Pasakbumin-A (BioDeep_00000178951)
human metabolite PANOMIX_OTCML-2023 blood metabolite
代谢物信息卡片
化学式: C20H24O9 (408.14202539999997)
中文名称: 宽缨酮, 杜仲酮
谱图信息:
最多检出来源 Homo sapiens(blood) 12.5%
分子结构信息
SMILES: C=C1C(O)C2(O)OCC34C(CC5C(C)=CC(=O)C(O)C5(C)C23)OC(=O)C(O)C14O
InChI: InChI=1S/C20H24O9/c1-7-4-10(21)13(23)17(3)9(7)5-11-18-6-28-20(27,16(17)18)12(22)8(2)19(18,26)14(24)15(25)29-11/h4,9,11-14,16,22-24,26-27H,2,5-6H2,1,3H3
描述信息
Eurycomanone is a natural product found in Eurycoma longifolia with data available.
Eurycomanone could increases spermatogenesis by inhibiting the activity of phosphodiesterase and aromatase in steroidogenesis.
同义名列表
14 个代谢物同义名
(1R,4R,5R,7R,8R,11R,13S,17S,18S,19R)-4,5,7,8,17-pentahydroxy-14,18-dimethyl-6-methylidene-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-ene-9,16-dione; 4,5,7,8,17-pentahydroxy-14,18-dimethyl-6-methylidene-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-ene-9,16-dione; 4,5,7,8,17-Pentahydroxy-14,18-dimethyl-6-methylidene-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-ene-9,16-dione; Picrasa-3,13(21)-diene-2,16-dione, 11,2O-epoxy-1,11,12,14,15-pentahydroxy-, (1-beta,11-beta,12-alpha,15-beta)-, dihydrate; PICRASA-3,13(21)-DIENE-2,16-DIONE, 11,20-EPOXY-1,11,12,14,15-PENTAHYDROXY-, (1.BETA.,11.BETA.,12.ALPHA.,15.BETA.)-; (1.BETA.,11.BETA.,12.ALPHA.,15.BETA.)-11,20-EPOXY-1,11,12,14,15-PENTAHYDROXYPICRASA-3,13(21)-DIENE-2,16-DIONE; Eurycomanone (Synonyms: Pasakbumin A); Quassinoid FR eurycoma longifolia; 13alpha,21-dihydroeurycomanone; UNII-X7F43HL2HB; pasakbumin A; Eurycomanone; Pasakbumin-A; X7F43HL2HB
数据库引用编号
11 个数据库交叉引用编号
- PubChem: 13936691
- PubChem: 433873
- HMDB: HMDB0252131
- Wikipedia: Eurycomanone
- MeSH: eurycomanone
- ChemIDplus: 0084633294
- chemspider: 383700
- CAS: 84633-29-4
- medchemexpress: HY-N5012
- LOTUS: LTS0098657
- wikidata: Q105270160
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)
3 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
- Jie Zhang, Siyu Wu, Yingjie Wen, Duo Lai, Shizi Kuang, Ruonan Zhang, Xiaoxia Xu, Fengliang Jin, Hanhong Xu, Xiao-Qiang Yu, Xuehua Shao. Eurycomanone (EN) Activates Transcription Factor FoxO by Inhibiting the Insulin Signaling Pathway to Suppress the Development of Spodoptera frugiperda.
Journal of agricultural and food chemistry.
2023 Jul; 71(27):10314-10325. doi:
10.1021/acs.jafc.3c03324. [PMID: 37384556] - Mona M Okba, Marwa I Ezzat, Amr M Shehabeldine, Shahira M Ezzat. Eurycomanol and eurycomanone as potent inducers for cell-cycle arrest and apoptosis in small and large human lung cancer cell lines.
Natural product research.
2023 Jun; 37(11):1856-1862. doi:
10.1080/14786419.2022.2119387. [PMID: 36054770] - Guiqin Ye, Mengting Xu, Yuhan Shu, Xin Sun, Yuanyuan Mai, Yupeng Hong, Jianbin Zhang, Jingkui Tian. A Quassinoid Diterpenoid Eurycomanone from Eurycoma longifolia Jack Exerts Anti-Cancer Effect through Autophagy Inhibition.
Molecules (Basel, Switzerland).
2022 Jul; 27(14):. doi:
10.3390/molecules27144398. [PMID: 35889271] - Lee Suan Chua, Abirame Segaran, Hoi Jin Wong. Identification of Phytochemicals from the Water Extract of Eurycoma longifolia Roots using Solid-Liquid and Liquid-Liquid Extraction Based Fractionation Techniques.
Acta chimica Slovenica.
2021 Dec; 68(4):765-772. doi:
10.17344/acsi.2020.6154. [PMID: 34918749] - Sonal Girish, Suresh Kumar, Norhaniza Aminudin, Najihah Mohd Hashim. Comparison of apoptotic responses in Blastocystis sp. upon treatment with Tongkat Ali and Metronidazole.
Scientific reports.
2021 04; 11(1):7833. doi:
10.1038/s41598-021-81418-x. [PMID: 33837230] - Wan-Jie Chung, Kit-Lam Chan, Chong-Yew Lee. Comparing the pharmacokinetics of 13α,21-dihydroeurycomanone and eurycomanone exclusively enriched in Eurycoma longifolia extracts and their spermatogenesis enhancement in andrographolide-induced oligospermia in rats.
The Journal of pharmacy and pharmacology.
2021 Mar; 73(2):161-168. doi:
10.1093/jpp/rgaa026. [PMID: 33793798] - Xuehua Shao, Duo Lai, Weiqiang Xiao, Weiqun Yang, Ying Yan, Shizi Kuang. The botanical eurycomanone is a potent growth regulator of the diamondback moth.
Ecotoxicology and environmental safety.
2021 Jan; 208(?):111647. doi:
10.1016/j.ecoenv.2020.111647. [PMID: 33396167] - Dwi Sutiningsih, Praba Ginandjar, Lintang Dian Saraswati, Sofia Mubarika Haryana. Anticancer Activity of Pasak Bumi Root Extract (Eurycoma longifolia Jack) on Raji Cells.
Pakistan journal of biological sciences : PJBS.
2021 Jan; 24(12):1226-1235. doi:
10.3923/pjbs.2021.1226.1235. [PMID: 34989200] - Irfan Ahmad Bhat, Irshad Ahmad, Ishfaq Nazir Mir, Raja Aadil Hussain Bhat, Gireesh-Babu P, Mukunda Goswami, Sundaray J K, Rupam Sharma. Chitosan-eurycomanone nanoformulation acts on steroidogenesis pathway genes to increase the reproduction rate in fish.
The Journal of steroid biochemistry and molecular biology.
2019 01; 185(?):237-247. doi:
10.1016/j.jsbmb.2018.09.011. [PMID: 30253226] - Hyo-Ji Lee, Hyun-Jeong Ko, Seung Hyun Kim, Yu-Jin Jung. Pasakbumin A controls the growth of Mycobacterium tuberculosis by enhancing the autophagy and production of antibacterial mediators in mouse macrophages.
PloS one.
2019; 14(3):e0199799. doi:
10.1371/journal.pone.0199799. [PMID: 30865638] - D Balan, Kit-Lam Chan, D Murugan, Sazaly AbuBakar, Pooi-Fong Wong. Antiadipogenic effects of a standardized quassinoids-enriched fraction and eurycomanone from Eurycoma longifolia.
Phytotherapy research : PTR.
2018 Jul; 32(7):1332-1345. doi:
10.1002/ptr.6065. [PMID: 29520860] - Irfan Ahmad Bhat, Mir Ishfaq Nazir, Irshad Ahmad, Gireesh-Babu Pathakota, T I Chanu, Mukunda Goswami, J K Sundaray, Rupam Sharma. Fabrication and characterization of chitosan conjugated eurycomanone nanoparticles: In vivo evaluation of the biodistribution and toxicity in fish.
International journal of biological macromolecules.
2018 Jun; 112(?):1093-1103. doi:
10.1016/j.ijbiomac.2018.02.067. [PMID: 29447967] - Benjamin Mutschlechner, Stefan Schwaiger, Thi Van Anh Tran, Hermann Stuppner. Development of a selective HPLC-DAD/ELSD method for the qualitative and quantitative assessment of commercially available Eurycoma longifolia products and plant extracts.
Fitoterapia.
2018 Jan; 124(?):188-192. doi:
10.1016/j.fitote.2017.11.015. [PMID: 29154863] - Irfan Ahmad Bhat, Mohd Ashraf Rather, Mir Ishfaq Nazir, Gireesh-Babu Pathakota, Mukunda Goswami, J K Sundaray, Rupam Sharma. Cloning, characterisation, docking and expression analysis of 3-beta-hydroxysteroid dehydrogenase during ontogenetic development and annual reproductive cycles in catfish, Clarias batrachus.
Theriogenology.
2018 Jan; 105(?):34-44. doi:
10.1016/j.theriogenology.2017.09.017. [PMID: 28923704] - Nguyen Huu Nhan, Nguyen Hoang Loc. Production of eurycomanone from cell suspension culture of Eurycoma longifolia.
Pharmaceutical biology.
2017 Dec; 55(1):2234-2239. doi:
10.1080/13880209.2017.1400077. [PMID: 29130786] - Lucy Lahrita, Ryota Hirosawa, Eisuke Kato, Jun Kawabata. Isolation and lipolytic activity of eurycomanone and its epoxy derivative from Eurycoma longifolia.
Bioorganic & medicinal chemistry.
2017 09; 25(17):4829-4834. doi:
10.1016/j.bmc.2017.07.032. [PMID: 28760530] - Shaheed Ur Rehman, Min Sun Choi, Young Min Han, In Sook Kim, Seung Hyun Kim, Xiang-Lan Piao, Hye Hyun Yoo. Determination of eurycomanone in rat plasma using hydrophilic interaction liquid chromatography-tandem mass spectrometry for pharmacokinetic study.
Biomedical chromatography : BMC.
2017 Apr; 31(4):. doi:
10.1002/bmc.3831. [PMID: 27572280] - Forough Ebrahimi, Baharudin Ibrahim, Chin Hoe Teh, Vikneswaran Murugaiyah, Chan Kit Lam. 1HNMR-Based Discriminatory Analysis of Eurycoma longifolia from Different Locations and Establishing a Profile for Primary Metabolites Identification and Quassinoids Quantification.
Planta medica.
2017 Jan; 83(1-02):172-182. doi:
10.1055/s-0042-110857. [PMID: 27399233] - Nor Nasriah Zaini, Rozita Osman, Hafizan Juahir, Norashikin Saim. Development of Chromatographic Fingerprints of Eurycoma longifolia (Tongkat Ali) Roots Using Online Solid Phase Extraction-Liquid Chromatography (SPE-LC).
Molecules (Basel, Switzerland).
2016 Apr; 21(5):. doi:
10.3390/molecules21050583. [PMID: 27144555] - Shéhérazade Hajjouli, Sébastien Chateauvieux, Marie-Hélène Teiten, Barbora Orlikova, Marc Schumacher, Mario Dicato, Chee-Yan Choo, Marc Diederich. Eurycomanone and eurycomanol from Eurycoma longifolia Jack as regulators of signaling pathways involved in proliferation, cell death and inflammation.
Molecules (Basel, Switzerland).
2014 Sep; 19(9):14649-66. doi:
10.3390/molecules190914649. [PMID: 25230121] - Yan Pan, Kai Hung Tiong, Badrul Amini Abd-Rashid, Zakiah Ismail, Rusli Ismail, Joon Wah Mak, Chin Eng Ong. Effect of eurycomanone on cytochrome P450 isoforms CYP1A2, CYP2A6, CYP2C8, CYP2C9, CYP2C19, CYP2E1 and CYP3A4 in vitro.
Journal of natural medicines.
2014 Apr; 68(2):402-6. doi:
10.1007/s11418-013-0794-8. [PMID: 23881640] - Omar Saeed Ali Al-Salahi, Chan Kit-Lam, Amin Malik Shah Abdul Majid, Fouad Saleih R Al-Suede, Sultan Ayesh Mohammed Saghir, Wan Zaidah Abdullah, Mohamed B Khadeer Ahamed, Narazah Mohd Yusoff. Anti-angiogenic quassinoid-rich fraction from Eurycoma longifolia modulates endothelial cell function.
Microvascular research.
2013 Nov; 90(?):30-9. doi:
10.1016/j.mvr.2013.07.007. [PMID: 23899415] - Bin-Seng Low, Sy-Bing Choi, Habibah Abdul Wahab, Prashanta Kumar Das, Kit-Lam Chan. Eurycomanone, the major quassinoid in Eurycoma longifolia root extract increases spermatogenesis by inhibiting the activity of phosphodiesterase and aromatase in steroidogenesis.
Journal of ethnopharmacology.
2013 Aug; 149(1):201-7. doi:
10.1016/j.jep.2013.06.023. [PMID: 23810842] - Pooi-Fong Wong, Wei-Fun Cheong, Meng-Hooi Shu, Chin-Hoe Teh, Kit-Lam Chan, Sazaly AbuBakar. Eurycomanone suppresses expression of lung cancer cell tumor markers, prohibitin, annexin 1 and endoplasmic reticulum protein 28.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2012 Jan; 19(2):138-44. doi:
10.1016/j.phymed.2011.07.001. [PMID: 21903368] - Chin-Hoe Teh, Mahfoudh Abdulghani, Hiroshi Morita, Motoo Shiro, Abas Hj Hussin, Kit-Lam Chan. Comparative X-ray and conformational analysis of a new crystal of 13α,21-dihydroeurycomanone with eurycomanone from Eurycoma longifolia and their anti-estrogenic activity using the uterotrophic assay.
Planta medica.
2011 Jan; 77(2):128-32. doi:
10.1055/s-0030-1250159. [PMID: 20665368] - S A B Salman, S Amrah, M S A Wahab, Z Ismail, R Ismail, K H Yuen, S H Gan. Modification of propranolol's bioavailability by Eurycoma longifolia water-based extract.
Journal of clinical pharmacy and therapeutics.
2010 Dec; 35(6):691-6. doi:
10.1111/j.1365-2710.2009.01147.x. [PMID: 21054461] - Bin-Seng Low, Bee-Hong Ng, Wai-Peng Choy, Kah-Hay Yuen, Kit-Lam Chan. Bioavailability and pharmacokinetic studies of eurycomanone from Eurycoma longifolia.
Planta medica.
2005 Sep; 71(9):803-7. doi:
10.1055/s-2005-871259. [PMID: 16206032]