Curcumin glucuronide (BioDeep_00000169836)
human metabolite blood metabolite
代谢物信息卡片
化学式: C27H28O12 (544.1580688)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: COC1=C(C=CC(=C1)C=CC(=O)CC(=O)C=CC2=CC(=C(C=C2)OC3C(C(C(C(O3)C(=O)O)O)O)O)OC)O
InChI: InChI=1S/C27H28O12/c1-36-20-11-14(5-9-18(20)30)3-7-16(28)13-17(29)8-4-15-6-10-19(21(12-15)37-2)38-27-24(33)22(31)23(32)25(39-27)26(34)35/h3-12,22-25,27,30-33H,13H2,1-2H3,(H,34,35)/b7-3+,8-4+/t22-,23-,24+,25-,27+/m0/s1
描述信息
Curcumin glucuronide is a diarylheptanoid.
同义名列表
数据库引用编号
7 个数据库交叉引用编号
- ChEBI: CHEBI:189745
- PubChem: 71315012
- HMDB: HMDB0240491
- ChEMBL: CHEMBL4065571
- foodb: FDB093680
- chemspider: 34989363
- CAS: 227466-72-0
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)
1 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
- Tariful Islam, Shane Scoggin, Xiaoxia Gong, Masoud Zabet-Moghaddam, Nishan S Kalupahana, Naima Moustaid-Moussa. Anti-Inflammatory Mechanisms of Curcumin and Its Metabolites in White Adipose Tissue and Cultured Adipocytes.
Nutrients.
2023 Dec; 16(1):. doi:
10.3390/nu16010070. [PMID: 38201900] - Yu-Meng Jia, Ting Zhu, Huan Zhou, Jin-Zi Ji, Ting Tai, Hong-Guang Xie. Multidrug Resistance-Associated Protein 3 Is Responsible for the Efflux Transport of Curcumin Glucuronide from Hepatocytes to the Blood.
Drug metabolism and disposition: the biological fate of chemicals.
2020 10; 48(10):966-971. doi:
10.1124/dmd.119.089193. [PMID: 31900255] - Jeffry Adiwidjaja, Alan V Boddy, Andrew J McLachlan. Physiologically-Based Pharmacokinetic Predictions of the Effect of Curcumin on Metabolism of Imatinib and Bosutinib: In Vitro and In Vivo Disconnect.
Pharmaceutical research.
2020 Jun; 37(7):128. doi:
10.1007/s11095-020-02834-8. [PMID: 32529309] - Lujing Wang, Wenji Li, David Cheng, Yue Guo, Renyi Wu, Ran Yin, Shanyi Li, Hsiao-Chen Kuo, Rasika Hudlikar, Hilly Yang, Brian Buckley, Ah-Ng Kong. Pharmacokinetics and pharmacodynamics of three oral formulations of curcumin in rats.
Journal of pharmacokinetics and pharmacodynamics.
2020 04; 47(2):131-144. doi:
10.1007/s10928-020-09675-3. [PMID: 32020381] - Paula B Luis, Andrew G Kunihiro, Janet L Funk, Claus Schneider. Incomplete Hydrolysis of Curcumin Conjugates by β-Glucuronidase: Detection of Complex Conjugates in Plasma.
Molecular nutrition & food research.
2020 03; 64(6):e1901037. doi:
10.1002/mnfr.201901037. [PMID: 31962379] - Garvey Liu, Vidhi Khanna, Ameya Kirtane, Alex Grill, Jayanth Panyam. Chemopreventive efficacy of oral curcumin: a prodrug hypothesis.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2019 08; 33(8):9453-9465. doi:
10.1096/fj.201900166r. [PMID: 31136203] - David Cheng, Wenji Li, Lujing Wang, Tiffany Lin, George Poiani, Andrew Wassef, Rasika Hudlikar, Patricia Ondar, Luigi Brunetti, Ah-Ng Kong. Pharmacokinetics, Pharmacodynamics, and PKPD Modeling of Curcumin in Regulating Antioxidant and Epigenetic Gene Expression in Healthy Human Volunteers.
Molecular pharmaceutics.
2019 05; 16(5):1881-1889. doi:
10.1021/acs.molpharmaceut.8b01246. [PMID: 30860383] - Andrew G Kunihiro, Paula B Luis, Julia A Brickey, Jen B Frye, H-H Sherry Chow, Claus Schneider, Janet L Funk. Beta-Glucuronidase Catalyzes Deconjugation and Activation of Curcumin-Glucuronide in Bone.
Journal of natural products.
2019 03; 82(3):500-509. doi:
10.1021/acs.jnatprod.8b00873. [PMID: 30794412] - Andrew G Kunihiro, Julia A Brickey, Jennifer B Frye, Paula B Luis, Claus Schneider, Janet L Funk. Curcumin, but not curcumin-glucuronide, inhibits Smad signaling in TGFβ-dependent bone metastatic breast cancer cells and is enriched in bone compared to other tissues.
The Journal of nutritional biochemistry.
2019 01; 63(?):150-156. doi:
10.1016/j.jnutbio.2018.09.021. [PMID: 30393127] - Jagdish Mahale, Rajinder Singh, Lynne M Howells, Robert G Britton, Sameena M Khan, Karen Brown. Detection of Plasma Curcuminoids from Dietary Intake of Turmeric-Containing Food in Human Volunteers.
Molecular nutrition & food research.
2018 08; 62(16):e1800267. doi:
10.1002/mnfr.201800267. [PMID: 29943914] - Sandeep R Kunati, Shuming Yang, Basem M William, Yan Xu. An LC-MS/MS method for simultaneous determination of curcumin, curcumin glucuronide and curcumin sulfate in a phase II clinical trial.
Journal of pharmaceutical and biomedical analysis.
2018 Jul; 156(?):189-198. doi:
10.1016/j.jpba.2018.04.034. [PMID: 29727780] - Hitomi Ozawa, Atsushi Imaizumi, Yoshihiko Sumi, Tadashi Hashimoto, Masashi Kanai, Yuji Makino, Takanori Tsuda, Nobuaki Takahashi, Hideaki Kakeya. Curcumin β-D-Glucuronide Plays an Important Role to Keep High Levels of Free-Form Curcumin in the Blood.
Biological & pharmaceutical bulletin.
2017; 40(9):1515-1524. doi:
10.1248/bpb.b17-00339. [PMID: 28867734] - Magdalena Szymusiak, Xiaoyu Hu, Paola A Leon Plata, Paulina Ciupinski, Zaijie Jim Wang, Ying Liu. Bioavailability of curcumin and curcumin glucuronide in the central nervous system of mice after oral delivery of nano-curcumin.
International journal of pharmaceutics.
2016 Sep; 511(1):415-423. doi:
10.1016/j.ijpharm.2016.07.027. [PMID: 27426105] - Kiyotaka Nakagawa, Jean-Marc Zingg, Sharon H Kim, Michael J Thomas, Gregory G Dolnikowski, Angelo Azzi, Teruo Miyazawa, Mohsen Meydani. Differential cellular uptake and metabolism of curcuminoids in monocytes/macrophages: regulatory effects on lipid accumulation.
The British journal of nutrition.
2014 Jul; 112(1):8-14. doi:
10.1017/s0007114514000567. [PMID: 24725345] - C Ireson, S Orr, D J Jones, R Verschoyle, C K Lim, J L Luo, L Howells, S Plummer, R Jukes, M Williams, W P Steward, A Gescher. Characterization of metabolites of the chemopreventive agent curcumin in human and rat hepatocytes and in the rat in vivo, and evaluation of their ability to inhibit phorbol ester-induced prostaglandin E2 production.
Cancer research.
2001 Feb; 61(3):1058-64. doi:
. [PMID: 11221833]