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MedKoo Cat#: 585175 | Name: Mepartricin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Mepartricin is a polyene macrolide antibiotic obtained from Streptomyces aureofaciens used as an antifungal agent, an antiprotozoal agent, and in the treatment of benign prostatic hypertrophy.

Chemical Structure

Mepartricin
Mepartricin
CAS#11121-32-7

Theoretical Analysis

MedKoo Cat#: 585175

Name: Mepartricin

CAS#: 11121-32-7

Chemical Formula: C60H88N2O19

Exact Mass: 1140.5981

Molecular Weight: 1141.36

Elemental Analysis: C, 63.14; H, 7.77; N, 2.45; O, 26.63

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Mepartricin; Ipertrofan; Orofungin; SN 654; SN654; Spa-S-160; Tricandil; Tricangine
IUPAC/Chemical Name
methyl (19E,21E,23Z,25Z,27E,29E,31E)-34-[(3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,5,7,9,13,37-heptahydroxy-17-[5-hydroxy-7-[4-(methylamino)phenyl]-7-oxoheptan-2-yl]-18-methyl-11,15-dioxo-16,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylate
InChi Key
GTBKZCQTNWWEIB-PBSBGHGNSA-N
InChi Code
InChI=1S/C60H88N2O19/c1-36-19-17-15-13-11-9-7-6-8-10-12-14-16-18-20-50(79-59-55(74)53(61)54(73)38(3)78-59)57-52(58(75)77-5)49(71)35-60(76,81-57)34-47(69)31-45(67)29-43(65)27-42(64)28-44(66)30-46(68)33-51(72)80-56(36)37(2)21-26-41(63)32-48(70)39-22-24-40(62-4)25-23-39/h6-19,22-25,36-38,41-43,45-47,49-50,52-57,59,62-65,67-69,71,73-74,76H,20-21,26-35,61H2,1-5H3/b7-6-,10-8+,11-9-,14-12+,15-13+,18-16+,19-17+/t36?,37?,38-,41?,42?,43?,45?,46?,47?,49?,50?,52?,53+,54-,55+,56?,57?,59?,60?/m1/s1
SMILES Code
O=C(C1C2C(OC3O[C@H](C)[C@@H](O)[C@H](N)[C@@H]3O)C/C=C/C=C/C=C/C=C\C=C/C=C/C=C/C(C)C(C(CCC(O)CC(C4=CC=C(NC)C=C4)=O)C)OC(CC(O)CC(CC(O)CC(O)CC(O)CC(O)CC(O2)(O)CC1O)=O)=O)OC
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,141.36 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Bowen DK, Dielubanza E, Schaeffer AJ. Chronic bacterial prostatitis and chronic pelvic pain syndrome. BMJ Clin Evid. 2015 Aug 27;2015. pii: 1802. Review. PubMed PMID: 26313612; PubMed Central PMCID: PMC4551133. 2: Cohen JM, Fagin AP, Hariton E, Niska JR, Pierce MW, Kuriyama A, Whelan JS, Jackson JL, Dimitrakoff JD. Therapeutic intervention for chronic prostatitis/chronic pelvic pain syndrome (CP/CPPS): a systematic review and meta-analysis. PLoS One. 2012;7(8):e41941. doi: 10.1371/journal.pone.0041941. Epub 2012 Aug 1. Review. PubMed PMID: 22870266; PubMed Central PMCID: PMC3411608. 3: Le B, Schaeffer AJ. Chronic prostatitis. BMJ Clin Evid. 2011 Jul 4;2011. pii: 1802. Review. PubMed PMID: 21736764; PubMed Central PMCID: PMC3275320. 4: Barbero R, Badino P, Odore R, Galmozzi MR, Cuniberti B, Zanatta R, Re G. Mepartricin long-term administration regulates steroid hormone and adrenergic receptor concentrations in the prostate of aged rats. J Vet Pharmacol Ther. 2006 Aug;29(4):289-97. PubMed PMID: 16846466. 5: Boehm S, Nirnberger G, Ferrari P. Estrogen suppression as a pharmacotherapeutic strategy in the medical treatment of benign prostatic hyperplasia: evidence for its efficacy from studies with mepartricin. Wien Klin Wochenschr. 1998 Dec 11;110(23):817-23. Review. PubMed PMID: 10025034. 6: Del Vecchio S, Ulissi A, Delle Monache M, Tavanti A, Rapocci M, Ruozi P, De Bernardi M, Ricci GL. Faecal elimination of steroids in rats after oral administration of mepartricin. J Int Med Res. 1990 Nov-Dec;18(6):468-72. PubMed PMID: 2292328. 7: Denis L, Pagano F, Nonis A, Robertson C, Romano P, Boyle P. Double-blind, placebo-controlled trial to assess the efficacy and tolerability of mepartricin in the treatment of BPH. Prostate. 1998 Dec 1;37(4):246-52. PubMed PMID: 9831221. 8: Re G, Badino P, Odore R, Vigo D, Bonabello A, Rabino S, Capello F, Bruzzese T. Effects of mepartricin on estradiol and testosterone serum levels and on prostatic estrogen, androgen and adrenergic receptor concentrations in adult rats. Pharmacol Res. 2001 Aug;44(2):141-7. PubMed PMID: 11516265. 9: Ruozi P, Siccardi AG. Mepartricin, a polyene active on both Trichomonas and Candida. Lack of mutagenic activity. Farmaco Sci. 1978 Jan;33(1):21-5. PubMed PMID: 340260. 10: Petrou MA, Rogers TR. A comparison of the activity of mepartricin and amphotericin B against yeasts. J Antimicrob Chemother. 1985 Aug;16(2):169-77. PubMed PMID: 3905747. 11: Vanden Bossche M, Abi Aad A, Vandendris M, Van Cangh P, Schulman C. [The effects of mepartricin on the symptomatology of prostatic hypertrophy--double-blind controlled trial]. Acta Urol Belg. 1991;59(1):93-104. French. PubMed PMID: 1718154. 12: De Rose AF, Gallo F, Giglio M, Carmignani G. Role of mepartricin in category III chronic nonbacterial prostatitis/chronic pelvic pain syndrome: a randomized prospective placebo-controlled trial. Urology. 2004 Jan;63(1):13-6. PubMed PMID: 14751338. 13: Cavallini G. [Mepartricin in the treatment of male pelvic pain syndrome secondary to chronic nonbacterial prostatitis/prostatodynia]. Minerva Urol Nefrol. 2001 Mar;53(1):13-7. Italian. PubMed PMID: 11346715. 14: Barone D, Peroglio F, Toso E, Bruzzese T. Binding of mepartricin to sex hormones, a key factor of its activity on benign prostatic hyperplasia. Arzneimittelforschung. 2001;51(12):984-90. PubMed PMID: 11799846. 15: Bacigalupo A, Van Lint MT, Frassoni F, Podestà M, Marmont A, Colombo L. Mepartricin: a new antifungal agent for the treatment of disseminated Candida infections in the immunocompromised host. Acta Haematol. 1983;69(6):409-13. PubMed PMID: 6134415. 16: Sacchi FT, Clivio A, Ferrari FA, Pagani A, Ruozi P, Siccardi AG. The effects of the polyene antibiotic mepartricin on polymorphonuclear leucocyte function: an in-vitro study. J Med Microbiol. 1979 Feb;12(1):143-6. PubMed PMID: 430544. 17: Golik J, Zieliński J, Borowski E. The structure of mepartricin A and mepartricin B. J Antibiot (Tokyo). 1980 Aug;33(8):904-7. PubMed PMID: 7429993. 18: Shakuto S, Tsuchiya E. Effects of mepartricin, a polyene macrolide antibiotic, on estrogen-induced hyperplastic growth of the dorsolateral prostate and seminal vesicle in immature castrated rats. Scand J Urol Nephrol. 2005;39(5):358-65. PubMed PMID: 16257836. 19: Erickson BA, Schaeffer AJ, Van Le B. Chronic prostatitis. BMJ Clin Evid. 2008 May 22;2008. pii: 1802. Review. PubMed PMID: 19450305; PubMed Central PMCID: PMC2907954. 20: Prezioso D, Mirone V, Fabrizio F, Lotti T. [Double-blind evaluation of mepartricin 150.000 U (40 mg) compared with placebo in benign prostatic hypertrophy]. Minerva Urol Nefrol. 1996 Dec;48(4):207-11. Italian. PubMed PMID: 9005590.