Adverse Effects.
Journal of medicinal chemistry.
2021 09; 64(18):13873-13892. doi:
10.1021/acs.jmedchem.1c01273. [PMID: 34505767] - Srijita Bhowmik, Juraj Galeta, Václav Havel, Melissa Nelson, Abdelfattah Faouzi, Benjamin Bechand, Mike Ansonoff, Tomas Fiala, Amanda Hunkele, Andrew C Kruegel, John E Pintar, Susruta Majumdar, Jonathan A Javitch, Dalibor Sames. Site selective C-H functionalization of Mitragyna alkaloids reveals a molecular switch for tuning opioid receptor signaling efficacy.
Nature communications.
2021 06; 12(1):3858. doi:
10.1038/s41467-021-23736-2. [PMID: 34158473] - Elizabeth A Maxwell, Tamara I King, Shyam H Kamble, Kanumuri Siva Rama Raju, Erin C Berthold, Francisco León, Aidan Hampson, Lance R McMahon, Christopher R McCurdy, Abhisheak Sharma. Oral Pharmacokinetics in Beagle Dogs of the Mitragynine Metabolite, 7-Hydroxymitragynine.
European journal of drug metabolism and pharmacokinetics.
2021 May; 46(3):459-463. doi:
10.1007/s13318-021-00684-2. [PMID: 33847897] - Shyam H Kamble, Erin C Berthold, Tamara I King, Siva Rama Raju Kanumuri, Raluca Popa, Julius R Herting, Francisco León, Abhisheak Sharma, Lance R McMahon, Bonnie A Avery, Christopher R McCurdy. Pharmacokinetics of Eleven Kratom Alkaloids Following an Oral Dose of Either Traditional or Commercial Kratom Products in Rats.
Journal of natural products.
2021 04; 84(4):1104-1112. doi:
10.1021/acs.jnatprod.0c01163. [PMID: 33620222] - D A Todd, J J Kellogg, E D Wallace, M Khin, L Flores-Bocanegra, R S Tanna, S McIntosh, H A Raja, T N Graf, S E Hemby, M F Paine, N H Oberlies, N B Cech. Chemical composition and biological effects of kratom (Mitragyna speciosa): In vitro studies with implications for efficacy and drug interactions.
Scientific reports.
2020 11; 10(1):19158. doi:
10.1038/s41598-020-76119-w. [PMID: 33154449] - Azin Behnood-Rod, Ranjithkumar Chellian, Ryann Wilson, Takato Hiranita, Abhisheak Sharma, Francisco Leon, Christopher R McCurdy, Lance R McMahon, Adriaan W Bruijnzeel. Evaluation of the rewarding effects of mitragynine and 7-hydroxymitragynine in an intracranial self-stimulation procedure in male and female rats.
Drug and alcohol dependence.
2020 10; 215(?):108235. doi:
10.1016/j.drugalcdep.2020.108235. [PMID: 32889450] - Michelle R Peace, Mika E Smith, Justin L Poklis. The analysis of commercially available natural products recommended for use in electronic cigarettes.
Rapid communications in mass spectrometry : RCM.
2020 Jun; 34(11):e8771. doi:
10.1002/rcm.8771. [PMID: 32110843] - Lindsay E Johnson, Lilian Balyan, Amy Magdalany, Fizza Saeed, Robert Salinas, Starla Wallace, Charles A Veltri, Marc T Swogger, Zach Walsh, Oliver Grundmann. The Potential for Kratom as an Antidepressant and Antipsychotic.
The Yale journal of biology and medicine.
2020 06; 93(2):283-289. doi:
. [PMID: 32607089] - Stephanie Basiliere, Sarah Kerrigan. CYP450-Mediated Metabolism of Mitragynine and Investigation of Metabolites in Human Urine.
Journal of analytical toxicology.
2020 May; 44(4):301-313. doi:
10.1093/jat/bkz108. [PMID: 32008041] - Stephanie Basiliere, Sarah Kerrigan. Temperature and pH-Dependent Stability of Mitragyna Alkaloids.
Journal of analytical toxicology.
2020 May; 44(4):314-324. doi:
10.1093/jat/bkz103. [PMID: 31897484] - Stephanie Basiliere, Sarah Kerrigan. Identification of metabolites and potential biomarkers of kratom in urine.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2020 Mar; 1140(?):121971. doi:
10.1016/j.jchromb.2020.121971. [PMID: 32058315] - Jonathan Schimmel, Richard C Dart. Kratom (Mitragyna Speciosa) Liver Injury: A Comprehensive Review.
Drugs.
2020 Feb; 80(3):263-283. doi:
10.1007/s40265-019-01242-6. [PMID: 31919755] - Samuel Obeng, Shyam H Kamble, Morgan E Reeves, Luis F Restrepo, Avi Patel, Mira Behnke, Nelson J-Y Chear, Surash Ramanathan, Abhisheak Sharma, Francisco León, Takato Hiranita, Bonnie A Avery, Lance R McMahon, Christopher R McCurdy. Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
Journal of medicinal chemistry.
2020 01; 63(1):433-439. doi:
10.1021/acs.jmedchem.9b01465. [PMID: 31834797] - Jun Ogata, Maiko Kawamura, Takashi Hakamatsuka, Ruri Kikura-Hanajiri. [Discrimination of Kratom Products by an Improved PCR-RFLP Method].
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan.
2020; 140(12):1501-1508. doi:
10.1248/yakushi.20-00170. [PMID: 33268690] - Siti R Yusof, Mahathir Mohd Uzid, Eng-Huat Teh, Nur Aziah Hanapi, Mazlin Mohideen, Ahmad Saifuddin Mohamad Arshad, Mohd Nizam Mordi, Irena Loryan, Margareta Hammarlund-Udenaes. Rate and extent of mitragynine and 7-hydroxymitragynine blood-brain barrier transport and their intra-brain distribution: the missing link in pharmacodynamic studies.
Addiction biology.
2019 09; 24(5):935-945. doi:
10.1111/adb.12661. [PMID: 30088322] - Scott E Hemby, Scot McIntosh, Francisco Leon, Stephen J Cutler, Christopher R McCurdy. Abuse liability and therapeutic potential of the Mitragyna speciosa (kratom) alkaloids mitragynine and 7-hydroxymitragynine.
Addiction biology.
2019 09; 24(5):874-885. doi:
10.1111/adb.12639. [PMID: 29949228] - Lauren C Smith, Lucy Lin, Candy S Hwang, Bin Zhou, Diane M Kubitz, Huiying Wang, Kim D Janda. Lateral Flow Assessment and Unanticipated Toxicity of Kratom.
Chemical research in toxicology.
2019 01; 32(1):113-121. doi:
10.1021/acs.chemrestox.8b00218. [PMID: 30380840] - ". Determination of Alkaloids in Mitragyna speciosa (Kratom) Raw Materials and Dietary Supplements by HPLC-UV: Single-Laboratory Validation, First Action 2017.14.
Journal of AOAC International.
2019 Jan; 102(1):322-324. doi:
10.1093/jaoac/102.1.322. [PMID: 30594274] - Stephanie Basiliere, Kelsie Bryand, Sarah Kerrigan. Identification of five Mitragyna alkaloids in urine using liquid chromatography-quadrupole/time of flight mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2018 Mar; 1080(?):11-19. doi:
10.1016/j.jchromb.2018.02.010. [PMID: 29459087] - Alicia G Lydecker, Abhisheak Sharma, Christopher R McCurdy, Bonnie A Avery, Kavita M Babu, Edward W Boyer. Suspected Adulteration of Commercial Kratom Products with 7-Hydroxymitragynine.
Journal of medical toxicology : official journal of the American College of Medical Toxicology.
2016 12; 12(4):341-349. doi:
10.1007/s13181-016-0588-y. [PMID: 27752985] - Walter C Prozialeck. Update on the Pharmacology and Legal Status of Kratom.
The Journal of the American Osteopathic Association.
2016 Dec; 116(12):802-809. doi:
10.7556/jaoa.2016.156. [PMID: 27893147] - O Hayden Griffin, Jace A Daniels, Elizabeth A Gardner. Do You Get What You Paid For? An Examination of Products Advertised as Kratom.
Journal of psychoactive drugs.
2016 Nov; 48(5):330-335. doi:
10.1080/02791072.2016.1229876. [PMID: 27669103] - Andrew C Kruegel, Madalee M Gassaway, Abhijeet Kapoor, András Váradi, Susruta Majumdar, Marta Filizola, Jonathan A Javitch, Dalibor Sames. Synthetic and Receptor Signaling Explorations of the Mitragyna Alkaloids: Mitragynine as an Atypical Molecular Framework for Opioid Receptor Modulators.
Journal of the American Chemical Society.
2016 06; 138(21):6754-64. doi:
10.1021/jacs.6b00360. [PMID: 27192616] - Norsyifa Harun, Zurina Hassan, Visweswaran Navaratnam, Sharif M Mansor, Mohammed Shoaib. Discriminative stimulus properties of mitragynine (kratom) in rats.
Psychopharmacology.
2015 Jul; 232(13):2227-38. doi:
10.1007/s00213-015-3866-5. [PMID: 25616583] - Ritva Karinen, Jan Toralf Fosen, Sidsel Rogde, Vigdis Vindenes. An accidental poisoning with mitragynine.
Forensic science international.
2014 Dec; 245(?):e29-32. doi:
10.1016/j.forsciint.2014.10.025. [PMID: 25453780] - Ashton D Lesiak, Robert B Cody, A John Dane, Rabi A Musah. Rapid detection by direct analysis in real time-mass spectrometry (DART-MS) of psychoactive plant drugs of abuse: the case of Mitragyna speciosa aka 'Kratom'.
Forensic science international.
2014 Sep; 242(?):210-218. doi:
10.1016/j.forsciint.2014.07.005. [PMID: 25086346] - Vamshi K Manda, Bharathi Avula, Zulfiqar Ali, Ikhlas A Khan, Larry A Walker, Shabana I Khan. Evaluation of in vitro absorption, distribution, metabolism, and excretion (ADME) properties of mitragynine, 7-hydroxymitragynine, and mitraphylline.
Planta medica.
2014 May; 80(7):568-76. doi:
10.1055/s-0034-1368444. [PMID: 24841968] - Pradeep K Vuppala, Seshulatha Jamalapuram, Edward B Furr, Christopher R McCurdy, Bonnie A Avery. Development and validation of a UPLC-MS/MS method for the determination of 7-hydroxymitragynine, a μ-opioid agonist, in rat plasma and its application to a pharmacokinetic study.
Biomedical chromatography : BMC.
2013 Dec; 27(12):1726-32. doi:
10.1002/bmc.2986. [PMID: 23893615] - Robert B Raffa, Jaclyn R Beckett, Vivek N Brahmbhatt, Theresa M Ebinger, Chrisjon A Fabian, Justin R Nixon, Steven T Orlando, Chintan A Rana, Ali H Tejani, Robert J Tomazic. Orally active opioid compounds from a non-poppy source.
Journal of medicinal chemistry.
2013 Jun; 56(12):4840-8. doi:
10.1021/jm400143z. [PMID: 23517479] - David Le, Melissa M Goggin, Gregory C Janis. Analysis of mitragynine and metabolites in human urine for detecting the use of the psychoactive plant kratom.
Journal of analytical toxicology.
2012 Nov; 36(9):616-25. doi:
10.1093/jat/bks073. [PMID: 23024321] - Hiromitsu Takayama. Chemistry and pharmacology of analgesic indole alkaloids from the rubiaceous plant, Mitragyna speciosa.
Chemical & pharmaceutical bulletin.
2004 Aug; 52(8):916-28. doi:
10.1248/cpb.52.916. [PMID: 15304982] - Kenjiro Matsumoto, Syunji Horie, Hayato Ishikawa, Hiromitsu Takayama, Norio Aimi, Dhavadee Ponglux, Kazuo Watanabe. Antinociceptive effect of 7-hydroxymitragynine in mice: Discovery of an orally active opioid analgesic from the Thai medicinal herb Mitragyna speciosa.
Life sciences.
2004 Mar; 74(17):2143-55. doi:
10.1016/j.lfs.2003.09.054. [PMID: 14969718]