Peplomycin | CAS# 68247-85-8 (free base) | antineoplastic agent

MedKoo Cat#: 414851 | Name: Peplomycin

Description:

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

Peplomycin is an antineoplastic agent derived from BLEOMYCIN.

Chemical Structure

Peplomycin

CAS#68247-85-8 (free base)

Theoretical Analysis

MedKoo Cat#: 414851

Name: Peplomycin

CAS#: 68247-85-8 (free base)

Chemical Formula: C61H88N18O21S2

Exact Mass: 1472.5813

Molecular Weight: 1473.60

Elemental Analysis: C, 49.72; H, 6.02; N, 17.11; O, 22.80; S, 4.35

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 #

70384-29-1 (sulfate); 68247-85-8 (free base)

Synonym

Peplomycin; CCRIS 2756; CCRIS2756; CCRIS-2756

IUPAC/Chemical Name

(2R,3S,4S,5R,6R)-2-(((2R,3S,4S,5S,6S)-2-((1R,2S)-2-(6-amino-2-((S)-3-amino-1-(((S)-2,3-diamino-3-oxopropyl)amino)-3-oxopropyl)-5-methylpyrimidine-4-carboxamido)-3-(((2R,3S,4S)-3-hydroxy-5-(((2S,3R)-3-hydroxy-1-oxo-1-((2-(4-((3-(((S)-1-phenylethyl)amino)propyl)carbamoyl)-[2,4'-bithiazol]-2'-yl)ethyl)amino)butan-2-yl)amino)-4-methyl-5-oxopentan-2-yl)amino)-1-(1H-imidazol-5-yl)-3-oxopropoxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl carbamate

InChi Key

QIMGFXOHTOXMQP-GFAGFCTOSA-N

InChi Code

InChI=1S/C61H88N18O21S2/c1-24-39(76-52(79-50(24)64)31(16-37(63)83)71-17-30(62)51(65)89)56(93)78-41(47(32-18-67-23-72-32)98-60-49(45(87)43(85)35(19-80)97-60)99-59-46(88)48(100-61(66)95)44(86)36(20-81)96-59)57(94)73-27(4)42(84)25(2)53(90)77-40(28(5)82)55(92)70-15-12-38-74-34(22-101-38)58-75-33(21-102-58)54(91)69-14-9-13-68-26(3)29-10-7-6-8-11-29/h6-8,10-11,18,21-23,25-28,30-31,35-36,40-49,59-60,68,71,80-82,84-88H,9,12-17,19-20,62H2,1-5H3,(H2,63,83)(H2,65,89)(H2,66,95)(H,67,72)(H,69,91)(H,70,92)(H,73,94)(H,77,90)(H,78,93)(H2,64,76,79)/t25-,26-,27+,28+,30-,31-,35-,36+,40-,41-,42-,43+,44+,45-,46-,47-,48-,49-,59+,60-/m0/s1

SMILES Code

C[C@H]([C@@H](C(NCCc1scc(c2scc(C(NCCCN[C@H](c3ccccc3)C)=O)n2)n1)=O)NC([C@H]([C@@H]([C@H](NC([C@H]([C@H](c4[nH]cnc4)O[C@@H]5O[C@H]([C@H]([C@@H]([C@@H]5O[C@H]6O[C@@H]([C@H]([C@@H]([C@@H]6O)OC(N)=O)O)CO)O)O)CO)NC(c7c(C)c(N)nc([C@@H](NC[C@@H](C(N)=O)N)CC(N)=O)n7)=O)=O)C)O)C)=O)O

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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 1,473.60 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.

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: Carter SK, Ultmann J. Peplomycin. Cancer Treat Rev. 1984 Dec;11(4):303-5. doi: 10.1016/0305-7372(84)90028-8. PMID: 6085486. 2: Asano Y, Ihn H, Shikada J, Kadono T, Kikuchi K, Tamaki K. A case of peplomycin-induced scleroderma. Br J Dermatol. 2004 Jun;150(6):1213-4. doi: 10.1111/j.1365-2133.2004.05969.x. PMID: 15214916. 3: Hasegawa H, Kaneko T, Kanno C, Endo M, Yamazaki M, Kitabatake T, Monma T, Takeishi E, Sato E, Kano M. Preoperative intra-arterial chemotherapy with docetaxel, cisplatin, and peplomycin combined with intravenous chemotherapy using 5-fluorouracil for oral squamous cell carcinoma. Int J Oral Maxillofac Surg. 2020 Aug;49(8):984-992. doi: 10.1016/j.ijom.2020.01.024. Epub 2020 Feb 16. PMID: 32070653. 4: Zou T, Kizaki S, Sugiyama H. Investigating Nucleosome Accessibility for MNase, FeII Peplomycin, and Duocarmycin B2 by Using Capillary Electrophoresis. Chembiochem. 2018 Apr 4;19(7):664-668. doi: 10.1002/cbic.201700643. Epub 2018 Feb 12. PMID: 29334166. 5: Ikeda S, Ishihara K, Matsunaka N. Peplomycin therapy for skin cancer in Japan. Drugs Exp Clin Res. 1986;12(1-3):247-55. PMID: 2426073. 6: Sasamoto M, Kako N, Tani A, Iwabuchi T, Sekine T, Iwabuchi S, Hasegawa Y, Kokubun H, Fukushima M, Koie H. [Preoperative treatment of esophageal cancer with oral peplomycin jelly]. Gan To Kagaku Ryoho. 1991 Aug;18(10):1613-9. Japanese. PMID: 1714706. 7: Umeki H, Yamaguchi Y, Tsugata M, Wakana K, Somekawa Y, Shimabukuro K, Ohara M, Terauchi T, Ichimura M, Otsuka I, Aso T. [Neoadjuvant intraarterial chemotherapy with nedaplatin, peplomycin and mitomycin C for advanced cervical cancer]. Gan To Kagaku Ryoho. 2003 Mar;30(3):377-82. Japanese. PMID: 12669397. 8: Yamamoto T, Nishioka K. Flagellate erythema. Int J Dermatol. 2006 May;45(5):627-31. doi: 10.1111/j.1365-4632.2005.02647.x. PMID: 16700810. 9: Chen HY, Zheng CY, Zou GL, Xie DX, Gong JP. Peplomycin induces G1-phase specific apoptosis in liver carcinoma cell line Bel-7402 involving G2-phase arrest. Acta Pharmacol Sin. 2004 Dec;25(12):1698-704. PMID: 15569418. 10: Suzuki T. [Antitumor antibiotics]. Nihon Rinsho. 2015 Feb;73 Suppl 2:188-90. Japanese. PMID: 25831749.