Nicotinamide ribotide (BioDeep_00000003534)
Main id: BioDeep_00000859283
Secondary id: BioDeep_00000408270
natural product human metabolite PANOMIX_OTCML-2023 blood metabolite BioNovoGene_Lab2019 Volatile Flavor Compounds
代谢物信息卡片
化学式: C11H15N2O8P (334.0566)
中文名称: 烟酰胺核苷酸 (NMN), β-烟酰胺单核苷酸, 烟酰胺单核苷酸
谱图信息:
最多检出来源 Homo sapiens(blood) 61.11%
分子结构信息
SMILES: C1=CC(=C[N+](=C1)C2C(C(C(O2)COP(=O)(O)[O-])O)O)C(=O)N
InChI: InChI=1S/C11H15N2O8P/c12-10(16)6-2-1-3-13(4-6)11-9(15)8(14)7(21-11)5-20-22(17,18)19/h1-4,7-9,11,14-15H,5H2,(H3-,12,16,17,18,19)/t7-,8-,9-,11-/m1/s1
描述信息
Acquisition and generation of the data is financially supported in part by CREST/JST.
COVID info from COVID-19 Disease Map
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
β-nicotinamide mononucleotide (β-NM) is a product of the nicotinamide phosphoribosyltransferase (NAMPT) reaction and a key NAD+ intermediate. The pharmacological activities of β-nicotinamide mononucleotide include its role in cellular biochemical functions, cardioprotection, diabetes, Alzheimer's disease, and complications associated with obesity[1].
同义名列表
24 个代谢物同义名
[(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate; 3-(aminocarbonyl)-1-(5-O-phosphono-β-δ-ribofuranosyl)-Pyridinium hydroxide inner salt; 3-Carbamoyl-1-β-δ-ribofuranosylpyridinium hydroxide 5-phosphate inner salt; 3-(aminocarbonyl)-1-(5-O-phosphono-b-D-ribofuranosyl)-Pyridinium hydroxide inner salt; 3-(aminocarbonyl)-1-(5-O-phosphono-beta-delta-ribofuranosyl)-Pyridinium inner salt; 3-(aminocarbonyl)-1-(5-O-phosphono-b-D-ribofuranosyl)-Pyridinium inner salt; 3-Carbamoyl-1-b-D-ribofuranosylpyridinium hydroxide 5-phosphate inner salt; Nicotinamide-1-ium-1-beta-D-ribofuranoside 5-phosphate; Nicotinamide ribonucleoside 5-phosphate; beta-Nicotinamide mononucleotide; Nicotinamide D-ribonucleotide; β-Nicotinamide mononucleotide; Nicotinamide ribonucleotide; Nicotinamide mononucleotide; Nicotinamide ribotide; β-δ-NMN; beta-NM;NMN; β-NMN; b-D-NMN; b-NMN; NMN; Nicotinamide ribotide; β-NM; Nicotinamide D-ribonucleotide
数据库引用编号
26 个数据库交叉引用编号
- ChEBI: CHEBI:16171
- KEGG: C00455
- PubChem: 4661174
- PubChem: 14180
- Metlin: METLIN4167
- ChEMBL: CHEMBL610238
- MeSH: Nicotinamide Mononucleotide
- MetaCyc: NICOTINAMIDE_NUCLEOTIDE
- KNApSAcK: C00019694
- CAS: 1094-61-7
- MoNA: PS038703
- MoNA: PS038702
- MoNA: PS038704
- MoNA: PS038706
- MoNA: PS038705
- MoNA: PR100219
- MoNA: PS038701
- PMhub: MS000009931
- PubChem: 3741
- PDB-CCD: NMN
- 3DMET: B01247
- NIKKAJI: J9.877I
- RefMet: Nicotinamide ribotide
- medchemexpress: HY-F0004
- BioNovoGene_Lab2019: BioNovoGene_Lab2019-83
- KNApSAcK: 16171
分类词条
相关代谢途径
Reactome(0)
PlantCyc(0)
代谢反应
15 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(3)
- pyridine nucleotide cycling:
ATP + ammonia + nicotinate adenine dinucleotide ⟶ AMP + H+ + NAD+ + diphosphate
- pyridine nucleotide cycling (plants):
ATP + H2O + gln + nicotinate adenine dinucleotide ⟶ AMP + H+ + NAD+ + diphosphate + glt
- nicotinamide riboside salvage pathway:
ATP + nicotinamide riboside ⟶ ADP + nicotinamide mononucleotide
WikiPathways(1)
Plant Reactome(0)
INOH(3)
- Nicotinate and Nicotinamide metabolism ( Nicotinate and Nicotinamide metabolism ):
ATP + Deamido-NAD+ + H2O + L-Glutamine ⟶ AMP + L-Glutamic acid + NAD+ + Pyrophosphate
- Nicotinamide D-ribonucleotide + Pyrophosphate = Nicotinamide + D-5-Phospho-ribosyl 1-diphosphate ( Nicotinate and Nicotinamide metabolism ):
D-5-Phospho-ribosyl 1-diphosphate + Nicotinamide D-ribonucleotide ⟶ Nicotinamide + Pyrophosphate
- Nicotinamide D-ribonucleotide + ATP = NAD+ + Pyrophosphate ( Nicotinate and Nicotinamide metabolism ):
ATP + Nicotinamide D-ribonucleotide ⟶ NAD+ + Pyrophosphate
PlantCyc(0)
COVID-19 Disease Map(1)
- @COVID-19 Disease
Map["name"]:
Adenosine + Pi ⟶ Adenine + _alpha_-D-Ribose 1-phosphate
PathBank(7)
- Nicotinate and Nicotinamide Metabolism:
NAD + Water ⟶ Adenosine monophosphate + Nicotinamide ribotide
- Nicotinate and Nicotinamide Metabolism:
Adenosine triphosphate + L-Glutamine + Nicotinic acid adenine dinucleotide + Water ⟶ Adenosine monophosphate + L-Glutamic acid + NAD + Pyrophosphate
- Nicotinate and Nicotinamide Metabolism:
Adenosine triphosphate + L-Glutamine + Nicotinic acid adenine dinucleotide + Water ⟶ Adenosine monophosphate + L-Glutamic acid + NAD + Pyrophosphate
- Nicotinate and Nicotinamide Metabolism:
Adenosine triphosphate + L-Glutamine + Nicotinic acid adenine dinucleotide + Water ⟶ Adenosine monophosphate + L-Glutamic acid + NAD + Pyrophosphate
- Nicotinate and Nicotinamide Metabolism:
Adenosine triphosphate + L-Glutamine + Nicotinic acid adenine dinucleotide + Water ⟶ Adenosine monophosphate + L-Glutamic acid + NAD + Pyrophosphate
- NAD Metabolism:
N'-Formylkynurenine + Water ⟶ Formic acid + Hydrogen Ion + L-Kynurenine
- Nicotinate and Nicotinamide Metabolism:
Adenosine triphosphate + L-Glutamine + Nicotinic acid adenine dinucleotide + Water ⟶ Adenosine monophosphate + L-Glutamic acid + NAD + Pyrophosphate
PharmGKB(0)
3 个相关的物种来源信息
- 7461 - Apis cerana: 10.1371/JOURNAL.PONE.0175573
- 7227 - Drosophila melanogaster: 10.1038/S41467-019-11933-Z
- 9606 - Homo sapiens: 10.1007/S11306-016-1051-4
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
- Simeng He, Xianhong Jiang, Jing Yang, Ya Wu, Jia Shi, Xiaoyang Wu, Shihan Du, Yuan Zhang, Lirong Gong, Shuan Dong, Jianbo Yu. Nicotinamide mononucleotide alleviates endotoxin-induced acute lung injury by modulating macrophage polarization via the SIRT1/NF-κB pathway.
Pharmaceutical biology.
2024 Dec; 62(1):22-32. doi:
10.1080/13880209.2023.2292256
. [PMID: 38100537] - Shujin Wang, Yinying Han, Ruimin Liu, Mengqian Hou, Dietbert Neumann, Jun Zhang, Fang Wang, Yumeng Li, Xueya Zhao, Francesco Schianchi, Chao Dai, Lizhong Liu, Miranda Nabben, Jan F C Glatz, Xin Wu, Xifeng Lu, Xi Li, Joost J F P Luiken. Glycolysis-Mediated Activation of v-ATPase by Nicotinamide Mononucleotide Ameliorates Lipid-Induced Cardiomyopathy by Repressing the CD36-TLR4 Axis.
Circulation research.
2024 03; 134(5):505-525. doi:
10.1161/circresaha.123.322910
. [PMID: 38422177] - Josephine Yu, Neil A Youngson, D Ross Laybutt, Margaret J Morris, Sarah-Jane Leigh. Complementary yet divergent effects of exercise and an exercise mimetic on microbiome in high-fat diet-induced obesity.
Physiological genomics.
2024 Feb; 56(2):136-144. doi:
10.1152/physiolgenomics.00066.2023
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Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2023 Dec; 48(24):6635-6644. doi:
10.19540/j.cnki.cjcmm.20230905.301
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Life science alliance.
2023 Dec; 6(12):. doi:
10.26508/lsa.202302116
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Environmental health perspectives.
2023 07; 131(7):77006. doi:
10.1289/ehp12259
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IUBMB life.
2023 Feb; ?(?):. doi:
10.1002/iub.2707
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Frontiers in endocrinology.
2023; 14(?):1099134. doi:
10.3389/fendo.2023.1099134
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Pharmaceutical biology.
2022 Dec; 60(1):2025-2039. doi:
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Molecular metabolism.
2022 11; 65(?):101583. doi:
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Cell proliferation.
2022 Nov; 55(11):e13303. doi:
10.1111/cpr.13303
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Molecules (Basel, Switzerland).
2022 Oct; 27(20):. doi:
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Journal of dermatological science.
2022 Jun; 106(3):159-169. doi:
10.1016/j.jdermsci.2022.05.002
. [PMID: 35610161] - Zhuan Feng, Yifei Qin, Fei Huo, Zhe Jian, Xiaomin Li, Jiejie Geng, Yong Li, Jiao Wu. NMN recruits GSH to enhance GPX4-mediated ferroptosis defense in UV irradiation induced skin injury.
Biochimica et biophysica acta. Molecular basis of disease.
2022 01; 1868(1):166287. doi:
10.1016/j.bbadis.2021.166287
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International journal of molecular sciences.
2021 Dec; 22(24):. doi:
10.3390/ijms222413224
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International immunopharmacology.
2021 Sep; 98(?):107856. doi:
10.1016/j.intimp.2021.107856
. [PMID: 34130151] - Charles Brenner. Comment on 'Nicotinamide mononucleotide increases muscle insulin sensitivity in prediabetic women'.
Science (New York, N.Y.).
2021 07; 373(6554):. doi:
10.1126/science.abj1696
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Journal of the American Society of Nephrology : JASN.
2021 06; 32(6):1355-1370. doi:
10.1681/asn.2020081188
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Scientific reports.
2021 04; 11(1):8177. doi:
10.1038/s41598-021-87759-x
. [PMID: 33854178] - Rubén Zapata-Pérez, Alessandra Tammaro, Bauke V Schomakers, Angelique M L Scantlebery, Simone Denis, Hyung L Elfrink, Judith Giroud-Gerbetant, Carles Cantó, Carmen López-Leonardo, Rebecca L McIntyre, Michel van Weeghel, Álvaro Sánchez-Ferrer, Riekelt H Houtkooper. Reduced nicotinamide mononucleotide is a new and potent NAD+ precursor in mammalian cells and mice.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2021 04; 35(4):e21456. doi:
10.1096/fj.202001826r
. [PMID: 33724555] - Kana Ueda, Yuichi Nakajima, Hiroshi Inoue, Kappei Kobayashi, Takumi Nishiuchi, Makoto Kimura, Takashi Yaeno. Nicotinamide Mononucleotide Potentiates Resistance to Biotrophic Invasion of Fungal Pathogens in Barley.
International journal of molecular sciences.
2021 Mar; 22(5):. doi:
10.3390/ijms22052696
. [PMID: 33800043] - Michael J Bertoldo, Valentina Rodriguez Paris, Debra A Gook, Melissa C Edwards, Katherine Wu, Cai Jun Jean Liang, Maria B Marinova, Lindsay E Wu, Kirsty A Walters, Robert B Gilchrist. Impact of nicotinamide mononucleotide on transplanted mouse ovarian tissue.
Reproduction (Cambridge, England).
2021 02; 161(2):215-226. doi:
10.1530/rep-20-0539
. [PMID: 33320829] - Meiqi Yi, Yingying Ma, Songbiao Zhu, Chengting Luo, Yuling Chen, Qingtao Wang, Haiteng Deng. Comparative proteomic analysis identifies biomarkers for renal aging.
Aging.
2020 11; 12(21):21890-21903. doi:
10.18632/aging.104007
. [PMID: 33159023] - Golam M Uddin, Neil A Youngson, Sabiha S Chowdhury, Christopher Hagan, David A Sinclair, Margaret J Morris. Administration of Nicotinamide Mononucleotide (NMN) Reduces Metabolic Impairment in Male Mouse Offspring from Obese Mothers.
Cells.
2020 03; 9(4):. doi:
10.3390/cells9040791
. [PMID: 32218167] - Junichiro Irie, Emi Inagaki, Masataka Fujita, Hideaki Nakaya, Masanori Mitsuishi, Shintaro Yamaguchi, Kazuya Yamashita, Shuhei Shigaki, Takashi Ono, Hideo Yukioka, Hideyuki Okano, Yo-Ichi Nabeshima, Shin-Ichiro Imai, Masato Yasui, Kazuo Tsubota, Hiroshi Itoh. Effect of oral administration of nicotinamide mononucleotide on clinical parameters and nicotinamide metabolite levels in healthy Japanese men.
Endocrine journal.
2020 Feb; 67(2):153-160. doi:
10.1507/endocrj.ej19-0313
. [PMID: 31685720] - Mohammed A Assiri, Hadi R Ali, John O Marentette, Youngho Yun, Juan Liu, Matthew D Hirschey, Laura M Saba, Peter S Harris, Kristofer S Fritz. Investigating RNA expression profiles altered by nicotinamide mononucleotide therapy in a chronic model of alcoholic liver disease.
Human genomics.
2019 12; 13(1):65. doi:
10.1186/s40246-019-0251-1
. [PMID: 31823815] - Kazuhiro Hasegawa. Novel tubular-glomerular interplay in diabetic kidney disease mediated by sirtuin 1, nicotinamide mononucleotide, and nicotinamide adenine dinucleotide Oshima Award Address 2017.
Clinical and experimental nephrology.
2019 Aug; 23(8):987-994. doi:
10.1007/s10157-019-01719-4
. [PMID: 30859351] - Carrie A Sims, Yuxia Guan, Sarmistha Mukherjee, Khushboo Singh, Paul Botolin, Antonio Davila, Joseph A Baur. Nicotinamide mononucleotide preserves mitochondrial function and increases survival in hemorrhagic shock.
JCI insight.
2018 09; 3(17):. doi:
10.1172/jci.insight.120182
. [PMID: 30185676] - Dahyun Hwang, HyunA Jo, Seong-Ho Ma, Young-Hee Lim. Oxyresveratrol stimulates mucin production in an NAD+-dependent manner in human intestinal goblet cells.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2018 Aug; 118(?):880-888. doi:
10.1016/j.fct.2018.06.039
. [PMID: 29935245] - Melanie Penke, Susanne Schuster, Theresa Gorski, Rolf Gebhardt, Wieland Kiess, Antje Garten. Oleate ameliorates palmitate-induced reduction of NAMPT activity and NAD levels in primary human hepatocytes and hepatocarcinoma cells.
Lipids in health and disease.
2017 Oct; 16(1):191. doi:
10.1186/s12944-017-0583-6
. [PMID: 28974242] - Yi Guan, Su-Rong Wang, Xin-Zhong Huang, Qiong-Hong Xie, Yun-Yu Xu, Da Shang, Chuan-Ming Hao. Nicotinamide Mononucleotide, an NAD+ Precursor, Rescues Age-Associated Susceptibility to AKI in a Sirtuin 1-Dependent Manner.
Journal of the American Society of Nephrology : JASN.
2017 Aug; 28(8):2337-2352. doi:
10.1681/asn.2016040385
. [PMID: 28246130] - Akihiro Miwa, Yuji Sawada, Daisuke Tamaoki, Masami Yokota Hirai, Makoto Kimura, Kazuhiro Sato, Takumi Nishiuchi. Nicotinamide mononucleotide and related metabolites induce disease resistance against fungal phytopathogens in Arabidopsis and barley.
Scientific reports.
2017 07; 7(1):6389. doi:
10.1038/s41598-017-06048-8
. [PMID: 28743869] - Ling-Fang Wang, Xiao-Nv Wang, Cong-Cong Huang, Long Hu, Yun-Fei Xiao, Xiao-Hui Guan, Yi-Song Qian, Ke-Yu Deng, Hong-Bo Xin. Inhibition of NAMPT aggravates high fat diet-induced hepatic steatosis in mice through regulating Sirt1/AMPKα/SREBP1 signaling pathway.
Lipids in health and disease.
2017 Apr; 16(1):82. doi:
10.1186/s12944-017-0464-z
. [PMID: 28449683] - Junichiro Irie, Hiroshi Itoh. [Aging and homeostasis. Age-associated diseases and clinical application of NMN(Nicotinamide Mononucleotide).].
Clinical calcium.
2017 ; 27(7):983-990. doi:
clica1707983990
. [PMID: 28649105] - Kathryn F Mills, Shohei Yoshida, Liana R Stein, Alessia Grozio, Shunsuke Kubota, Yo Sasaki, Philip Redpath, Marie E Migaud, Rajendra S Apte, Koji Uchida, Jun Yoshino, Shin-Ichiro Imai. Long-Term Administration of Nicotinamide Mononucleotide Mitigates Age-Associated Physiological Decline in Mice.
Cell metabolism.
2016 12; 24(6):795-806. doi:
10.1016/j.cmet.2016.09.013
. [PMID: 28068222] - Kelly L Stromsdorfer, Shintaro Yamaguchi, Myeong Jin Yoon, Anna C Moseley, Michael P Franczyk, Shannon C Kelly, Nathan Qi, Shin-Ichiro Imai, Jun Yoshino. NAMPT-Mediated NAD(+) Biosynthesis in Adipocytes Regulates Adipose Tissue Function and Multi-organ Insulin Sensitivity in Mice.
Cell reports.
2016 08; 16(7):1851-60. doi:
10.1016/j.celrep.2016.07.027
. [PMID: 27498863] - Xiao-Dong Zou, Shao-Qing Guo, Zhi-Wei Hu, Wei-Lang Li. NAMPT protects against 6-hydroxydopamine-induced neurotoxicity in PC12 cells through modulating SIRT1 activity.
Molecular medicine reports.
2016 May; 13(5):4058-64. doi:
10.3892/mmr.2016.5034
. [PMID: 27035562] - Tomoyo Kawamura, Noriyuki Mori, Katsumi Shibata. β-Nicotinamide Mononucleotide, an Anti-Aging Candidate Compound, Is Retained in the Body for Longer than Nicotinamide in Rats.
Journal of nutritional science and vitaminology.
2016; 62(4):272-276. doi:
10.3177/jnsv.62.272
. [PMID: 27725413] - Kazuhiro Hasegawa, Shu Wakino, Yusuke Sakamaki, Hirokazu Muraoka, Hiroyuki Umino, Hitoshi Minakuchi, Ayumi Yoshifuji, Makiko Naitoh, Keisuke Shinozuka, Koji Futatsugi, Hidenori Urai, Takeshi Kanda, Hirobumi Tokuyama, Koichi Hayashi, Hiroshi Itoh. Communication from Tubular Epithelial Cells to Podocytes through Sirt1 and Nicotinic Acid Metabolism.
Current hypertension reviews.
2016; 12(2):95-104. doi:
10.2174/1573402112666160302102217
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Atherosclerosis.
2014 Dec; 237(2):696-704. doi:
10.1016/j.atherosclerosis.2014.10.090
. [PMID: 25463108] - Federica Zamporlini, Silverio Ruggieri, Francesca Mazzola, Adolfo Amici, Giuseppe Orsomando, Nadia Raffaelli. Novel assay for simultaneous measurement of pyridine mononucleotides synthesizing activities allows dissection of the NAD(+) biosynthetic machinery in mammalian cells.
The FEBS journal.
2014 Nov; 281(22):5104-19. doi:
10.1111/febs.13050
. [PMID: 25223558] - Kazuhiro Hasegawa, Shu Wakino, Petra Simic, Yusuke Sakamaki, Hitoshi Minakuchi, Keiko Fujimura, Kozi Hosoya, Motoaki Komatsu, Yuka Kaneko, Takeshi Kanda, Eiji Kubota, Hirobumi Tokuyama, Koichi Hayashi, Leonard Guarente, Hiroshi Itoh. Renal tubular Sirt1 attenuates diabetic albuminuria by epigenetically suppressing Claudin-1 overexpression in podocytes.
Nature medicine.
2013 Nov; 19(11):1496-504. doi:
10.1038/nm.3363
. [PMID: 24141423] - Xiaoyan Gao, Mingxing Guo, Baosheng Zhao, Long Peng, Jiankun Su, Xu Bai, Jun Li, Yanjiang Qiao. A urinary metabonomics study on biochemical changes in yeast-induced pyrexia rats: a new approach to elucidating the biochemical basis of the febrile response.
Chemico-biological interactions.
2013 Jun; 204(1):39-48. doi:
10.1016/j.cbi.2013.04.001
. [PMID: 23583517] - Sathisha Upparahalli Venkateshaiah, Sharmin Khan, Wen Ling, Rakesh Bam, Xin Li, Frits van Rhee, Saad Usmani, Bart Barlogie, Joshua Epstein, Shmuel Yaccoby. NAMPT/PBEF1 enzymatic activity is indispensable for myeloma cell growth and osteoclast activity.
Experimental hematology.
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