Sulindac (BioDeep_00000002700)

 

Secondary id: BioDeep_00000408955

human metabolite blood metabolite


代谢物信息卡片


2-[(1Z)-5-fluoro-1-[(4-methanesulfinylphenyl)methylidene]-2-methyl-1H-inden-3-yl]acetic acid

化学式: C20H17FO3S (356.0882)
中文名称: 舒林酸
谱图信息: 最多检出来源 Homo sapiens(blood) 7.55%

分子结构信息

SMILES: CC1=C(C2=C(C1=CC3=CC=C(C=C3)S(=O)C)C=CC(=C2)F)CC(=O)O
InChI: InChI=1S/C20H17FO3S/c1-12-17(9-13-3-6-15(7-4-13)25(2)24)16-8-5-14(21)10-19(16)18(12)11-20(22)23/h3-10H,11H2,1-2H3,(H,22,23)/b17-9-

描述信息

Sulindac is a nonsteroidal anti-inflammatory agent (NSAIA) of the arylalkanoic acid class that is marketed in the U.S. by Merck as Clinoril. Like other NSAIAs, it may be used in the treatment of acute or chronic inflammatory conditions. Sulindac is a prodrug, derived from sulfinylindene, that is converted in vivo to an active sulfide compound by liver enzymes. The sulfide metabolite then undergoes enterohepatic circulation; it is excreted in the bile and then reabsorbed from the intestine. This is thought to help maintain constant blood levels with reduced gastrointestinal side effects. Some studies have shown sulindac to be relatively less irritating to the stomach than other NSAIAs except for drugs of the cyclooxygenase-2 (COX-2) inhibitor class. The exact mechanism of its NSAIA properties is unknown, but it is thought to act on enzymes COX-1 and COX-2, inhibiting prostaglandin synthesis.
M - Musculo-skeletal system > M01 - Antiinflammatory and antirheumatic products > M01A - Antiinflammatory and antirheumatic products, non-steroids > M01AB - Acetic acid derivatives and related substances
D018501 - Antirheumatic Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D016861 - Cyclooxygenase Inhibitors
C471 - Enzyme Inhibitor > C744 - Phosphodiesterase Inhibitor > C2127 - cGMP Phosphodiesterase Inhibitor
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
D002491 - Central Nervous System Agents > D000700 - Analgesics
D000893 - Anti-Inflammatory Agents
D000970 - Antineoplastic Agents
KEIO_ID S054; [MS2] KO009077
KEIO_ID S054; [MS3] KO009079
D004791 - Enzyme Inhibitors
KEIO_ID S054

同义名列表

44 个代谢物同义名

2-[(1Z)-5-fluoro-1-[(4-methanesulfinylphenyl)methylidene]-2-methyl-1H-inden-3-yl]acetic acid; (Z)-5-Fluoro-2-methyl-1-((p-(methylsulphinyl)phenyl)methylene)-1H-indene-3-acetic acid; cis-5-Fluoro-2-methyl-1-((4-(methylsulphinyl)phenyl)methylene)-1H-indene-3-acetic acid; cis-5-Fluoro-2-methyl-1-((4-(methylsulfinyl)phenyl)methylene)-1H-indene-3-acetic acid; (Z)-5-Fluoro-2-methyl-1-((p-(methylsulfinyl)phenyl)methylene)-1H-indene-3-acetic acid; cis-5-Fluoro-2-methyl-1-((4-(methylsulphinyl)phenyl)methylene)-1H-indene-3-acetate; 2-[6-fluoro-2-methyl-3-[(4-methylsulfinylphenyl)methylidene]-1-indenyl]acetic acid; (Z)-5-Fluoro-2-methyl-1-((p-(methylsulphinyl)phenyl)methylene)-1H-indene-3-acetate; 5-fluoro-2-methyl-1Z-[[4-(methylsulfinyl)phenyl]methylene]-1H-indene-3-acetic acid; cis-5-Fluoro-2-methyl-1-((4-(methylsulfinyl)phenyl)methylene)-1H-indene-3-acetate; (Z)-5-Fluoro-2-methyl-1-((p-(methylsulfinyl)phenyl)methylene)-1H-indene-3-acetate; cis-5-Fluoro-2-methyl-1-((p-methylsulphinyl)benzylidene)indene-3-acetic acid; cis-5-Fluoro-2-methyl-1-((p-methylsulfinyl)benzylidene)indene-3-acetic acid; cis-5-Fluoro-2-methyl-1-((p-methylsulphinyl)benzylidene)indene-3-acetate; cis-5-Fluoro-2-methyl-1-((p-methylsulfinyl)benzylidene)indene-3-acetate; Merck sharp and dohme brand OF sulindac; Cahill may roberts brand OF sulindac; Alphapharm brand OF sulindac; Novopharm brand OF sulindac; Nu-pharm brand OF sulindac; Nu pharm brand OF sulindac; Kendrick brand OF sulindac; Apotex brand OF sulindac; Chemia brand OF sulindac; Merck brand OF sulindac; Novo sundac; Novo-sundac; Nu sulindac; Nu-sulindac; Sulindacum; Arthrocine; Apo sulin; Apo-sulin; Sulindaco; Arthrobid; Sulindal; Klinoril; Clinoril; Sulindac; Chibret; Kenalin; Copal; Aclin; Sulindac



数据库引用编号

29 个数据库交叉引用编号

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。

亚细胞结构定位 关联基因列表
Cytoplasm 17 AKR1B1, ALB, ANG, APC, BCL2, BIRC5, CCND1, CDH1, CTNNB1, MAPK8, ODC1, PPARG, PTGS1, PTGS2, RELA, STAT3, VEGFA
Peripheral membrane protein 2 PTGS1, PTGS2
Endoplasmic reticulum membrane 4 BCL2, FMO3, PTGS1, PTGS2
Nucleus 14 ALB, ANG, APC, BCL2, BIRC5, CCND1, CDH1, CTNNB1, JUN, MAPK8, PPARG, RELA, STAT3, VEGFA
cytosol 14 AKR1B1, ALB, ANG, APC, BCL2, BIRC5, CCND1, CDH1, CTNNB1, MAPK8, ODC1, PPARG, RELA, STAT3
trans-Golgi network 1 CDH1
centrosome 4 ALB, APC, CCND1, CTNNB1
nucleoplasm 11 AKR1B1, APC, BIRC5, CCND1, CDH1, CTNNB1, JUN, MAPK8, PPARG, RELA, STAT3
RNA polymerase II transcription regulator complex 3 JUN, PPARG, STAT3
Cell membrane 3 APC, CDH1, CTNNB1
lamellipodium 3 APC, CDH1, CTNNB1
ruffle membrane 1 APC
Synapse 2 CTNNB1, MAPK8
cell cortex 1 CTNNB1
cell junction 2 CDH1, CTNNB1
cell surface 1 VEGFA
glutamatergic synapse 3 CDH1, CTNNB1, RELA
Golgi apparatus 5 ALB, APC, CDH1, PTGS1, VEGFA
growth cone 1 ANG
neuronal cell body 1 ANG
postsynapse 1 CDH1
presynaptic membrane 1 CTNNB1
endosome 1 CDH1
plasma membrane 4 APC, CDH1, CTNNB1, STAT3
Membrane 4 BCL2, CDH1, CTNNB1, VEGFA
axon 1 MAPK8
basolateral plasma membrane 1 CTNNB1
caveola 1 PTGS2
extracellular exosome 5 AKR1B1, ALB, CDH1, CTNNB1, PTGS1
endoplasmic reticulum 5 ALB, BCL2, FMO3, PTGS2, VEGFA
extracellular space 5 AKR1B1, ALB, ANG, CXCL8, VEGFA
perinuclear region of cytoplasm 4 APC, CDH1, CTNNB1, PPARG
Schaffer collateral - CA1 synapse 1 CTNNB1
adherens junction 4 APC, CDH1, CTNNB1, VEGFA
apicolateral plasma membrane 1 CTNNB1
bicellular tight junction 3 APC, CCND1, CTNNB1
mitochondrion 2 AKR1B1, BCL2
protein-containing complex 5 ALB, BCL2, BIRC5, CTNNB1, PTGS2
intracellular membrane-bounded organelle 3 FMO3, PPARG, PTGS1
Microsome membrane 3 FMO3, PTGS1, PTGS2
Single-pass type I membrane protein 1 CDH1
Secreted 4 ALB, ANG, CXCL8, VEGFA
extracellular region 5 ALB, ANG, CDH1, CXCL8, VEGFA
cytoplasmic side of plasma membrane 1 CDH1
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 2 BCL2, FMO3
mitochondrial outer membrane 1 BCL2
anchoring junction 1 ALB
transcription regulator complex 4 CTNNB1, JUN, RELA, STAT3
photoreceptor outer segment 1 PTGS1
Nucleus membrane 2 BCL2, CCND1
Bcl-2 family protein complex 1 BCL2
nuclear membrane 3 BCL2, CCND1, CDH1
Secreted, extracellular space, extracellular matrix 1 VEGFA
actin cytoskeleton 2 ANG, CDH1
Z disc 1 CTNNB1
beta-catenin destruction complex 2 APC, CTNNB1
microtubule cytoskeleton 1 BIRC5
nucleolus 1 ANG
Wnt signalosome 2 APC, CTNNB1
midbody 1 BIRC5
apical part of cell 1 CTNNB1
cell-cell junction 1 CTNNB1
postsynaptic membrane 1 CTNNB1
Cell projection, lamellipodium 1 APC
Cell projection, ruffle membrane 1 APC
pore complex 1 BCL2
Cytoplasm, cytoskeleton 2 APC, CTNNB1
Cytoplasm, cytoskeleton, spindle 1 BIRC5
focal adhesion 1 CTNNB1
microtubule 2 APC, BIRC5
spindle 1 BIRC5
Cell junction, adherens junction 3 APC, CDH1, CTNNB1
flotillin complex 2 CDH1, CTNNB1
extracellular matrix 1 VEGFA
basement membrane 1 ANG
secretory granule 1 VEGFA
fascia adherens 1 CTNNB1
lateral plasma membrane 3 APC, CDH1, CTNNB1
interphase microtubule organizing center 1 BIRC5
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
receptor complex 1 PPARG
neuron projection 2 PTGS1, PTGS2
ciliary basal body 1 ALB
chromatin 4 JUN, PPARG, RELA, STAT3
cell periphery 2 APC, CTNNB1
Chromosome 2 ANG, BIRC5
Cytoplasm, cytoskeleton, cilium basal body 1 CTNNB1
centriole 2 ALB, BIRC5
Golgi apparatus, trans-Golgi network 1 CDH1
Nucleus, nucleolus 1 ANG
spindle pole 2 ALB, CTNNB1
nuclear chromosome 2 BIRC5, JUN
blood microparticle 1 ALB
postsynaptic density, intracellular component 1 CTNNB1
microvillus membrane 1 CTNNB1
Endomembrane system 2 CTNNB1, PTGS1
Chromosome, centromere 1 BIRC5
Chromosome, centromere, kinetochore 1 BIRC5
Cytoplasm, Stress granule 1 ANG
cytoplasmic stress granule 1 ANG
euchromatin 2 CTNNB1, JUN
myelin sheath 1 BCL2
endoplasmic reticulum lumen 2 ALB, PTGS2
transcription repressor complex 1 CCND1
platelet alpha granule lumen 2 ALB, VEGFA
kinetochore 2 APC, BIRC5
endocytic vesicle 1 ANG
beta-catenin-TCF complex 1 CTNNB1
anaphase-promoting complex 1 CDH1
chromosome, centromeric region 1 BIRC5
presynaptic active zone cytoplasmic component 1 CTNNB1
chromosome passenger complex 1 BIRC5
[Isoform 2]: Nucleus 1 CDH1
cytoplasmic microtubule 1 BIRC5
protein-DNA complex 1 CTNNB1
spindle microtubule 1 BIRC5
survivin complex 1 BIRC5
basal dendrite 1 MAPK8
apical junction complex 1 CDH1
Cell junction, desmosome 1 CDH1
desmosome 1 CDH1
catenin complex 3 APC, CDH1, CTNNB1
cyclin-dependent protein kinase holoenzyme complex 1 CCND1
transcription factor AP-1 complex 1 JUN
angiogenin-PRI complex 1 ANG
BAD-BCL-2 complex 1 BCL2
cyclin D1-CDK4 complex 1 CCND1
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
beta-catenin-TCF7L2 complex 1 CTNNB1
NF-kappaB p50/p65 complex 1 RELA
NF-kappaB complex 1 RELA
cyclin D1-CDK6 complex 1 CCND1
beta-catenin-ICAT complex 1 CTNNB1
Scrib-APC-beta-catenin complex 1 CTNNB1
ciliary transition fiber 1 ALB


文献列表

  • Shufa Tan, Yan Ou, Yunyi Yang, Shuilan Huang, Shikai Chen, Qiangqiang Gao. Preventive effects of chemical drugs on recurrence of colorectal adenomas: systematic review and Bayesian network meta-analysis. European journal of gastroenterology & hepatology. 2023 Nov; ?(?):. doi: 10.1097/meg.0000000000002676. [PMID: 37942763]
  • Rosa María García-Núñez, Julio César Buendía-Espinoza, Selene Del Carmen Arrazate-Jiménez, Elisa Del Carmen Martínez-Ochoa. Effects of copal resin extraction on the diversity and composition of species in tropical deciduous forests. Scientific reports. 2023 03; 13(1):4199. doi: 10.1038/s41598-023-31423-z. [PMID: 36918726]
  • David Peris, Jörg U Hammel, Chenyang Cai, Mónica M Solórzano-Kraemer. First record of Jacobsoniidae (Coleoptera) on the African continent in Holocene copal from Tanzania: biogeography since the Cretaceous. Scientific reports. 2023 03; 13(1):3735. doi: 10.1038/s41598-023-30368-7. [PMID: 36878923]
  • Yanchao Xing, Qiao Yu, Lin Zhou, Wen Cai, Yuxin Zhang, Yajuan Bi, Youcai Zhang, Zhifei Fu, Lifeng Han. Cytochrome P450-mediated herb-drug interaction (HDI) of Polygonum multiflorum Thunb. based on pharmacokinetic studies and in vitro inhibition assays. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2023 Feb; 112(?):154710. doi: 10.1016/j.phymed.2023.154710. [PMID: 36805481]
  • Yessica Rico, Gustavo P Lorenzana, Carlos A Benítez-Pineda, Bode A Olukolu. Development of Genomic Resources in Mexican Bursera (Section: Bullockia: Burseraceae): Genome Assembly, Annotation, and Marker Discovery for Three Copal Species. Genes. 2022 Sep; 13(10):. doi: 10.3390/genes13101741. [PMID: 36292626]
  • Suhail Razak, Tayyaba Afsar, Nousheen Bibi, Mahmoud Abulmeaty, Mashooq Ahmad Bhat, Anam Inam, Janeen H Trembley, Ali Almajwal, Maria Shabbir, Nawaf W Alruwaili, Abdulrahman Algarni. Sulindac acetohydrazide derivative attenuates against cisplatin induced organ damage by modulation of antioxidant and inflammatory signaling pathways. Scientific reports. 2022 07; 12(1):11749. doi: 10.1038/s41598-022-15950-9. [PMID: 35817806]
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  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Julien Allard, Simon Bucher, Julie Massart, Pierre-Jean Ferron, Dounia Le Guillou, Roxane Loyant, Yoann Daniel, Youenn Launay, Nelly Buron, Karima Begriche, Annie Borgne-Sanchez, Bernard Fromenty. Drug-induced hepatic steatosis in absence of severe mitochondrial dysfunction in HepaRG cells: proof of multiple mechanism-based toxicity. Cell biology and toxicology. 2021 04; 37(2):151-175. doi: 10.1007/s10565-020-09537-1. [PMID: 32535746]
  • Glenn Lemmens, Joachim Brouwers, Jan Snoeys, Patrick Augustijns, Tim Vanuytsel. Insight into the Colonic Disposition of Sulindac in Humans. Journal of pharmaceutical sciences. 2021 01; 110(1):259-267. doi: 10.1016/j.xphs.2020.09.034. [PMID: 33002468]
  • Narjes Saheb Sharif-Askari, Fatemeh Saheb Sharif-Askari, Bushra Mdkhana, Saba Al Heialy, Elaref Ratemi, Malak Alghamdi, Salah Abusnana, Tarek Kashour, Qutayba Hamid, Rabih Halwani. Effect of common medications on the expression of SARS-CoV-2 entry receptors in liver tissue. Archives of toxicology. 2020 12; 94(12):4037-4041. doi: 10.1007/s00204-020-02869-1. [PMID: 32808185]
  • Qing Long, Liang Ao, Kuo Li, Yan Li. The efficacy and safety of sulindac for colorectal polyps: A protocol for systematic review and meta-analysis. Medicine. 2020 Oct; 99(41):e22402. doi: 10.1097/md.0000000000022402. [PMID: 33031275]
  • Si Sheng, Xiaoying Yin, Fangmei Chen, Yixin Lv, Lin Zhang, Menghui Cao, Yun Sun. Preparation and Characterization of PVA-Co-PE Drug-Loaded Nanofiber Membrane by Electrospinning Technology. AAPS PharmSciTech. 2020 Jul; 21(5):199. doi: 10.1208/s12249-020-01715-y. [PMID: 32676796]
  • Gergő Dargó, Dávid Bajusz, Kristóf Simon, Judit Müller, György T Balogh. Human Serum Albumin Binding in a Vial: A Novel UV-pH Titration Method To Assist Drug Design. Journal of medicinal chemistry. 2020 02; 63(4):1763-1774. doi: 10.1021/acs.jmedchem.0c00046. [PMID: 31995375]
  • Jin Won Sung, Hwi-Yeol Yun, Sunny Park, Young Ju Kim, Jeong Yee, Kyung Eun Lee, Byungjeong Song, Jee Eun Chung, Hye Sun Gwak. Population Pharmacokinetics of Sulindac and Genetic Polymorphisms of FMO3 and AOX1 in Women with Preterm Labor. Pharmaceutical research. 2020 Jan; 37(3):44. doi: 10.1007/s11095-020-2765-6. [PMID: 31993760]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Linghong Shen, Zhe Sun, Peng Nie, Ruosen Yuan, Zhaohua Cai, Caizhe Wu, Liuhua Hu, Shuxuan Jin, Hu Zhou, Xiaokun Zhang, Ben He. Sulindac-derived retinoid X receptor-α modulator attenuates atherosclerotic plaque progression and destabilization in ApoE-/- mice. British journal of pharmacology. 2019 07; 176(14):2559-2572. doi: 10.1111/bph.14682. [PMID: 30943581]
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  • Seyedeh Atekeh Torabizadeh, Mehdi Rezaeifar, Ali Jomehzadeh, Farzaneh Nabizadeh Haghighi, Mehdi Ansari. Radioprotective Potential of Sulindac Sulfide to Prevent DNA Damage Due to Ionizing Radiation. Drug design, development and therapy. 2019; 13(?):4127-4134. doi: 10.2147/dddt.s218022. [PMID: 31827319]
  • Nahed M A Hassanein, Eman S G Hassan, Amany M Hegab, Helmy M Sayd Elahl. Chemopreventive effect of sulindac in combination with epigallocatechin gallate or kaempferol against 1,2-dimethyl hydrazine-induced preneoplastic lesions in rats: A Comparative Study. Journal of biochemical and molecular toxicology. 2018 Oct; 32(10):e22198. doi: 10.1002/jbt.22198. [PMID: 29999212]
  • Kiran Saba, Anser Maxood, Saeeda Abdullah, Amna Riaz, Shahab Ud Din. Comparison Of Frequency Of Post Operative Sensitivity In Amalgam Restorations Using Copal Varnish And Dentin Adhesive Liner. Journal of Ayub Medical College, Abbottabad : JAMC. 2018 Apr; 30(2):163-166. doi: ". [PMID: 29938411]
  • Barbara J Bałan, Andrzej K Siwicki, Krzysztof Pastewka, Urszula Demkow, Piotr Skopiński, Ewa Skopińska-Różewska, Sławomir Lewicki, Robert Zdanowski. Synergistic Activity for Natural and Synthetic Inhibitors of Angiogenesis Induced by Murine Sarcoma L-1 and Human Kidney Cancer Cells. Advances in experimental medicine and biology. 2017 ; 1020(?):91-104. doi: 10.1007/5584_2017_17. [PMID: 28456932]
  • Yong-Jun Tang, Kai Hu, Wei-Hua Huang, Chong-Zhi Wang, Zhi Liu, Yao Chen, Dong-Sheng Ouyang, Zhi-Rong Tan, Hong-Hao Zhou, Chun-Su Yuan. Effects of FMO3 Polymorphisms on Pharmacokinetics of Sulindac in Chinese Healthy Male Volunteers. BioMed research international. 2017; 2017(?):4189678. doi: 10.1155/2017/4189678. [PMID: 28331852]
  • Giulia Gigliarelli, Judith X Becerra, Massimo Curini, Maria Carla Marcotullio. Chemical Composition and Biological Activities of Fragrant Mexican Copal (Bursera spp.). Molecules (Basel, Switzerland). 2015 Dec; 20(12):22383-94. doi: 10.3390/molecules201219849. [PMID: 26703535]
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