トロレアンドマイシン TAO
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2014/12/21 23:24:05」(JST)
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Troleandomycin
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Systematic (IUPAC) name |
(3R,5R,6R,7S,8R,11R,12S,13R,14S,15S)-12-[(4-O-acetyl-2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)oxy]-14-{[2-O-acetyl-3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy}-5,7,8,11,13,15-hexamethyl-4,10-dioxo-1,9-dioxaspiro[2.13]hexadec-6-yl acetate |
Clinical data |
AHFS/Drugs.com |
Multum Consumer Information |
MedlinePlus |
a604026 |
Legal status |
?
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Identifiers |
CAS number |
2751-09-9 Y |
ATC code |
J01FA08 |
PubChem |
CID 5284630 |
DrugBank |
DB01361 |
ChemSpider |
4447675 Y |
UNII |
C4DZ64560D Y |
KEGG |
D01322 N |
ChEMBL |
CHEMBL564085 N |
Chemical data |
Formula |
C41H67NO15 |
Mol. mass |
813.968 g/mol |
SMILES
- O=C(O[C@@H]4[C@@H](N(C)C)C[C@H](O[C@H]4O[C@@H]3[C@H]([C@H](O[C@@H]1O[C@H]([C@H](OC(=O)C)[C@@H](OC)C1)C)[C@H](C(=O)O[C@H](C)[C@H](C)[C@H](OC(=O)C)[C@H](C(=O)[C@]2(OC2)C[C@@H]3C)C)C)C)C)C
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InChI
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InChI=1S/C41H67NO15/c1-19-17-41(18-49-41)38(46)23(5)34(53-27(9)43)21(3)25(7)52-39(47)24(6)35(56-32-16-31(48-14)36(26(8)51-32)54-28(10)44)22(4)33(19)57-40-37(55-29(11)45)30(42(12)13)15-20(2)50-40/h19-26,30-37,40H,15-18H2,1-14H3/t19-,20+,21-,22+,23+,24+,25+,26-,30-,31-,32-,33-,34-,35-,36-,37+,40-,41-/m0/s1 Y
Key:LQCLVBQBTUVCEQ-MCQAQMIOSA-N Y
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N (what is this?) (verify) |
Troleandomycin is a macrolide antibiotic. It is sold in Italy (branded Triocetin) and Turkey (branded Tekmisin).
Troleandomycin is a CYP3A4 inhibitor that may cause drug interactions.
Antibacterials: protein synthesis inhibitors (J01A, J01B, J01F, J01G, QJ01XQ)
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30S |
Aminoglycosides
(initiation inhibitors) |
-mycin (Streptomyces) |
- Streptomycin#
- Dihydrostreptomycin
- Neomycin#
- Framycetin
- Paromomycin
- Ribostamycin
- Kanamycin#
- Amikacin
- Arbekacin
- Bekanamycin
- Dibekacin
- Tobramycin
- Spectinomycin#
- Hygromycin B
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-micin (Micromonospora) |
- Gentamicin#
- Netilmicin
- Sisomicin
- Isepamicin
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Tetracycline antibiotics
(tRNA binding) |
Tetracyclines |
- Doxycycline#
- Chlortetracycline
- Clomocycline
- Demeclocycline
- Lymecycline
- Meclocycline
- Metacycline
- Minocycline
- Oxytetracycline
- Penimepicycline
- Rolitetracycline
- Tetracycline
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Glycylcyclines |
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50S |
Oxazolidinone
(initiation inhibitors) |
- Eperezolid
- Linezolid
- Posizolid
- Radezolid
- Ranbezolid
- Sutezolid
- Tedizolid
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Peptidyl transferase |
Amphenicols |
- Chloramphenicol#
- Azidamfenicol
- Thiamphenicol
- Florfenicol
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Pleuromutilins |
- Retapamulin
- Tiamulin
- Valnemulin
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MLS (transpeptidation/translocation) |
Macrolides |
- Azithromycin#
- Clarithromycin
- Dirithromycin
- Erythromycin#
- Flurithromycin
- Josamycin
- Midecamycin
- Miocamycin
- Oleandomycin
- Rokitamycin
- Roxithromycin
- Spiramycin
- Troleandomycin
- Tylosin
- Ketolides
- Telithromycin
- Cethromycin
- Solithromycin†
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Lincosamides |
- Clindamycin#
- Lincomycin
- Pirlimycin
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Streptogramins |
- Pristinamycin
- Quinupristin/dalfopristin
- Virginiamycin
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EF-G |
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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gr+f/gr+a (t)/gr-p (c)/gr-o
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drug (J1p, w, n, m, vacc)
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UpToDate Contents
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English Journal
- Interactions of pharmaceuticals and other xenobiotics on key detoxification mechanisms and cytoskeleton in Poeciliopsis lucida hepatocellular carcinoma, PLHC-1 cell line.
- Wassmur B, Gräns J, Norström E, Wallin M, Celander MC.SourceDepartment of Biological and Environmental Sciences, University of Gothenburg, Box 463, SE-405 30 Göteborg, Sweden.
- Toxicology in vitro : an international journal published in association with BIBRA.Toxicol In Vitro.2013 Feb;27(1):111-20. doi: 10.1016/j.tiv.2012.10.002. Epub 2012 Oct 12.
- Fish are exposed to chemicals, including pharmaceuticals, in their natural habitat. This study focuses on effects of chemicals, including nine classes of pharmaceuticals, on key detoxification mechanisms in a fish liver cell-line (PLHC-1). Chemical interactions were investigated on efflux pumps, P-g
- PMID 23064032
- Time-dependent inhibition and estimation of CYP3A clinical pharmacokinetic drug-drug interactions using plated human cell systems.
- Albaugh DR, Fullenwider CL, Fisher MB, Hutzler JM.SourceBoehringer-Ingelheim Pharmaceuticals Inc., Medicinal Chemistry (Drug Metabolism and Pharmacokinetics), 175 Briar Ridge Road, R&D 10574, Ridgefield, CT 06877, USA. daniel.albaugh@Boehringer-Ingelheim.com
- Drug metabolism and disposition: the biological fate of chemicals.Drug Metab Dispos.2012 Jul;40(7):1336-44. doi: 10.1124/dmd.112.044644. Epub 2012 Apr 9.
- The current studies assessed the utility of freshly plated hepatocytes, cryopreserved plated hepatocytes, and cryopreserved plated HepaRG cells for the estimation of inactivation parameters k(inact) and K(I) for CYP3A. This was achieved using a subset of CYP3A time-dependent inhibitors (fluoxetine,
- PMID 22490230
Japanese Journal
- Metabolism-dependent inhibition of CYP3A4 and CYP2D6 by extracts from 26 herbal medicines
- Iwata Hiroshi,手塚 康弘,KADOTA Shigetoshi,HIRATSUKA Akira,Watabe Tadashi
- 和漢医薬学雑誌 21(6), 281-286, 2004-12-20
- … これら7種生薬によるCYP3A4活性低下作用は, CYP3A4に対する不可逆的阻害剤であるtroleandomycinによる残存率(49.4%)に匹敵した。 …
- NAID 110001867610
- Identification of Human Drug-Metabolizing Enzymes Involved in the Metabolism of SNI-2011
- Washio Takuo,Arisawa Hirohiko,Kohsaka Kazuhiro [他],YASUDA Hiroshi
- Biological & pharmaceutical bulletin 24(11), 1263-1266, 2001-11-01
- … In a chemical inhibition study, metabolism of SNI-2011 in liver microsomes was inhibited (35-65%) by CYP3A4 inhibitors (ketoconazole and troleandomycin) and CYP2D6 inhibitors (quinidine and chlorpromazine). …
- NAID 110003638398
- EFFECTS OF ERYTHROMYCIN AND ROXITHROMYCIN ON OXIDATION OF TESTOSTERONE AND NIFEDIPINE CATALYZED BY CYP3A4 IN HUMAN LIVER MICROSOMES
- Yamazaki Hiroshi,Urano Tomoko,Hiroki Shigeru [他],SHIMADA Tsutomu
- Journal of toxicological sciences 21(4), 215-226, 1996-11-25
- … Roxithromycin and erythromycin were incubated with rat and human liver microsomal or reconstituted cytochrome P450 (P450 or CYP) monooxygenase systems in the presence of an NADPH-generating system, and the effects of these chemicals on testosterone 6β-hydroxylation and nifedipine oxidation activities were compared with those of typical CYP3A4 inhibitors including ketoconazole, troleandomycin, and gestodene. …
- NAID 110001805805
Related Links
- Buy Troleandomycin (CAS 2751-09-9), a macrolide antibiotic and an inhibitor of CYP, from Santa Cruz. Purity: ≥98%, MF: C41H67NO15, MW: 813.97 ... Troleandomycin is a macrolide antibiotic. The compound is a stronger inhibitor ...
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Related Pictures
★リンクテーブル★
[★]
- 英
- troleandomycin
- 関
- トリアセチルオレアンドマイシン triacetyloleandomycin