Ramoplanin

ChemicalBook > CAS DataBase List > Ramoplanin

Mode of action

Product Name: Ramoplanin
CAS No.: 76168-82-6
Chemical Name: Ramoplanin
Synonyms: A 16686;A 16686A;Ramoplanin;Ramoplaninr;Ray mora ning;Antibiotic A 16686;RaMoplanin coMplex;RaMoplanin(A 16686,A 16686A)
CBNumber: CB61074884
Molecular Formula: C106H170ClN21O30
Formula Weight: 2254.0597
MOL File: 76168-82-6.mol

Less

Ramoplanin Property

Melting point:: 210-230°
alpha: D20 +78.3° (c = 1.04 in H2O)
storage temp.: -20°C
solubility: H2O: soluble10mg/mL
form: powder
color: White to Off-White
InChIKey: FSBZBQUUCNYWOK-KFTDLNJOSA-N

Less

Safety

Hazard Codes: Xi
Risk Statements: 41
Safety Statements: 26-39
WGK Germany: nwg
RTECS: VE5050000
Toxicity: LD50 in mice (mg/kg): 328 i.p., 122 i.v.; orally in rats: 2000 mg/kg (Pallanza)

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: R1781
Product name: Ramoplanin
Purity: ≥75% (as ramoplanin A2)
Packaging: 250mg
Price: $385
Updated: 2024/03/01

Cayman Chemical

Product number: 28189
Product name: Ramoplanin Complex
Packaging: 10mg
Price: $44
Updated: 2024/03/01

Cayman Chemical

Product number: 28189
Product name: Ramoplanin Complex
Packaging: 250mg
Price: $321
Updated: 2024/03/01

Cayman Chemical

Product number: 28189
Product name: Ramoplanin Complex
Packaging: 50mg
Price: $130
Updated: 2024/03/01

Cayman Chemical

Product number: 28189
Product name: Ramoplanin Complex
Packaging: 100mg
Price: $172
Updated: 2024/03/01

Less

Ramoplanin Chemical Properties,Usage,Production

Mode of action

The lipid carrier involved in transporting the cell wall building block across the membrane is a C55 isoprenyl phosphate. The lipid acquires an additional phosphate group in the transport process and must be dephosphorylated in order to regenerate the native compound for another round of transfer. Ramoplanin as cyclic peptide antibiotics binds to the C55 lipid carrier. Ramoplanin prevents it from participating in transglycosylation thus disrupting the lipid carrier cycle.

Description

Ramoplanin (A 16686, A16686A, MDL 62198) is a novel oral nonabsorbable 17-amino-acid cyclic lipoglycodepsipeptide antibiotic from Biosearch Italy. Ramoplanin is an antibiotic complex, first identified in 1984, that was isolated from the fermentation broth of Actinoplanes sp. ATCC 33076. It is a mixture of three closely related compounds, ramoplanin A1–A3, which differ only in the acyl group attached to the Asn-1 N-terminus; ramoplanin A2 is the most abundant.

Uses

Ramoplanin is a potent cyclic lipoglycodepsipeptide antibiotic that exhibits wide spectrum of antibiotic properties against gram-positive and gram-negative bacteria.

Uses

Ramoplanin is a complex of three high molecular weight glycolipodepsipeptides, varying in the chain length and shape of the dieneone lipid side-chain. Ramoplanin was isolated in the early 1980s as the major metabolite of a strain of Actinoplanes with antiviral and antibiotic activity against drug resistant Gram positive isolates. Ramoplanin acts by inhibiting cell wall biosynthesis via a different mechanism from the vancomycin-related glycopeptides.

Antimicrobial activity

Ramoplanin displays activity against aerobic and anaerobic Grampositive bacteria by preventing cell wall peptidoglycan formation through binding to a key intermediate moiety, lipid II, and thereby disrupting bacterial cell wall synthesis. The primary use of ramoplanin is in the treatment of Clostridium difficile infections.

Mechanism of action

The mechanism of action of ramoplanin involves sequestration of peptidoglycan biosynthesis lipid intermediates, thus physically occluding these substrates from proper utilization by the latestage peptidoglycan biosynthesis enzymes MurG and the transglycosylases (TGases). Ramoplanin is structurally related to two cell wall-active lipodepsipeptide antibiotics, janiemycin and enduracidin, and is functionally related to members of the lantibiotic class of antimicrobial peptides (mersacidin, actagardine, nisin, and epidermin) and glycopeptide antibiotics. As a consequence of its unique mechanism of action, cross-resistance with existing glycopeptides and beta-lactam antibiotics has not been observed.

Pharmacokinetics

Ramoplanin is not absorbed from the intestinal tract. When ramoplanin (200 and 400 mg) was administered orally to two groups of healthy volunteers over a period of 10 days, no ramoplanin could be detected in plasma and urine. With the 200-mg dose, concentrations in stools varied between 467 and 1043 mg/g, and with the 400-mg dose, concentrations were between 765 and 2032 mg/g. Results from an in vitro gut model and hamster model revealed that ramoplanin may be more effective than vancomycin at killing spores and preventing spore recrudescence.

Toxicology

When administered orally in a double-blind randomized placebocontrolled study, no adverse reactions were observed in patients receiving two daily doses of ramoplanin (100 or 400 mg) in comparison with the placebo. Single and repeated topical application in ten healthy human volunteers revealed very low irritation rates and no sensitization after 21 days.

Ramoplanin Preparation Products And Raw materials

Raw materials

Preparation Products

Less

Ramoplanin Suppliers

Canada 1 China 78 Germany 1 India 1 United Kingdom 1 United States 10 Global 92

Hangzhou J&H Chemical Co., Ltd.

Tel: 0571-+86-571-87396432
Fax: 0571-87396431
Email: sales@jhechem.com
Country: China
ProdList: 11578
Advantage: 59

J & K SCIENTIFIC LTD.

Tel: 010-82848833 400-666-7788
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
Country: China
ProdList: 96815
Advantage: 76

Chembest Research Laboratories Limited

Tel: +86-21-20908456
Fax: 021-58180499
Email: sales@BioChemBest.com
Country: China
ProdList: 6005
Advantage: 61

China DongFan Chemical Co.,LTD

Tel: 86-0571-85151182
Fax: 86-0571-85151182
Country: China
ProdList: 5691
Advantage: 66

Beijing HuaMeiHuLiBiological Chemical

Tel: 010-56205725
Fax: 010-65763397
Email: waley188@sohu.com
Country: China
ProdList: 12335
Advantage: 58

China Kouting Group Limited

Tel: +86 (21) 5811-6473 5811-6475
Fax: +86 (21) 6129-4103
Email: sales@koutingchina.com
Country: China
ProdList: 496
Advantage: 60

UHN Shanghai Research & Development Co., Ltd.

Tel: 021-58958002 18930822973
Fax: +86 (21) 5895-8628
Email: sales@uhnshanghai.com
Country: China
ProdList: 977
Advantage: 58

Guangzhou Isun Pharmaceutical Co., Ltd

Tel: 020-39119399 18927568969
Fax: 020-39119999
Email: isunpharm@qq.com
Country: China
ProdList: 4674
Advantage: 55

Wuxi Zhongkun Biochemical Technology Co., Ltd.

Tel: 0510-85629785 18013409632
Fax: 051085625359
Email: sales@reading-chemicals.com
Country: China
ProdList: 15178
Advantage: 58

Credit Asia Chemical Co., Ltd.

Tel: +86 (21) 61124340
Fax: +86 (21) 6129-4103
Country: China
ProdList: 9756
Advantage: 58

LETOPHARM LIMITED

Tel: +86-21-5821 5861
Fax: +86-21-5106 2861
Email: sales@letopharm.com
Country: China
ProdList: 2384
Advantage: 58

Shanghai Synchem Pharma Co., ltd

Tel: 21-619849051-1 18521059765
Email: synchempharma@aliyun.com
Country: China
ProdList: 6463
Advantage: 55

Pharmacodia (Beijing) Co.,Ltd

Tel: +86-400-851-9921
Fax: +86-10-82826195
Email: sales@pharmacodia.com
Country: China
ProdList: 2317
Advantage: 55

Raw material medicin reagent co.,Ltd

Tel
Email: sales@njromanme.com
Country: China
ProdList: 4529
Advantage: 58

Hubei widely chemical technology Co., Ltd.

Tel: 027-83991130 18627774460
Fax: 027-83991130
Email: 1718093273@QQ.COM
Country: China
ProdList: 1880
Advantage: 58

Hubei widely chemical technology Co., Ltd.

Tel: 027-59402396 13419635609
Fax: 027-83989310
Email: 13419635609@163.com
Country: China
ProdList: 1984
Advantage: 55

Wuhan Wsem Biological Co., Ltd.

Tel: 027-83778876 13667159345
Fax: 027-83778876
Email: 13667159345@163.com
Country: China
ProdList: 1996
Advantage: 55

Guangzhou Kafen Biotech Co.,Ltd

Tel: 18029243487 2355327168
Fax: 020-31121510
Email: gy@yccreate.com
Country: China
ProdList: 4749
Advantage: 55

Lynnchem

Tel: 86-(0)29-85992781 17792393971
Email: info@lynnchem.com
Country: China
ProdList: 4587
Advantage: 58

Wellman Pharmaceutical Group Limited

Tel: 027-83778875 15807197853
Fax: 027-83991220
Email: 15807197853@163.com
Country: China
ProdList: 4026
Advantage: 58

Amatek Scientific Co. Ltd.

Tel: 0512-56316828
Fax: 0512-56316826
Email: info@amateksci.com
Country: China
ProdList: 28806
Advantage: 58

Zhuhai JiaYi Biological Technology Co., Ltd.

Tel: 18578209868 2355327026
Fax: 18578209868 QQ：2355327026
Email: steroidbest@hotmail.com
Country: China
ProdList: 6501
Advantage: 58

Hubei widely chemical technology Co., Ltd.

Tel: 027-83778895 18602735115
Fax: 027-51119224
Email: 18602735115@163.com
Country: China
ProdList: 1997
Advantage: 64

Nanjing crow LuNing pharmaceutical technology co., LTD

Tel: 13382066392
Country: CHINA
ProdList: 4877
Advantage: 58

Shenzhen Polymeri Biochemical Technology Co., Ltd.

Tel: +86-400-002-6226 +86-13028896684;
Email: sales@rrkchem.com
Country: China
ProdList: 57423
Advantage: 58

Nanjing Nuosu Technology Co., Ltd.

Tel: 13921443466
Email: 13921443466@139.com
Country: China
ProdList: 100
Advantage: 58

Taizhou Crene Biotechnology Co. Ltd.

Tel: +86-0576-88813233 +86-13396860566
Email: sales@pharm-intermediates.com
Country: China
ProdList: 1991
Advantage: 58

Zhejiang J&C Biological Technology Co.,Limited

Tel: +1-2135480471 +1-2135480471
Email: sales@sarms4muscle.com
Country: China
ProdList: 10473
Advantage: 58

Hefei TNJ Chemical Industry Co.,Ltd.

Tel: +86-0551-65418684 +8618949823763
Fax: 0086-551-65418684
Email: sales@tnjchem.com
Country: China
ProdList: 25356
Advantage: 58

AFINE CHEMICALS LIMITED

Tel: +86-0571-85134551
Fax: 008657185134895
Email: sales@afinechem.com
Country: China
ProdList: 15352
Advantage: 58

Zhongxiang Yaowei Biological Technology Co., Ltd.

Tel: 15337241005 13260682861
Email: w13260682861@qq.com
Country: China
ProdList: 2435
Advantage: 58

ChemeGen(Shanghai) Biotechnology Co.,Ltd.

Tel: 18818260767
Fax: QQ 3610331285
Email: sales@chemegen.com
Country: China
ProdList: 11218
Advantage: 58

wuhan dingxingtong Chemical Technology Co., Ltd Co., Ltd

Tel: 027-59207796 13429867250
Fax: 027-59207796
Email: w13429867250@163.com
Country: China
ProdList: 1987
Advantage: 58

Wuhan Dingtong Pharmaceutical Co., Ltd

Tel: 027-59207795 18327179646
Fax: 027-59207795
Email: 18327179646@163.com
Country: China
ProdList: 1989
Advantage: 58

Meng Cheng Technology (Shanghai) Co., LTD

Tel: 400-820-6829
Email: sales@mitachieve.com
Country: China
ProdList: 8860
Advantage: 58

Wuhan Dingxintong Pharmaceutical Co. , Ltd.

Tel: 027-83984790 17720532645
Fax: 027-83984790
Email: t17720532645@163.com
Country: China
ProdList: 970
Advantage: 58

Wuhan Dingxintong Pharmaceutical Co. , Ltd.

Tel: 027-52344656 15871722230
Fax: 2796190295
Email: 15871722230@163.com
Country: China
ProdList: 4899
Advantage: 58

Wuhan Wiseman Bioengineering Co.,Ltd

Tel: 027-59506022 13419526507
Fax: 027-59506022
Email: 13419526507@163.com
Country: China
ProdList: 2992
Advantage: 58

Zhejiang Huida Biotech Co., LTD

Tel: 0571-89903882 13626641628
Email: jiangnan@huidabiotech.com
Country: China
ProdList: 3656
Advantage: 58

Wuhan Yanzhe Technology Co., Ltd

Tel: 15527250409
Fax: QQ：2692360204
Email: wenhaotian12@163.com
Country: China
ProdList: 4148
Advantage: 58

Energy Chemical

Tel: 021-58432009 400-005-6266
Fax: 021-58436166
Email: marketing@energy-chemical.com
Country: China
ProdList: 44918
Advantage: 58

cjbscvictory

Tel: 13348960310 13348960310
Email: 3003867561@qq.com
Country: China
ProdList: 10011
Advantage: 58

Jiangxi ravel Biotechnology Co.,Ltd

Tel: 400-880-2824; 13184580281
Fax: 400-880-2824
Email: hj@ruiweier.cn
Country: China
ProdList: 2737
Advantage: 58

Jiangxi ravel Biotechnology Co.,Ltd

Tel: 18502762009
Email: 721846333@qq.com
Country: China
ProdList: 2448
Advantage: 58

Wuhan DKY Technology Co.,Ltd.

Tel: 027-81302411 15377658509
Email: zs@dkybpc.com
Country: China
ProdList: 2208
Advantage: 58

Hubei wei shi reagent group ltd., company

Tel: 027-59102966 18717199209
Fax: 027-59379337
Email: 2853877583@qq.com
Country: China
ProdList: 2988
Advantage: 58

Zhejiang Huida Biotech Co., LTD

Tel: 0571-0571-89903882 15990081639
Email: sunshixuan@huidabiotech.com
Country: China
ProdList: 3705
Advantage: 58

Jiangxi ravel Biotechnology Co.,Ltd

Tel: 185-0276-2003 18502762003;
Email: 435918333@qq.com
Country: China
ProdList: 2312
Advantage: 58

Chengdu Jinglin Biotechnology Co., Ltd.

Tel: 17711399154
Email: 3211919385@qq.com
Country: China
ProdList: 1815
Advantage: 58

Wuhan Yingnuo Pharmaceutical Technology Co., Ltd.

Tel: +86-027-59232304 15387063101
Email: 2881924050@qq.com
Country: China
ProdList: 9956
Advantage: 58

76168-82-6, RamoplaninRelated Search:

METHYL ISOCYANOACETATE PHENYLSELENOL TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)EUROPIUM(III) TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)DYSPROSIUM(III) Ethyl isocyanoacetate Ferric acetylacetonate Benzyl isocyanide DICHLORO(ETHYLENEDIAMINE)PLATINUM(II) 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE Tosylmethyl isocyanide 2,4-PENTANEDIONE, SILVER DERIVATIVE TERT-BUTYL ISOCYANIDE Cupric acetylacetonate COBALT(II) ACETYLACETONATE Aluminum acetylacetonate SALCOMINE N-BUTYLISOCYANIDE Tris(2,4-pentanedionato)chroMiuM(III)

A 16686

A 16686A

Antibiotic A 16686

RaMoplanin(A 16686,A 16686A)

RaMoplanin coMplex

Ramoplanin

Ramoplaninr

Ray mora ning

76168-82-6

6168-82-6

C106H170ClN21O30