Nilutamide (BioDeep_00000002128)

human metabolite blood metabolite

代谢物信息卡片

5,5-Dimethyl-3-(4-nitro-3-(trifluoromethyl)phenyl)- 2,4-imidazolidinedione

化学式: C12H10F3N3O4 (317.0623)
中文名称: 尼鲁米特
谱图信息: 最多检出来源 Homo sapiens(blood) 15.97%

分子结构信息

SMILES: CC1(C(=O)N(C(=O)N1)C2=CC(=C(C=C2)[N+](=O)[O-])C(F)(F)F)C
InChI: InChI=1S/C12H10F3N3O4/c1-11(2)9(19)17(10(20)16-11)6-3-4-8(18(21)22)7(5-6)12(13,14)15/h3-5H,1-2H3,(H,16,20)

描述信息

Nilutamide is an antineoplastic hormonal agent primarily used in the treatment of prostate cancer. Nilutamide is a pure, nonsteroidal anti-androgen with affinity for androgen receptors (but not for progestogen, estrogen, or glucocorticoid receptors). Consequently, Nilutamide blocks the action of androgens of adrenal and testicular origin that stimulate the growth of normal and malignant prostatic tissue. Prostate cancer is mostly androgen-dependent and can be treated with surgical or chemical castration. To date, antiandrogen monotherapy has not consistently been shown to be equivalent to castration.
CONFIDENCE standard compound; INTERNAL_ID 279; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4399; ORIGINAL_PRECURSOR_SCAN_NO 4395
CONFIDENCE standard compound; INTERNAL_ID 279; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4426; ORIGINAL_PRECURSOR_SCAN_NO 4421
CONFIDENCE standard compound; INTERNAL_ID 279; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4395; ORIGINAL_PRECURSOR_SCAN_NO 4393
CONFIDENCE standard compound; INTERNAL_ID 279; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4406; ORIGINAL_PRECURSOR_SCAN_NO 4401
CONFIDENCE standard compound; INTERNAL_ID 279; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4403; ORIGINAL_PRECURSOR_SCAN_NO 4401
CONFIDENCE standard compound; INTERNAL_ID 279; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4490; ORIGINAL_PRECURSOR_SCAN_NO 4487
L - Antineoplastic and immunomodulating agents > L02 - Endocrine therapy > L02B - Hormone antagonists and related agents > L02BB - Anti-androgens
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D000726 - Androgen Antagonists
C274 - Antineoplastic Agent > C163758 - Targeted Therapy Agent > C146993 - Androgen Receptor Inhibitor
C147908 - Hormone Therapy Agent > C547 - Hormone Antagonist > C242 - Anti-Androgen
D000970 - Antineoplastic Agents

同义名列表

14 个代谢物同义名

5,5-Dimethyl-3-(4-nitro-3-(trifluoromethyl)phenyl)- 2,4-imidazolidinedione; 5,5-dimethyl-3-[4-nitro-3-(trifluoromethyl)phenyl]imidazolidine-2,4-dione; 5,5-Dimethyl-3-(alpha,alpha,alpha-trifluoro-4-nitro-m-tolyl)hydantoin; 5,5-Dimethyl-3-(α,α,α-trifluoro-4-nitro-m-tolyl)hydantoin; 5,5-Dimethyl-3-(a,a,a-trifluoro-4-nitro-m-tolyl)hydantoin; Aventis behring brand OF nilutamide; Hoechst brand OF nilutamide; Aventis brand OF nilutamide; Nilutamidum; nilutamide; Nilutamida; Nilandron; Anandron; Nilutamide

数据库引用编号

21 个数据库交叉引用编号

ChEBI: CHEBI:7573
KEGG: C08164
KEGGdrug: D00965
PubChem: 4493
HMDB: HMDB0014803
Metlin: METLIN44648
DrugBank: DB00665
ChEMBL: CHEMBL1274
Wikipedia: Nilutamide
chemspider: 4337
CAS: 63612-50-0
MoNA: LU027953
MoNA: LU027955
MoNA: LU027956
MoNA: LU027954
MoNA: LU027952
MoNA: LU027951
PMhub: MS000001886
PubChem: 10364
NIKKAJI: J33.120A
KNApSAcK: 7573

分类词条

Phenylhydantoins

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

9606 - Homo sapiens: -

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	11	AR, CA1, CAT, CYP2C19, NOS1, NOS3, NR3C1, PGR, POMC, PRL, TRPC6
Peripheral membrane protein	1	NOS1
Endoplasmic reticulum membrane	2	CYP19A1, CYP2C19
Nucleus	10	ACP3, AR, KLK3, NOS1, NOS3, NR3C1, NR6A1, PGR, PIP, PRL
cytosol	8	ACP3, AR, CA1, CAT, NOS1, NOS3, NR3C1, PGR
centrosome	1	NR3C1
nucleoplasm	7	AR, NOS1, NOS3, NR3C1, NR6A1, PGR, PRL
RNA polymerase II transcription regulator complex	1	PRL
Cell membrane	2	NPHS1, TRPC6
Multi-pass membrane protein	2	CYP19A1, TRPC6
Synapse	2	NOS1, NR3C1
Golgi apparatus	1	NOS3
Golgi membrane	1	NOS3
lysosomal membrane	1	ACP3
sarcolemma	1	NOS1
Cytoplasm, cytosol	1	ACP3
Lysosome	1	ACP3
plasma membrane	9	ACP3, AR, CYP2C19, KLK3, NOS1, NOS3, NPHS1, PGR, TRPC6
Membrane	5	AR, CAT, CYP19A1, NR3C1, TRPC6
caveola	1	NOS3
extracellular exosome	7	ACP3, CA1, CAT, KLK3, NPHS1, PIP, SHBG
Lysosome membrane	1	ACP3
endoplasmic reticulum	1	CYP19A1
extracellular space	6	ACP3, GNRH1, KLK3, PIP, POMC, PRL
perinuclear region of cytoplasm	2	NOS1, NOS3
mitochondrion	3	CAT, NOS1, NR3C1
protein-containing complex	5	AR, CAT, KLK3, NOS1, NR3C1
intracellular membrane-bounded organelle	2	CAT, CYP2C19
Microsome membrane	1	CYP19A1
filopodium	1	ACP3
postsynaptic density	1	NOS1
Single-pass type I membrane protein	2	ACP3, NPHS1
Secreted	4	POMC, PRL, SHBG, TRH
extracellular region	8	CAT, GNRH1, KLK3, PIP, POMC, PRL, SHBG, TRH
mitochondrial outer membrane	1	PGR
mitochondrial matrix	2	CAT, NR3C1
transcription regulator complex	1	NR6A1
photoreceptor inner segment	1	NOS1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome	1	NR3C1
multivesicular body	1	ACP3
dendritic spine	1	NOS1
slit diaphragm	2	NPHS1, TRPC6
Cytoplasm, P-body	1	NOS3
P-body	1	NOS3
apical part of cell	1	ACP3
cell-cell junction	1	NPHS1
Cell membrane, sarcolemma	1	NOS1
Cytoplasm, perinuclear region	1	NOS1
Membrane raft	1	NOS1
Cytoplasm, cytoskeleton, spindle	1	NR3C1
focal adhesion	2	CAT, NPHS1
spindle	1	NR3C1
Peroxisome	1	CAT
sarcoplasmic reticulum	1	NOS1
Peroxisome matrix	1	CAT
peroxisomal matrix	1	CAT
peroxisomal membrane	1	CAT
Cell projection, dendritic spine	1	NOS1
secretory granule	3	KLK3, POMC, TRH
nuclear speck	2	AR, NR3C1
chromatin	5	AR, NR3C1, NR6A1, PGR, PRL
cell projection	1	NPHS1
cell periphery	1	NOS1
Chromosome	1	NR3C1
cytoskeleton	2	NOS1, NOS3
[Isoform 2]: Cell membrane	1	ACP3
endosome lumen	1	PRL
Nucleus, nucleoplasm	1	NR3C1
Cytoplasm, Stress granule	1	NOS3
cytoplasmic stress granule	1	NOS3
ficolin-1-rich granule lumen	1	CAT
secretory granule lumen	2	CAT, POMC
endocytic vesicle membrane	1	NOS3
azurophil granule membrane	1	ACP3
Golgi cisterna	1	ACP3
vesicle membrane	1	ACP3
[Isoform Alpha]: Cytoplasm	1	NR3C1
[Isoform 1]: Secreted	1	ACP3
catalase complex	1	CAT
[Isoform Beta]: Nucleus	1	NR3C1
[Isoform Alpha-B]: Nucleus	1	NR3C1
[Isoform 4]: Mitochondrion outer membrane	1	PGR
cation channel complex	1	TRPC6

文献列表

Tata Sanjay Kanna Sharma, Kuo-Yuan Hwa. Rational design and preparation of copper vanadate anchored on sulfur doped reduced graphene oxide nanocomposite for electrochemical sensing of antiandrogen drug nilutamide using flexible electrodes. Journal of hazardous materials. 2021 05; 410(?):124659. doi: 10.1016/j.jhazmat.2020.124659. [PMID: 33279323]
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]
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]
Thangavelu Kokulnathan, Raj Karthik, Shen-Ming Chen, Jeyaraj Vinoth Kumar, Subramanian Sakthinathan. A cerium vanadate interconnected with a carbon nanofiber heterostructure for electrochemical determination of the prostate cancer drug nilutamide. Mikrochimica acta. 2019 07; 186(8):579. doi: 10.1007/s00604-019-3665-5. [PMID: 31352538]
Kumuthini Rajendran, Thangavelu Kokulnathan, Shen-Ming Chen, Joseph Anthuvan Allen, Chinnuswamy Viswanathan, Helen Annal Therese. Nitrogen doped carbon nanofibers loaded with hierarchical vanadium tetrasulfide for the voltammetric detection of the non-steroidal anti-prostate cancer drug nilutamide. Mikrochimica acta. 2019 02; 186(3):141. doi: 10.1007/s00604-019-3251-x. [PMID: 30707311]
R Karthik, R Sasikumar, Shen-Ming Chen, J Vinoth Kumar, A Elangovan, V Muthuraj, P Muthukrishnan, Fahad M A Al-Hemaid, M Ajmal Ali, Mohamed S Elshikh. A highly sensitive and selective electrochemical determination of non-steroidal prostate anti-cancer drug nilutamide based on f-MWCNT in tablet and human blood serum sample. Journal of colloid and interface science. 2017 Feb; 487(?):289-296. doi: 10.1016/j.jcis.2016.10.047. [PMID: 27792936]
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Shigehiko Takegami, Keisuke Kitamura, Mayuko Ohsugi, Atsuko Konishi, Tatsuya Kitade. 19F Nuclear Magnetic Resonance Spectrometric Determination of the Partition Coefficients of Flutamide and Nilutamide (Antiprostate Cancer Drugs) in a Lipid Nano-Emulsion and Prediction of Its Encapsulation Efficiency for the Drugs. AAPS PharmSciTech. 2016 Dec; 17(6):1500-1506. doi: 10.1208/s12249-016-0495-1. [PMID: 26863891]
Glenn Tisman, April Garcia. Control of prostate cancer associated with withdrawal of a supplement containing folic acid, L-methyltetrahydrofolate and vitamin B12: a case report. Journal of medical case reports. 2011 Aug; 5(?):413. doi: 10.1186/1752-1947-5-413. [PMID: 21867542]
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Fernand Labrie. Hormonal therapy of prostate cancer. Progress in brain research. 2010; 182(?):321-41. doi: 10.1016/s0079-6123(10)82014-x. [PMID: 20541672]
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