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米索前列醇

细胞保护性PGE 2类似物
规格或纯度: 98%
有货

库存信息

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库存信息

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库存信息

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货号 (SKU) 包装规格 是否现货 价格 数量
M121725-1mg 1mg 现货 Stock Image
M121725-5mg 5mg 现货 Stock Image
M121725-10mg 10mg 现货 Stock Image

基本描述

规格或纯度 98%
英文名称 Misoprostol
别名 (±)-15-Deoxy-(16RS)-16-hydroxy-16-methylprostaglandin E1 methyl ester
英文别名 (±)-15-Deoxy-(16RS)-16-hydroxy-16-methylprostaglandin E1 methyl ester
生化机理 PGE1 analog prodrug which is rapidly de-esterified to active "misoprostolic acid". Cited for extremely wide-ranging therapeutic effects, including prevention of NSAID-induced gastric ulceration, regulation of immunologic cascades, inhibition of platelet-activating factor (PAF), treatment of ethanol- and acetaminophen-induced hepatotoxicity and hepatitis, and stimulation of cartilage repair after injury.
储存温度 -20°C储存
运输条件 超低温冰袋运输
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产品介绍

产品介绍

产品为乙酸甲酯溶液,包装以溶质含量计

Cytoprotective PGE1 analog that prevents NSAID-induced gastric ulceration. PGE1 analog prodrug which is rapidly de-esterified to active "misoprostolic acid". Cited for extremely wide-ranging therapeutic effects, including prevention of NSAID-induced gastric ulceration, regulation of immunologic cascades, inhibition of platelet-activating factor (PAF), treatment of ethanol- and acetaminophen-induced hepatotoxicity and hepatitis, and stimulation of cartilage repair after injury.

名称和标识符

IUPAC Name methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(E)-4-hydroxy-4-methyloct-1-enyl]-5-oxocyclopentyl]heptanoate
INCHI InChI=1S/C22H38O5/c1-4-5-14-22(2,26)15-10-12-18-17(19(23)16-20(18)24)11-8-6-7-9-13-21(25)27-3/h10,12,17-18,20,24,26H,4-9,11,13-16H2,1-3H3/b12-10+/t17-,18-,20-,22?/m1/s1
InChi Key OJLOPKGSLYJEMD-URPKTTJQSA-N
Canonical SMILES CCCCC(C)(CC=CC1C(CC(=O)C1CCCCCCC(=O)OC)O)O
分子式

C22H38O5

PubChem CID 5282381
分子量 382.53

安全信息

象形图
ghs06

Toxic

ghs08

Health Hazard

信号词 Danger
危险声明 H301: Toxic if swallowed
H360: May damage fertility or the unborn child
预防措施声明 P301+P310,P201,P308+P313
WGK Germany 3

靶标

Target ID 341
名称 EP2 receptor
缩写名 SHP2
家族 Prostanoid receptors
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Rat 7 357 15p14 Ptger2 prostaglandin E receptor 2
Human 7 358 14q22.1 PTGER2 prostaglandin E receptor 2
Mouse 7 362 14 22.68 cM Ptger2 prostaglandin E receptor 2 (subtype EP2)
RefSeq Protein NP_112350 (Rn) , NP_000947 (Hs) , NP_032990 (Mm)
UniProtKB Q62928 (Rn) , P43116 (Hs) , Q62053 (Mm)
OMIM 176804 (Hs)
RefSeq Nucleotide NM_000956 (Hs) , NM_031088 (Rn) , NM_008964 (Mm)
Entrez Gene 5732 (Hs) , 81752 (Rn) , 19217 (Mm)
Ensembl Gene ENSG00000125384 (Hs) , ENSMUSG00000037759 (Mm) , ENSRNOG00000050968 (Rn)
Protein GI 13592031 (Rn) , 6679529 (Mm) , 31881630 (Hs)
dbSNP rs17197 (Hs)
GPCRdb pe2r2_human (Hs) , pe2r2_mouse (Mm) , pe2r2_rat (Rn)
UniProtKB ID/Entry name PE2R2_HUMAN (Hs) , PE2R2_MOUSE (Mm) , PE2R2_RAT (Rn)
DrugBank Target P43116 (Hs)
ChEMBL Target CHEMBL1881 (Hs) , CHEMBL2488 (Mm) , CHEMBL4909 (Rn)
Target ID 342
名称 EP3 receptor
缩写名 SHP2
家族 Prostanoid receptors
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Rat 7 365 2q45 Ptger3 prostaglandin E receptor 3
Human 7 390 1p31.1 PTGER3 prostaglandin E receptor 3
Mouse 7 365 3 81.32 cM Ptger3 prostaglandin E receptor 3 (subtype EP3)
RefSeq Protein NP_036836 (Rn) , NP_035326 (Mm) , NP_001119516 (Hs)
UniProtKB P34980 (Rn) , P43115 (Hs) , P30557 (Mm)
OMIM 176806 (Hs)
RefSeq Nucleotide NM_012704 (Rn) , NM_011196 (Mm) , NM_001126044 (Hs) , NM_198714 (Hs) , NM_198715 (Hs) , NM_198716 (Hs) , NM_198717 (Hs) , NM_198718 (Hs) , NM_198719 (Hs) , NR_028293 (Hs) , NR_028294 (Hs)
Entrez Gene 5733 (Hs) , 24929 (Rn) , 19218 (Mm)
Ensembl Gene ENSG00000050628 (Hs) , ENSMUSG00000040016 (Mm) , ENSRNOG00000010325 (Rn)
Protein GI 6981434 (Rn) , 186659506 (Hs) , 86355516 (Mm)
GPCRdb pe2r3_human (Hs) , pe2r3_mouse (Mm) , pe2r3_rat (Rn)
UniProtKB ID/Entry name PE2R3_HUMAN (Hs) , PE2R3_MOUSE (Mm) , PE2R3_RAT (Rn)
DrugBank Target P43115 (Hs)
ChEMBL Target CHEMBL3710 (Hs) , CHEMBL4336 (Mm) , CHEMBL5674 (Rn)
Target ID 343
名称 EP4 receptor
缩写名 SHP2
家族 Prostanoid receptors
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Rat 7 488 2q16 Ptger4 prostaglandin E receptor 4
Human 7 488 5p13.1 PTGER4 prostaglandin E receptor 4
Mouse 7 513 15 1.99 cM Ptger4 prostaglandin E receptor 4 (subtype EP4)
RefSeq Protein NP_114465 (Rn) , NP_000949 (Hs) , NP_032991 (Mm)
UniProtKB P43114 (Rn) , P35408 (Hs) , P32240 (Mm)
OMIM 601586 (Hs)
RefSeq Nucleotide NM_000958 (Hs) , NM_032076 (Rn) , NM_008965 (Mm)
Entrez Gene 5734 (Hs) , 84023 (Rn) , 19219 (Mm)
Ensembl Gene ENSG00000171522 (Hs) , ENSMUSG00000039942 (Mm) , ENSRNOG00000013240 (Rn)
Protein GI 148747241 (Rn) , 209862967 (Mm) , 4506259 (Hs)
dbSNP rs45613037 (Hs) , rs4613763 (Hs) , rs16869977 (Hs) , rs10512739 (Hs) , rs6880934 (Hs) , rs9292777 (Hs) , rs7725052 (Hs) , rs77145747 (Hs) , rs6896969 (Hs) , rs4613763 (Hs)
GPCRdb pe2r4_human (Hs) , pe2r4_mouse (Mm) , pe2r4_rat (Rn)
UniProtKB ID/Entry name PE2R4_HUMAN (Hs) , PE2R4_MOUSE (Mm) , PE2R4_RAT (Rn)
DrugBank Target P35408 (Hs)
ChEMBL Target CHEMBL2489 (Mm) , CHEMBL1836 (Hs) , CHEMBL4086 (Rn)

关联配体

Ligand ID 1936
名称 misoprostol (methyl ester)
别名 BRN 4155643
类别 Synthetic organic
学名 methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(E)-4-hydroxy-4-methyloct-1-enyl]-5-oxocyclopentyl]heptanoate
生物活性评价 The sulfonamide class of antibacterial compounds are primarily bacteriostatic agents and have a broad spectrum of activity against both Gram-positive and Gram-negative species of bacteria (reviewed in ).
评价 The INN-assigned approved drug misoprostol is a racemic mixture of two epimers and their enantiomers. For more information, please see the ChEBI link above. Note that the INN-assigned structure represents the methyl ester form of the compound as which the drug is administered. The drug is then converted in vivo to the active metabolite .

参考文献

1. D Y Graham,N M Agrawal,S H Roth.  (1988-12-03)  Prevention of NSAID-induced gastric ulcer with misoprostol: multicentre, double-blind, placebo-controlled trial..  Lancet (London, England),  ((8623)):  (1277-1280).  [PMID:2904006]
2. Shu-Ping Hou,Ai-Hua Fang,Qin-Fang Chen,Yong-Mei Huang,Oiu-Ju Chen,Li-Nan Cheng.  (2011-08-17)  Termination of second-trimester pregnancy by mifepristone combined with misoprostol versus intra-amniotic injection of ethacridine lactate (Rivanol?): a systematic review of Chinese trials..  Contraception,  84  ((3)):  (214-223).  [PMID:21843683]
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6. Christina S Chu,Petra Brhlikova,Allyson M Pollock.  (2012-08-22)  Rethinking WHO guidance: review of evidence for misoprostol use in the prevention of postpartum haemorrhage..  Journal of the Royal Society of Medicine,  105  ((8)):  (336-347).  [PMID:22907551]
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9. Sheila Raghavan,Tamar Tsereteli,Asamidin Kamilov,Dilfuza Kurbanbekova,Dilmurod Yusupov,Feruza Kasimova,Dilbar Jymagylova,Beverly Winikoff.  (2013-02-08)  Acceptability and feasibility of the use of 400 μg of sublingual misoprostol after mifepristone for medical abortion up to 63 days since the last menstrual period: evidence from Uzbekistan..  The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception,  18  ((2)):  (104-111).  [PMID:23387475]
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11. Wendy R Sheldon,Jill Durocher,Beverly Winikoff,Jennifer Blum,James Trussell.  (2013-02-26)  How effective are the components of active management of the third stage of labor?.  BMC pregnancy and childbirth,  13  ():  (46-46).  [PMID:23433172]
12. S H Yazdani,M Zeinalzadeh,Z Bouzari,M Golsorkhtabar-Amiri.  (2013-03-01)  Effects of vaginal versus oral misoprostol to terminate second-trimester pregnancy..  Clinical and experimental obstetrics & gynecology,  39  ((4)):  (529-531).  [PMID:23444761]
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14. Sudhir K Yadav,Biplab Adhikary,Sandip K Bandyopadhyay,Subrata Chattopadhyay.  (2013-03-26)  Inhibition of TNF-α, and NF-κB and JNK pathways accounts for the prophylactic action of the natural phenolic, allylpyrocatechol against indomethacin gastropathy..  Biochimica et biophysica acta,  1830  ((6)):  (3776-3786).  [PMID:23523691]
15. James P Neilson,Gillian M L Gyte,Martha Hickey,Juan C Vazquez,Lixia Dou.  (2013-04-02)  Medical treatments for incomplete miscarriage..  The Cochrane database of systematic reviews,  ((3)):  (CD007223-CD007223).  [PMID:23543549]
16. Deborah Bartz,Rie Maurer,Rebecca H Allen,Jennifer Fortin,Bernice Kuang,Alisa B Goldberg.  (2013-06-08)  Buccal misoprostol compared with synthetic osmotic cervical dilator before surgical abortion: a randomized controlled trial..  Obstetrics and gynecology,  122  ((1)):  (57-63).  [PMID:23743471]
17. Hiroshi Satoh,Kikuko Amagase,Koji Takeuchi.  (2013-06-15)  The role of food for the formation and prevention of gastrointestinal lesions induced by aspirin in cats..  Digestive diseases and sciences,  58  ((10)):  (2840-2849).  [PMID:23765256]
18. .  (2013-06-26)  Should we be using misoprostol to prevent postpartum haemorrhage?.  The practising midwife,  16  ((5)):  (9-9).  [PMID:23789247]
19. Sharifa Frederick,Joseph Frederick,Horace Fletcher,Marvin Reid,Milton Hardie,Wendy Gardner.  (2013-07-24)  A trial comparing the use of rectal misoprostol plus perivascular vasopressin with perivascular vasopressin alone to decrease myometrial bleeding at the time of abdominal myomectomy..  Fertility and sterility,  100  ((4)):  (1044-1049).  [PMID:23876539]
20. Elizabeth G Raymond,Mark A Weaver,Karmen S Louie,Gillian Dean,Lauren Porsch,E Steve Lichtenberg,Rose Ali,Michelle Arnesen.  (2013-08-08)  Prophylactic compared with therapeutic ibuprofen analgesia in first-trimester medical abortion: a randomized controlled trial..  Obstetrics and gynecology,  122  ((3)):  (558-564).  [PMID:23921857]
21. Scott G Petersen,Anneliese R Perkins,Kristen S Gibbons,Julia I Bertolone,Kassam Mahomed.  (2013-09-03)  The medical management of missed miscarriage: outcomes from a prospective, single-centre, Australian cohort..  The Medical journal of Australia,  199  ((5)):  (341-346).  [PMID:23992191]
22. Zeba Sathar,Gul Rashida,Zakir Shah,Susheela Singh,Vanessa Woog.  (2013-09-07)  Postabortion care in Pakistan..  Issues in brief (Alan Guttmacher Institute),    ((4)):  (1-8).  [PMID:24006560]
23. Joshua P Vogel,Helen M West,Therese Dowswell.  (2013-09-24)  Titrated oral misoprostol for augmenting labour to improve maternal and neonatal outcomes..  The Cochrane database of systematic reviews,  ((9)):  (CD010648-CD010648).  [PMID:24058051]
24. Matan Elami-Suzin,Martine D Freeman,Nurit Porat,Nathan Rojansky,Neri Laufer,Assaf Ben-Meir.  (2013-10-03)  Mifepristone followed by misoprostol or oxytocin for second-trimester abortion: a randomized controlled trial..  Obstetrics and gynecology,  122  ((4)):  (815-820).  [PMID:24084539]
25. Ina May Gaskin.  (2013-10-19)  Cytotec and the FDA..  Midwifery today with international midwife,    ((107)(107)):  (8-14).  [PMID:24133793]
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27. Hiroshi Satoh,Kikuko Amagase,Koji Takeuchi.  (2013-11-21)  Mucosal protective agents prevent exacerbation of NSAID-induced small intestinal lesions caused by antisecretory drugs in rats..  The Journal of pharmacology and experimental therapeutics,  348  ((2)):  (227-235).  [PMID:24254524]
28. T M Aramide,A K Olusegun,A C Akinfolarin,D F Oriola.  (2013-12-12)  Oral misoprostol in the prevention of uterine bleeding after surgical evacuation of first trimester abortion: a comparative study of three uterotonic agents..  Nigerian journal of clinical practice,  17  ((1)):  (10-13).  [PMID:24326799]
29. Nathan Hitzeman,Kelly Albin.  (2014-04-04)  Misoprostol for incomplete first trimester miscarriage..  American family physician,  89  ((7)):  (523-524).  [PMID:24695596]
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33. Corina Schoen,Sara Campbell,Amber Maratas,Cheung Kim.  (2014-07-09)  Anaphylaxis to buccal misoprostol for labor induction..  Obstetrics and gynecology,  124  ((2 Pt 2 Suppl 1)):  (466-468).  [PMID:25004314]
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37. Picklu Chaudhuri,Arindam Majumdar.  (2014-10-04)  Sublingual misoprostol as an adjunct to oxytocin during cesarean delivery in women at risk of postpartum hemorrhage..  International journal of gynaecology and obstetrics: the official organ of the International Federation of Gynaecology and Obstetrics,  128  ((1)):  (48-52).  [PMID:25277789]
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39. Pearlin R Chavakula,Santosh J Benjamin,Anuja Abraham,Vaibhav Londhe,Visalakshi Jeyaseelan,Jiji E Mathews.  (2015-02-11)  Misoprostol versus Foley catheter insertion for induction of labor in pregnancies affected by fetal growth restriction..  International journal of gynaecology and obstetrics: the official organ of the International Federation of Gynaecology and Obstetrics,  129  ((2)):  (152-155).  [PMID:25661322]
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42. Mohamed Abdel-Hafeez,Ahmed Elnaggar,Mohamed Ali,Abdel Mgeed Ismail,Mina Yacoub.  (2015-07-16)  Rectal misoprostol for myomectomy: A randomised placebo-controlled study..  The Australian & New Zealand journal of obstetrics & gynaecology,  55  ((4)):  (363-368).  [PMID:26174128]
43. Claudia Diaz Olavarrieta,Bela Ganatra,Annik Sorhaindo,Tahilin S Karver,Armando Seuc,Aremis Villalobos,Sandra G García,Martha Pérez,Manuel Bousieguez,Patricio Sanhueza.  (2015-08-01)  Nurse versus physician-provision of early medical abortion in Mexico: a randomized controlled non-inferiority trial..  Bulletin of the World Health Organization,  93  ((4)):  (249-258).  [PMID:26229189]
44. Leila Gobejishvili,Smita Ghare,Rehan Khan,Alexander Cambon,David F Barker,Shirish Barve,Craig McClain,Daniell Hill.  (2015-09-27)  Misoprostol modulates cytokine expression through a cAMP pathway: Potential therapeutic implication for liver disease..  Clinical immunology (Orlando, Fla.),  161  ((2)):  (291-299).  [PMID:26408955]
45. Bahar Javdan,Jaime G Lopez,Pranatchareeya Chankhamjon,Ying-Chiang J Lee,Raphaella Hull,Qihao Wu,Xiaojuan Wang,Seema Chatterjee,Mohamed S Donia.  (2020-06-12)  Personalized Mapping of Drug Metabolism by the Human Gut Microbiome..  Cell,  181  ((7)):  (1661-1679).  [PMID:32526207]
46. S Arena,E Zupi,G Affronti.  (2011-09-20)  Cervical ripening prior to hysteroscopy: is the application of misoprostol useful?.  Minerva ginecologica,  63  ((5)):  (439-448).  [PMID:21926953]
47. Amanda Selk,Jamie Kroft.  (2011-09-22)  Misoprostol in operative hysteroscopy: a systematic review and meta-analysis..  Obstetrics and gynecology,  118  ((4)):  (941-949).  [PMID:21934459]
48. Chen-Ju Lin,Shu-Chin Chien,Chih-Ping Chen.  (2011-10-28)  The use of misoprostol in termination of second-trimester pregnancy..  Taiwanese journal of obstetrics & gynecology,  50  ((3)):  (275-282).  [PMID:22030039]
49. Olufemi T Oladapo,Bukola Fawole,Jennifer Blum,Edgardo Abalos.  (2012-02-18)  Advance misoprostol distribution for preventing and treating postpartum haemorrhage..  The Cochrane database of systematic reviews,  ((2)):  (CD009336-CD009336).  [PMID:22336866]
50. Elizabeth G Raymond,Caitlin Shannon,Mark A Weaver,Beverly Winikoff.  (2012-08-18)  First-trimester medical abortion with mifepristone 200 mg and misoprostol: a systematic review..  Contraception,  87  ((1)):  (26-37).  [PMID:22898359]
51. Jeffrey Michael Smith,Rehana Gubin,Martine M Holston,Judith Fullerton,Ndola Prata.  (2013-02-21)  Misoprostol for postpartum hemorrhage prevention at home birth: an integrative review of global implementation experience to date..  BMC pregnancy and childbirth,  13  ():  (44-44).  [PMID:23421792]
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