Pyrafoline D (BioDeep_00000017411)
Secondary id: BioDeep_00000622219
human metabolite PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C23H25NO2 (347.1885)
中文名称:
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 27.31%
分子结构信息
SMILES: CC(C)=CCCC1(C)C=Cc2c(ccc3c2[nH]c2cc(O)c(C)cc23)O1
InChI: InChI=1S/C23H25NO2/c1-14(2)6-5-10-23(4)11-9-17-21(26-23)8-7-16-18-12-15(3)20(25)13-19(18)24-22(16)17/h6-9,11-13,24-25H,5,10H2,1-4H3
描述信息
3,8-Dimethyl-3-(4-methylpent-3-en-1-yl)-3,11-dihydropyrano[3,2-a]carbazol-9-ol is a natural product found in Murraya euchrestifolia, Murraya koenigii, and Murraya kwangsiensis with data available.
Pyrafoline D is found in herbs and spices. Pyrafoline D is an alkaloid from seeds of Murraya koenigii (curryleaf tree).
Alkaloid from seeds of Murraya koenigii (curryleaf tree). Pyrafoline D is found in herbs and spices.
同义名列表
13 个代谢物同义名
Pyrano[3,2-a]carbazol-9-ol, 3,11-dihydro-3,8-dimethyl-3-(4-methyl-3-penten-1-yl)-; 3,8-Dimethyl-3-(4-methylpent-3-en-1-yl)-3,11-dihydropyrano[3,2-a]carbazol-9-ol; 3,8-dimethyl-3-(4-methylpent-3-en-1-yl)-3H,11H-pyrano[3,2-a]carbazol-9-ol; 3,8-dimethyl-3-(4-methylpent-3-en-1-yl)-11H-pyrano[3,2-a]carbazol-9-ol; 3,8-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazol-9-ol; Pyrayafoline D; bisisomahanine; MEGxp0_000256; ACon1_001184; NCI60_018846; Pyrafoline D; Isomahanine; mahanine
数据库引用编号
14 个数据库交叉引用编号
- PubChem: 375148
- HMDB: HMDB0038828
- ChEMBL: CHEMBL498436
- MeSH: mahanine
- KNApSAcK: C00024748
- KNApSAcK: C00024713
- foodb: FDB018258
- chemspider: 332791
- CAS: 144606-95-1
- CAS: 138876-26-3
- medchemexpress: HY-111523
- PMhub: MS000071980
- LOTUS: LTS0105220
- wikidata: Q104398704
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)
4 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 |
|---|
文献列表
- Suman Kumar Samanta, Paramita Choudhury, Raghuram Kandimalla, Farrukh Aqil, Disha N Moholkar, Ramesh C Gupta, Momita Das, Bhaskarjyoti Gogoi, Neelutpal Gogoi, Partha Pratim Sarma, Rajlakshmi Devi, Narayan C Talukdar. Mahanine mediated therapeutic inhibition of estrogen receptor-α and CDK4/6 expression, decipher the chemoprevention-signaling cascade in preclinical model of breast cancer.
Journal of ethnopharmacology.
2023 Oct; 319(Pt 2):117235. doi:
10.1016/j.jep.2023.117235. [PMID: 37804924] - Raghuram Kandimalla, Momita Das, Sagar R Barge, Partha Pratim Sarma, Dibya Jyoti Koiri, Arundhuti Devi, Arjun Kumar Karki, Anil Kumar, Rajlakshmi Devi, Bikas C Pal, Narayan C Talukdar, Suman Kumar Samanta. Variation in biosynthesis of an effective anticancer secondary metabolite, mahanine in Murraya koenigii, conditional on soil physicochemistry and weather suitability.
Scientific reports.
2020 11; 10(1):20096. doi:
10.1038/s41598-020-77113-y. [PMID: 33208840] - Eswara Murali Satyavarapu, Prasun Kumar Sinha, Chitra Mandal. Preclinical Development of Mahanine-Enriched Fraction from Indian Spice Murraya koenigii for the Management of Cancer: Efficacy, Temperature/pH stability, Pharmacokinetics, Acute and Chronic Toxicity (14-180 Days) Studies.
BioMed research international.
2020; 2020(?):4638132. doi:
10.1155/2020/4638132. [PMID: 32851075] - Momita Das, Raghuram Kandimalla, Bhaskarjyoti Gogoi, Krishna Nayani Dutta, Paramita Choudhury, Rajlakshmi Devi, Partha Pratim Dutta, Narayan Chandra Talukdar, Suman Kumar Samanta. Mahanine, A dietary phytochemical, represses mammary tumor burden in rat and inhibits subtype regardless breast cancer progression through suppressing self-renewal of breast cancer stem cells.
Pharmacological research.
2019 08; 146(?):104330. doi:
10.1016/j.phrs.2019.104330. [PMID: 31251988] - Suman Kumar Samanta, Raghuram Kandimalla, Bhaskarjyoti Gogoi, Krishna Nayani Dutta, Paramita Choudhury, Prashanta Kumar Deb, Rajlakshmi Devi, Bikas Chandra Pal, Narayan Chandra Talukdar. Phytochemical portfolio and anticancer activity of Murraya koenigii and its primary active component, mahanine.
Pharmacological research.
2018 03; 129(?):227-236. doi:
10.1016/j.phrs.2017.11.024. [PMID: 29175114] - Trapti Joshi, Tushar Jain, Rohit Mahar, Sumit K Singh, Piush Srivastava, Sanjeev K Shukla, Dipak K Mishra, R S Bhatta, Dibyendu Banerjee, Sanjeev Kanojiya. Pyranocarbazoles from Murraya koenigii (L.) Spreng. as antimicrobial agents.
Natural product research.
2018 Feb; 32(4):430-434. doi:
10.1080/14786419.2017.1308363. [PMID: 28368664] - Nattakarn Nooron, Anan Athipornchai, Apichart Suksamrarn, Anchalee Chiabchalard. Mahanine enhances the glucose-lowering mechanisms in skeletal muscle and adipocyte cells.
Biochemical and biophysical research communications.
2017 12; 494(1-2):101-106. doi:
10.1016/j.bbrc.2017.10.075. [PMID: 29050941] - Saptarshi Roy, Devawati Dutta, Eswara M Satyavarapu, Pawan K Yadav, Chhabinath Mandal, Susanta Kar, Chitra Mandal. Mahanine exerts in vitro and in vivo antileishmanial activity by modulation of redox homeostasis.
Scientific reports.
2017 06; 7(1):4141. doi:
10.1038/s41598-017-03943-y. [PMID: 28646156] - Ayesha Ismail, Bindu Noolu, Ramesh Gogulothu, Shyam Perugu, Ajumeera Rajanna, Suresh K Babu. Cytotoxicity and Proteasome Inhibition by Alkaloid Extract from Murraya koenigii Leaves in Breast Cancer Cells-Molecular Docking Studies.
Journal of medicinal food.
2016 Dec; 19(12):1155-1165. doi:
10.1089/jmf.2016.3767. [PMID: 27982755] - Chokkalingam Uvarani, Nanjundan Jaivel, Mathan Sankaran, Kumarasamy Chandraprakash, Athar Ata, Palathurai Subramaniam Mohan. Axially chiral biscarbazoles and biological evaluation of the constituents from Murraya koenigii.
Fitoterapia.
2014 Apr; 94(?):10-20. doi:
10.1016/j.fitote.2014.01.004. [PMID: 24444889] - Karishma S Amin, Shankar Jagadeesh, Gakul Baishya, Paruchuri G Rao, Nabin C Barua, Samir Bhattacharya, Partha P Banerjee. A naturally derived small molecule disrupts ligand-dependent and ligand-independent androgen receptor signaling in human prostate cancer cells.
Molecular cancer therapeutics.
2014 Feb; 13(2):341-52. doi:
10.1158/1535-7163.mct-13-0478. [PMID: 24258347] - Ranjita Das, Kaushik Bhattacharya, Sayantani Sarkar, Suman Kumar Samanta, Bikas C Pal, Chitra Mandal. Mahanine synergistically enhances cytotoxicity of 5-fluorouracil through ROS-mediated activation of PTEN and p53/p73 in colon carcinoma.
Apoptosis : an international journal on programmed cell death.
2014 Jan; 19(1):149-64. doi:
10.1007/s10495-013-0907-6. [PMID: 24052409] - Soumik Agarwal, Karishma S Amin, Shankar Jagadeesh, Gokul Baishay, Paruchuri G Rao, Nabin C Barua, Samir Bhattacharya, Partha P Banerjee. Mahanine restores RASSF1A expression by down-regulating DNMT1 and DNMT3B in prostate cancer cells.
Molecular cancer.
2013 Aug; 12(1):99. doi:
10.1186/1476-4598-12-99. [PMID: 24001151] - Thilahgavani Nagappan, Thirukanthan Chandra Segaran, Mohd Effendy Abdul Wahid, Perumal Ramasamy, Charles S Vairappan. Efficacy of carbazole alkaloids, essential oil and extract of Murraya koenigii in enhancing subcutaneous wound healing in rats.
Molecules (Basel, Switzerland).
2012 Dec; 17(12):14449-63. doi:
10.3390/molecules171214449. [PMID: 23519245] - Subrata Pandit, Mythies Kumar, S Ponnusankar, B C Pal, Pulok K Mukherjee. RP-HPLC-DAD for simultaneous estimation of mahanine and mahanimbine in Murraya koenigii.
Biomedical chromatography : BMC.
2011 Sep; 25(9):959-62. doi:
10.1002/bmc.1561. [PMID: 21381062] - Anindita Biswas, Sushmita Bhattacharya, Suman Dasgupta, Rakesh Kundu, Sib Sankar Roy, Bikas C Pal, Samir Bhattacharya. Insulin resistance due to lipid-induced signaling defects could be prevented by mahanine.
Molecular and cellular biochemistry.
2010 Mar; 336(1-2):97-107. doi:
10.1007/s11010-009-0257-4. [PMID: 19826769] - Kaushik Bhattacharya, Suman K Samanta, Rakshamani Tripathi, Asish Mallick, Sarmila Chandra, Bikas C Pal, Chandrima Shaha, Chitra Mandal. Apoptotic effects of mahanine on human leukemic cells are mediated through crosstalk between Apo-1/Fas signaling and the Bid protein and via mitochondrial pathways.
Biochemical pharmacology.
2010 Feb; 79(3):361-72. doi:
10.1016/j.bcp.2009.09.007. [PMID: 19751707] - Shankar Jagadeesh, Swati Sinha, Bikas C Pal, Samir Bhattacharya, Partha P Banerjee. Mahanine reverses an epigenetically silenced tumor suppressor gene RASSF1A in human prostate cancer cells.
Biochemical and biophysical research communications.
2007 Oct; 362(1):212-217. doi:
10.1016/j.bbrc.2007.08.005. [PMID: 17698033] - Swati Sinha, Bikas C Pal, Shankar Jagadeesh, Partha P Banerjee, Arun Bandyopadhaya, Samir Bhattacharya. Mahanine inhibits growth and induces apoptosis in prostate cancer cells through the deactivation of Akt and activation of caspases.
The Prostate.
2006 Sep; 66(12):1257-65. doi:
10.1002/pros.20415. [PMID: 16683271] - Nguyen Manh Cuong, Tran Quang Hung, Tran Van Sung, Walter Chacles Taylor. A new dimeric carbazole alkaloid from Glycosmis stenocarpa roots.
Chemical & pharmaceutical bulletin.
2004 Oct; 52(10):1175-8. doi:
10.1248/cpb.52.1175. [PMID: 15467229] - Kazuhiko Nakahara, Gassinee Trakoontivakorn, Najeeb S Alzoreky, Hiroshi Ono, Mayumi Onishi-Kameyama, Mitsuru Yoshida. Antimutagenicity of some edible Thai plants, and a bioactive carbazole alkaloid, mahanine, isolated from Micromelum minutum.
Journal of agricultural and food chemistry.
2002 Aug; 50(17):4796-802. doi:
10.1021/jf025564w. [PMID: 12166962] - M Itoigawa, Y Kashiwada, C Ito, H Furukawa, Y Tachibana, K F Bastow, K H Lee. Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.
Journal of natural products.
2000 Jul; 63(7):893-7. doi:
10.1021/np000020e. [PMID: 10924160]
